# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C86 H74 Eu2 N12 O20' _chemical_formula_weight 1899.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2448(10) _cell_length_b 13.2214(11) _cell_length_c 13.5248(12) _cell_angle_alpha 74.8544(15) _cell_angle_beta 83.0605(16) _cell_angle_gamma 87.1996(14) _cell_volume 2097.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.49 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.504 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.560 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9547 _exptl_absorpt_correction_T_max 0.9695 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 14827 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0506 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.28 _reflns_number_total 10187 _reflns_number_gt 8418 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0950P)^2^+5.9000P] 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 10187 _refine_ls_number_parameters 543 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1640 _refine_ls_wR_factor_gt 0.1458 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.153041(18) 0.422147(19) 0.48970(2) 0.02812(10) Uani 1 1 d . . . O1 O 0.2922(3) 0.4252(3) 0.3382(3) 0.0371(9) Uani 1 1 d . . . O2 O 0.1330(3) 0.5054(3) 0.3073(3) 0.0385(9) Uani 1 1 d . . . O3 O 0.3597(4) 0.4655(5) 0.1265(4) 0.0592(13) Uani 1 1 d . . . O4 O 0.0420(3) 0.5988(3) 0.4702(3) 0.0318(8) Uani 1 1 d . . . O5 O 0.2218(3) 0.6075(3) 0.4429(3) 0.0356(8) Uani 1 1 d . . . O6 O 0.2135(4) 0.8255(3) 0.3809(4) 0.0497(11) Uani 1 1 d . . . O7 O 0.1233(3) 0.4781(3) 0.6546(3) 0.0376(9) Uani 1 1 d . . . O8 O 0.1165(4) 0.3081(3) 0.6751(4) 0.0468(10) Uani 1 1 d . . . O9 O 0.0456(4) 0.4640(5) 0.8574(4) 0.0637(14) Uani 1 1 d . . . N1 N 0.3374(3) 0.4047(3) 0.5717(4) 0.0330(10) Uani 1 1 d . . . N2 N 0.2571(3) 0.2416(3) 0.5188(4) 0.0285(9) Uani 1 1 d . . . N3 N 0.3917(4) 0.1287(4) 0.6062(5) 0.0458(13) Uani 1 1 d . . . N4 N 0.2685(4) 0.0627(4) 0.5175(4) 0.0379(11) Uani 1 1 d . . . N5 N 0.4807(6) -0.0640(4) 0.6710(7) 0.068(2) Uani 1 1 d . . . N6 N 0.0911(4) 0.2749(4) 0.4032(4) 0.0327(9) Uani 1 1 d . . . C1 C 0.3790(5) 0.4860(4) 0.5943(5) 0.0405(13) Uani 1 1 d . . . H1 H 0.3436 0.5509 0.5754 0.049 Uiso 1 1 calc R . . C2 C 0.4717(5) 0.4790(5) 0.6444(6) 0.0435(14) Uani 1 1 d . . . H2 H 0.4984 0.5381 0.6579 0.052 Uiso 1 1 calc R . . C3 C 0.5240(5) 0.3837(5) 0.6741(6) 0.0540(18) Uani 1 1 d . . . H3 H 0.5868 0.3771 0.7077 0.065 Uiso 1 1 calc R . . C4 C 0.4820(5) 0.2979(5) 0.6532(7) 0.0549(19) Uani 1 1 d . . . H4 H 0.5153 0.2321 0.6730 0.066 Uiso 1 1 calc R . . C5 C 0.3884(4) 0.3119(4) 0.6019(5) 0.0352(12) Uani 1 1 d . . . C6 C 0.3419(4) 0.2220(4) 0.5748(5) 0.0333(11) Uani 1 1 d . . . C7 C 0.3508(5) 0.0519(4) 0.5757(5) 0.0409(14) Uani 1 1 d . . . C8 C 0.4015(5) -0.0544(4) 0.6095(6) 0.0424(14) Uani 1 1 d . . . C9 C 0.3678(6) -0.1369(5) 0.5760(7) 0.0573(19) Uani 1 1 d . . . H9A H 0.3104 -0.1289 0.5352 0.069 Uiso 1 1 calc R . . C10 C 0.4236(8) -0.2323(6) 0.6061(8) 0.072(2) Uani 1 1 d . . . H10A H 0.4055 -0.2889 0.5828 0.086 Uiso 1 1 calc R . . C11 C 0.5039(6) -0.2433(5) 0.6690(7) 0.064(2) Uani 1 1 d . . . H11 H 0.5401 -0.3073 0.6910 0.077 Uiso 1 1 calc R . . C12 C 0.5301(7) -0.1575(5) 0.6990(8) 0.070(2) Uani 1 1 d . . . H12A H 0.5857 -0.1647 0.7415 0.084 Uiso 1 1 calc R . . C13 C 0.2241(4) 0.1585(4) 0.4925(5) 0.0332(11) Uani 1 1 d . . . C14 C 0.1315(4) 0.1765(4) 0.4288(5) 0.0339(11) Uani 1 1 d . . . C15 C 0.0898(6) 0.0940(5) 0.3995(6) 0.0503(16) Uani 1 1 d . . . H15 H 0.1214 0.0272 0.4172 0.060 Uiso 1 1 calc R . . C16 C 0.0006(7) 0.1136(6) 0.3435(7) 0.066(2) Uani 1 1 d . . . H16 H -0.0309 0.0598 0.3246 0.079 Uiso 1 1 calc R . . C17 C -0.0416(6) 0.2157(6) 0.3159(6) 0.0549(18) Uani 1 1 d . . . H17 H -0.1013 0.2313 0.2778 0.066 Uiso 1 1 calc R . . C18 C 0.0069(5) 0.2938(5) 0.3462(5) 0.0399(13) Uani 1 1 d . . . H18 H -0.0203 0.3621 0.3259 0.048 Uiso 1 1 calc R . . C19 C 0.2287(4) 0.4774(4) 0.2781(5) 0.0339(11) Uani 1 1 d . . . C20 C 0.2672(6) 0.5190(6) 0.1641(5) 0.0511(16) Uani 1 1 d . . . H20A H 0.2067 0.5153 0.1251 0.061 Uiso 1 1 calc R . . H20B H 0.2850 0.5923 0.1512 0.061 Uiso 1 1 calc R . . C21 C 0.3384(6) 0.3790(6) 0.0951(6) 0.0558(17) Uani 1 1 d . . . C22 C 0.2461(8) 0.3220(8) 0.1266(7) 0.074(2) Uani 1 1 d . . . H22 H 0.1914 0.3407 0.1729 0.089 Uiso 1 1 calc R . . C23 C 0.2333(13) 0.2354(10) 0.0894(10) 0.106(4) Uani 1 1 d . . . H23 H 0.1701 0.1957 0.1113 0.127 Uiso 1 1 calc R . . C24 C 0.3122(16) 0.2084(10) 0.0215(12) 0.121(5) Uani 1 1 d . . . H24 H 0.3027 0.1506 -0.0035 0.145 Uiso 1 1 calc R . . C25 C 0.4066(14) 0.2658(12) -0.0109(11) 0.119(5) Uani 1 1 d . . . H25 H 0.4605 0.2467 -0.0576 0.143 Uiso 1 1 calc R . . C26 C 0.4216(9) 0.3515(9) 0.0256(8) 0.083(3) Uani 1 1 d . . . H26 H 0.4855 0.3903 0.0046 0.099 Uiso 1 1 calc R . . C27 C 0.1294(4) 0.6508(4) 0.4430(4) 0.0321(11) Uani 1 1 d . . . C28 C 0.1149(5) 0.7683(5) 0.4097(6) 0.0490(16) Uani 1 1 d . . . H28A H 0.0716 0.7857 0.3518 0.059 Uiso 1 1 calc R . . H28B H 0.0730 0.7912 0.4658 0.059 Uiso 1 1 calc R . . C29 C 0.2589(5) 0.8458(4) 0.2812(5) 0.0392(12) Uani 1 1 d . . . C30 C 0.2300(7) 0.7990(7) 0.2098(7) 0.064(2) Uani 1 1 d . . . H30 H 0.1757 0.7486 0.2268 0.076 Uiso 1 1 calc R . . C31 C 0.2852(12) 0.8295(9) 0.1093(9) 0.099(4) Uani 1 1 d . . . H31 H 0.2671 0.7992 0.0588 0.119 Uiso 1 1 calc R . . C32 C 0.3659(11) 0.9039(9) 0.0851(10) 0.105(4) Uani 1 1 d . . . H32 H 0.4011 0.9245 0.0183 0.126 Uiso 1 1 calc R . . C33 C 0.3937(8) 0.9466(8) 0.1584(9) 0.086(3) Uani 1 1 d . . . H33 H 0.4490 0.9960 0.1422 0.103 Uiso 1 1 calc R . . C34 C 0.3421(6) 0.9187(6) 0.2551(7) 0.0594(19) Uani 1 1 d . . . H34 H 0.3626 0.9486 0.3050 0.071 Uiso 1 1 calc R . . C35 C 0.1066(5) 0.3883(5) 0.7092(5) 0.0390(12) Uani 1 1 d . . . C36 C 0.0738(7) 0.3711(7) 0.8253(6) 0.0609(19) Uani 1 1 d . . . H36A H 0.0115 0.3247 0.8457 0.073 Uiso 1 1 calc R . . H36B H 0.1344 0.3360 0.8614 0.073 Uiso 1 1 calc R . . C37 C 0.1264(6) 0.5251(7) 0.8706(5) 0.0559(18) Uani 1 1 d . . . C38 C 0.0892(8) 0.6081(7) 0.9099(6) 0.068(2) Uani 1 1 d . . . H38 H 0.0144 0.6176 0.9276 0.082 Uiso 1 1 calc R . . C39 C 0.1645(11) 0.6775(8) 0.9229(8) 0.087(3) Uani 1 1 d . . . H39 H 0.1399 0.7338 0.9493 0.104 Uiso 1 1 calc R . . C40 C 0.2736(11) 0.6636(9) 0.8973(8) 0.089(3) Uani 1 1 d . . . H40 H 0.3234 0.7110 0.9054 0.107 Uiso 1 1 calc R . . C41 C 0.3105(8) 0.5810(9) 0.8599(8) 0.085(3) Uani 1 1 d . . . H41 H 0.3857 0.5716 0.8434 0.102 Uiso 1 1 calc R . . C42 C 0.2377(7) 0.5106(8) 0.8459(6) 0.066(2) Uani 1 1 d . . . H42 H 0.2634 0.4541 0.8201 0.079 Uiso 1 1 calc R . . O10 O 0.1089(9) 0.0929(6) 0.7291(7) 0.110(3) Uani 1 1 d . . . H10 H 0.1055 0.1569 0.7186 0.165 Uiso 1 1 calc R . . C43 C 0.144(3) 0.0434(16) 0.8388(16) 0.249(15) Uani 1 1 d . . . H43A H 0.2055 0.0801 0.8488 0.373 Uiso 1 1 calc R . . H43B H 0.1637 -0.0290 0.8454 0.373 Uiso 1 1 calc R . . H43C H 0.0833 0.0486 0.8897 0.373 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.02383(13) 0.02514(14) 0.03705(17) -0.01028(10) -0.00585(9) 0.00200(9) O1 0.0305(18) 0.037(2) 0.043(2) -0.0104(18) -0.0057(16) 0.0045(15) O2 0.0328(19) 0.039(2) 0.043(2) -0.0088(18) -0.0042(16) 0.0061(15) O3 0.050(3) 0.074(4) 0.056(3) -0.026(3) 0.010(2) -0.007(2) O4 0.0252(16) 0.0260(18) 0.044(2) -0.0088(16) -0.0018(14) -0.0016(13) O5 0.0272(17) 0.0316(19) 0.047(2) -0.0084(17) -0.0053(15) -0.0003(14) O6 0.060(3) 0.035(2) 0.054(3) -0.010(2) -0.003(2) -0.021(2) O7 0.040(2) 0.040(2) 0.037(2) -0.0169(18) -0.0031(16) 0.0029(16) O8 0.053(3) 0.035(2) 0.052(3) -0.009(2) -0.008(2) 0.0042(18) O9 0.057(3) 0.088(4) 0.054(3) -0.034(3) 0.003(2) -0.008(3) N1 0.029(2) 0.025(2) 0.050(3) -0.017(2) -0.0093(18) 0.0028(16) N2 0.0256(19) 0.024(2) 0.038(2) -0.0114(18) -0.0066(17) 0.0023(15) N3 0.042(3) 0.026(2) 0.076(4) -0.017(2) -0.026(3) 0.0095(19) N4 0.041(2) 0.024(2) 0.054(3) -0.017(2) -0.016(2) 0.0059(18) N5 0.070(4) 0.029(3) 0.116(6) -0.023(3) -0.050(4) 0.014(3) N6 0.030(2) 0.032(2) 0.038(3) -0.0110(19) -0.0053(17) -0.0006(17) C1 0.036(3) 0.027(3) 0.062(4) -0.017(3) -0.011(3) 0.002(2) C2 0.037(3) 0.032(3) 0.069(4) -0.023(3) -0.013(3) -0.004(2) C3 0.041(3) 0.040(3) 0.089(6) -0.020(4) -0.034(3) 0.001(3) C4 0.045(3) 0.038(3) 0.093(6) -0.028(4) -0.037(4) 0.010(3) C5 0.029(2) 0.030(3) 0.052(4) -0.017(2) -0.013(2) 0.0044(19) C6 0.031(2) 0.026(2) 0.048(3) -0.015(2) -0.010(2) 0.0039(19) C7 0.038(3) 0.025(3) 0.065(4) -0.017(3) -0.014(3) 0.006(2) C8 0.041(3) 0.023(3) 0.065(4) -0.013(3) -0.014(3) 0.005(2) C9 0.061(4) 0.033(3) 0.087(6) -0.026(4) -0.027(4) 0.008(3) C10 0.092(6) 0.027(3) 0.105(7) -0.028(4) -0.027(5) 0.014(3) C11 0.065(4) 0.024(3) 0.108(7) -0.022(4) -0.023(4) 0.015(3) C12 0.067(5) 0.032(3) 0.116(7) -0.014(4) -0.047(5) 0.015(3) C13 0.029(2) 0.029(3) 0.044(3) -0.015(2) -0.005(2) 0.0032(19) C14 0.032(2) 0.030(3) 0.042(3) -0.013(2) -0.008(2) 0.001(2) C15 0.065(4) 0.032(3) 0.061(4) -0.016(3) -0.025(3) -0.004(3) C16 0.084(5) 0.048(4) 0.078(6) -0.022(4) -0.042(4) -0.014(4) C17 0.058(4) 0.053(4) 0.060(4) -0.013(3) -0.031(3) -0.007(3) C18 0.040(3) 0.037(3) 0.043(3) -0.007(3) -0.013(2) 0.000(2) C19 0.038(3) 0.027(3) 0.039(3) -0.013(2) -0.004(2) -0.002(2) C20 0.055(4) 0.051(4) 0.044(4) -0.010(3) 0.000(3) 0.002(3) C21 0.061(4) 0.062(5) 0.045(4) -0.015(3) -0.009(3) 0.009(3) C22 0.085(6) 0.078(6) 0.060(5) -0.017(5) -0.008(4) -0.013(5) C23 0.149(12) 0.076(7) 0.097(9) -0.018(7) -0.040(8) -0.014(7) C24 0.193(17) 0.075(8) 0.118(11) -0.055(8) -0.056(11) 0.031(9) C25 0.141(12) 0.123(12) 0.112(10) -0.071(10) -0.031(9) 0.068(10) C26 0.081(6) 0.096(7) 0.074(6) -0.033(6) -0.007(5) 0.031(5) C27 0.029(2) 0.027(2) 0.041(3) -0.011(2) -0.003(2) 0.0004(18) C28 0.038(3) 0.028(3) 0.071(5) -0.004(3) 0.012(3) 0.000(2) C29 0.036(3) 0.028(3) 0.051(4) -0.006(2) -0.004(2) 0.000(2) C30 0.081(5) 0.056(5) 0.059(5) -0.023(4) -0.008(4) -0.012(4) C31 0.157(11) 0.079(7) 0.066(6) -0.031(6) -0.006(7) 0.018(7) C32 0.132(10) 0.072(7) 0.080(8) 0.009(6) 0.042(7) 0.005(7) C33 0.063(5) 0.069(6) 0.106(8) 0.001(6) 0.023(5) -0.010(4) C34 0.044(3) 0.043(4) 0.085(6) 0.000(4) -0.014(3) -0.010(3) C35 0.033(3) 0.044(3) 0.040(3) -0.010(3) -0.004(2) 0.003(2) C36 0.072(5) 0.066(5) 0.045(4) -0.014(4) -0.004(3) -0.013(4) C37 0.065(4) 0.073(5) 0.032(3) -0.019(3) -0.003(3) -0.002(4) C38 0.087(6) 0.072(6) 0.049(5) -0.020(4) -0.016(4) 0.009(4) C39 0.130(10) 0.076(7) 0.059(6) -0.020(5) -0.025(6) -0.002(6) C40 0.115(9) 0.097(8) 0.062(6) -0.025(6) -0.014(6) -0.037(7) C41 0.075(6) 0.117(9) 0.068(6) -0.031(6) -0.007(5) -0.024(6) C42 0.061(4) 0.084(6) 0.058(5) -0.030(4) -0.009(4) 0.001(4) O10 0.168(8) 0.056(4) 0.110(6) -0.015(4) -0.040(6) -0.016(5) C43 0.47(5) 0.129(17) 0.143(18) -0.001(14) -0.10(2) -0.03(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 Eu1 O4 2.397(3) 2_566 ? Eu1 O2 2.461(4) . ? Eu1 O1 2.495(4) . ? Eu1 O7 2.508(4) . ? Eu1 O5 2.525(4) . ? Eu1 O8 2.565(5) . ? Eu1 N1 2.608(4) . ? Eu1 N2 2.610(4) . ? Eu1 O4 2.613(4) . ? Eu1 N6 2.698(4) . ? Eu1 C19 2.813(6) . ? Eu1 C35 2.874(6) . ? O1 C19 1.245(7) . ? O2 C19 1.260(7) . ? O3 C21 1.367(9) . ? O3 C20 1.419(8) . ? O4 C27 1.265(6) . ? O4 Eu1 2.397(3) 2_566 ? O5 C27 1.242(6) . ? O6 C29 1.358(8) . ? O6 C28 1.415(7) . ? O7 C35 1.235(7) . ? O8 C35 1.258(7) . ? O9 C37 1.363(9) . ? O9 C36 1.421(10) . ? N1 C1 1.331(7) . ? N1 C5 1.337(7) . ? N2 C13 1.333(7) . ? N2 C6 1.334(7) . ? N3 C7 1.331(7) . ? N3 C6 1.338(7) . ? N4 C13 1.330(7) . ? N4 C7 1.332(7) . ? N5 C12 1.332(8) . ? N5 C8 1.333(9) . ? N6 C18 1.338(7) . ? N6 C14 1.342(7) . ? C1 C2 1.378(8) . ? C1 H1 0.9300 . ? C2 C3 1.371(9) . ? C2 H2 0.9300 . ? C3 C4 1.375(9) . ? C3 H3 0.9300 . ? C4 C5 1.390(8) . ? C4 H4 0.9300 . ? C5 C6 1.488(7) . ? C7 C8 1.489(7) . ? C8 C9 1.383(8) . ? C9 C10 1.392(9) . ? C9 H9A 0.9300 . ? C10 C11 1.355(12) . ? C10 H10A 0.9300 . ? C11 C12 1.364(10) . ? C11 H11 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.480(7) . ? C14 C15 1.391(8) . ? C15 C16 1.380(10) . ? C15 H15 0.9300 . ? C16 C17 1.394(11) . ? C16 H16 0.9300 . ? C17 C18 1.387(9) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.519(9) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.352(12) . ? C21 C26 1.401(11) . ? C22 C23 1.388(15) . ? C22 H22 0.9300 . ? C23 C24 1.35(2) . ? C23 H23 0.9300 . ? C24 C25 1.38(2) . ? C24 H24 0.9300 . ? C25 C26 1.376(17) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.509(8) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.363(10) . ? C29 C34 1.387(8) . ? C30 C31 1.409(14) . ? C30 H30 0.9300 . ? C31 C32 1.379(18) . ? C31 H31 0.9300 . ? C32 C33 1.346(17) . ? C32 H32 0.9300 . ? C33 C34 1.348(13) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.533(10) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.376(11) . ? C37 C42 1.379(11) . ? C38 C39 1.388(14) . ? C38 H38 0.9300 . ? C39 C40 1.355(15) . ? C39 H39 0.9300 . ? C40 C41 1.356(15) . ? C40 H40 0.9300 . ? C41 C42 1.382(13) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? O10 C43 1.56(2) . ? O10 H10 0.8200 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Eu1 O2 91.46(13) 2_566 . ? O4 Eu1 O1 136.84(13) 2_566 . ? O2 Eu1 O1 52.84(12) . . ? O4 Eu1 O7 79.75(13) 2_566 . ? O2 Eu1 O7 135.69(13) . . ? O1 Eu1 O7 141.87(13) . . ? O4 Eu1 O5 116.46(12) 2_566 . ? O2 Eu1 O5 70.49(14) . . ? O1 Eu1 O5 77.35(13) . . ? O7 Eu1 O5 74.99(14) . . ? O4 Eu1 O8 72.21(14) 2_566 . ? O2 Eu1 O8 161.55(15) . . ? O1 Eu1 O8 136.30(13) . . ? O7 Eu1 O8 51.29(14) . . ? O5 Eu1 O8 124.10(14) . . ? O4 Eu1 N1 143.35(15) 2_566 . ? O2 Eu1 N1 124.75(14) . . ? O1 Eu1 N1 77.98(14) . . ? O7 Eu1 N1 70.31(14) . . ? O5 Eu1 N1 76.11(13) . . ? O8 Eu1 N1 72.66(15) . . ? O4 Eu1 N2 111.61(13) 2_566 . ? O2 Eu1 N2 113.44(14) . . ? O1 Eu1 N2 71.02(14) . . ? O7 Eu1 N2 110.13(14) . . ? O5 Eu1 N2 131.70(12) . . ? O8 Eu1 N2 66.93(14) . . ? N1 Eu1 N2 62.44(13) . . ? O4 Eu1 O4 66.05(14) 2_566 . ? O2 Eu1 O4 69.18(13) . . ? O1 Eu1 O4 112.20(12) . . ? O7 Eu1 O4 67.57(13) . . ? O5 Eu1 O4 50.47(11) . . ? O8 Eu1 O4 109.97(13) . . ? N1 Eu1 O4 117.92(12) . . ? N2 Eu1 O4 176.78(12) . . ? O4 Eu1 N6 71.53(13) 2_566 . ? O2 Eu1 N6 71.66(14) . . ? O1 Eu1 N6 74.15(13) . . ? O7 Eu1 N6 141.24(14) . . ? O5 Eu1 N6 141.42(14) . . ? O8 Eu1 N6 94.47(14) . . ? N1 Eu1 N6 121.53(13) . . ? N2 Eu1 N6 60.18(13) . . ? O4 Eu1 N6 120.02(12) . . ? O4 Eu1 C19 115.14(15) 2_566 . ? O2 Eu1 C19 26.59(14) . . ? O1 Eu1 C19 26.25(14) . . ? O7 Eu1 C19 146.89(14) . . ? O5 Eu1 C19 71.91(14) . . ? O8 Eu1 C19 158.92(15) . . ? N1 Eu1 C19 101.44(16) . . ? N2 Eu1 C19 92.26(15) . . ? O4 Eu1 C19 90.78(14) . . ? N6 Eu1 C19 70.99(15) . . ? O4 Eu1 C35 73.30(15) 2_566 . ? O2 Eu1 C35 156.30(15) . . ? O1 Eu1 C35 148.09(14) . . ? O7 Eu1 C35 25.39(15) . . ? O5 Eu1 C35 99.70(16) . . ? O8 Eu1 C35 25.95(16) . . ? N1 Eu1 C35 70.58(16) . . ? N2 Eu1 C35 89.36(16) . . ? O4 Eu1 C35 87.83(15) . . ? N6 Eu1 C35 118.19(16) . . ? C19 Eu1 C35 169.92(16) . . ? C19 O1 Eu1 91.3(3) . . ? C19 O2 Eu1 92.5(3) . . ? C21 O3 C20 116.5(6) . . ? C27 O4 Eu1 154.7(3) . 2_566 ? C27 O4 Eu1 91.3(3) . . ? Eu1 O4 Eu1 113.95(14) 2_566 . ? C27 O5 Eu1 96.1(3) . . ? C29 O6 C28 118.6(5) . . ? C35 O7 Eu1 94.1(4) . . ? C35 O8 Eu1 90.9(4) . . ? C37 O9 C36 119.9(6) . . ? C1 N1 C5 117.1(5) . . ? C1 N1 Eu1 121.2(3) . . ? C5 N1 Eu1 121.4(3) . . ? C13 N2 C6 114.2(4) . . ? C13 N2 Eu1 124.7(3) . . ? C6 N2 Eu1 120.5(3) . . ? C7 N3 C6 114.4(5) . . ? C13 N4 C7 114.9(5) . . ? C12 N5 C8 117.4(6) . . ? C18 N6 C14 117.7(5) . . ? C18 N6 Eu1 120.3(4) . . ? C14 N6 Eu1 121.2(3) . . ? N1 C1 C2 123.3(5) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 119.1(5) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 118.9(6) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 118.4(6) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? N1 C5 C4 123.2(5) . . ? N1 C5 C6 116.4(4) . . ? C4 C5 C6 120.3(5) . . ? N2 C6 N3 125.7(5) . . ? N2 C6 C5 117.7(4) . . ? N3 C6 C5 116.6(5) . . ? N3 C7 N4 125.3(5) . . ? N3 C7 C8 117.1(5) . . ? N4 C7 C8 117.6(5) . . ? N5 C8 C9 123.0(6) . . ? N5 C8 C7 116.5(5) . . ? C9 C8 C7 120.5(6) . . ? C8 C9 C10 117.0(7) . . ? C8 C9 H9A 121.5 . . ? C10 C9 H9A 121.5 . . ? C11 C10 C9 120.5(7) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.7 . . ? C10 C11 C12 117.9(6) . . ? C10 C11 H11 121.0 . . ? C12 C11 H11 121.0 . . ? N5 C12 C11 124.0(7) . . ? N5 C12 H12A 118.0 . . ? C11 C12 H12A 118.0 . . ? N4 C13 N2 125.5(5) . . ? N4 C13 C14 118.2(5) . . ? N2 C13 C14 116.4(5) . . ? N6 C14 C15 123.4(5) . . ? N6 C14 C13 116.1(5) . . ? C15 C14 C13 120.5(5) . . ? C16 C15 C14 118.4(6) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C15 C16 C17 118.7(6) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C18 C17 C16 119.1(6) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? N6 C18 C17 122.7(6) . . ? N6 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? O1 C19 O2 123.4(5) . . ? O1 C19 C20 120.7(5) . . ? O2 C19 C20 115.8(5) . . ? O1 C19 Eu1 62.4(3) . . ? O2 C19 Eu1 60.9(3) . . ? C20 C19 Eu1 174.0(4) . . ? O3 C20 C19 115.1(6) . . ? O3 C20 H20A 108.5 . . ? C19 C20 H20A 108.5 . . ? O3 C20 H20B 108.5 . . ? C19 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? C22 C21 O3 124.6(7) . . ? C22 C21 C26 120.8(9) . . ? O3 C21 C26 114.6(8) . . ? C21 C22 C23 119.6(11) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C24 C23 C22 120.4(13) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 120.4(12) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C26 120.3(12) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 118.5(12) . . ? C25 C26 H26 120.8 . . ? C21 C26 H26 120.8 . . ? O5 C27 O4 121.9(5) . . ? O5 C27 C28 122.1(5) . . ? O4 C27 C28 116.0(5) . . ? O5 C27 Eu1 59.0(3) . . ? O4 C27 Eu1 63.1(3) . . ? C28 C27 Eu1 175.0(5) . . ? O6 C28 C27 115.4(5) . . ? O6 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? O6 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.5 . . ? O6 C29 C30 125.0(6) . . ? O6 C29 C34 114.7(6) . . ? C30 C29 C34 120.3(7) . . ? C29 C30 C31 117.7(9) . . ? C29 C30 H30 121.1 . . ? C31 C30 H30 121.1 . . ? C32 C31 C30 120.6(11) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C33 C32 C31 119.8(10) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C34 120.7(9) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C33 C34 C29 120.8(9) . . ? C33 C34 H34 119.6 . . ? C29 C34 H34 119.6 . . ? O7 C35 O8 123.5(6) . . ? O7 C35 C36 119.5(6) . . ? O8 C35 C36 117.0(6) . . ? O7 C35 Eu1 60.5(3) . . ? O8 C35 Eu1 63.2(3) . . ? C36 C35 Eu1 176.3(5) . . ? O9 C36 C35 114.8(6) . . ? O9 C36 H36A 108.6 . . ? C35 C36 H36A 108.6 . . ? O9 C36 H36B 108.6 . . ? C35 C36 H36B 108.6 . . ? H36A C36 H36B 107.5 . . ? O9 C37 C38 114.6(7) . . ? O9 C37 C42 125.4(7) . . ? C38 C37 C42 120.0(8) . . ? C37 C38 C39 119.3(10) . . ? C37 C38 H38 120.3 . . ? C39 C38 H38 120.3 . . ? C40 C39 C38 120.5(10) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C39 C40 C41 120.2(10) . . ? C39 C40 H40 119.9 . . ? C41 C40 H40 119.9 . . ? C40 C41 C42 120.7(10) . . ? C40 C41 H41 119.6 . . ? C42 C41 H41 119.6 . . ? C37 C42 C41 119.3(9) . . ? C37 C42 H42 120.4 . . ? C41 C42 H42 120.4 . . ? C43 O10 H10 109.5 . . ? O10 C43 H43A 109.5 . . ? O10 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? O10 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Eu1 O1 C19 40.7(4) 2_566 . . . ? O2 Eu1 O1 C19 0.3(3) . . . . ? O7 Eu1 O1 C19 -118.9(3) . . . . ? O5 Eu1 O1 C19 -74.7(3) . . . . ? O8 Eu1 O1 C19 158.7(3) . . . . ? N1 Eu1 O1 C19 -152.9(3) . . . . ? N2 Eu1 O1 C19 142.4(3) . . . . ? O4 Eu1 O1 C19 -37.4(3) . . . . ? N6 Eu1 O1 C19 79.1(3) . . . . ? C35 Eu1 O1 C19 -162.7(3) . . . . ? O4 Eu1 O2 C19 -154.0(3) 2_566 . . . ? O1 Eu1 O2 C19 -0.3(3) . . . . ? O7 Eu1 O2 C19 129.2(3) . . . . ? O5 Eu1 O2 C19 88.4(3) . . . . ? O8 Eu1 O2 C19 -126.8(4) . . . . ? N1 Eu1 O2 C19 32.1(4) . . . . ? N2 Eu1 O2 C19 -39.6(3) . . . . ? O4 Eu1 O2 C19 142.4(3) . . . . ? N6 Eu1 O2 C19 -84.0(3) . . . . ? C35 Eu1 O2 C19 157.1(4) . . . . ? O4 Eu1 O4 C27 179.8(4) 2_566 . . . ? O2 Eu1 O4 C27 -78.7(3) . . . . ? O1 Eu1 O4 C27 -47.3(3) . . . . ? O7 Eu1 O4 C27 91.4(3) . . . . ? O5 Eu1 O4 C27 2.7(3) . . . . ? O8 Eu1 O4 C27 120.9(3) . . . . ? N1 Eu1 O4 C27 40.5(4) . . . . ? N2 Eu1 O4 C27 136.2(19) . . . . ? N6 Eu1 O4 C27 -131.3(3) . . . . ? C19 Eu1 O4 C27 -62.9(3) . . . . ? C35 Eu1 O4 C27 107.1(3) . . . . ? O4 Eu1 O4 Eu1 0.0 2_566 . . 2_566 ? O2 Eu1 O4 Eu1 101.46(18) . . . 2_566 ? O1 Eu1 O4 Eu1 132.91(15) . . . 2_566 ? O7 Eu1 O4 Eu1 -88.44(18) . . . 2_566 ? O5 Eu1 O4 Eu1 -177.1(2) . . . 2_566 ? O8 Eu1 O4 Eu1 -58.87(19) . . . 2_566 ? N1 Eu1 O4 Eu1 -139.30(17) . . . 2_566 ? N2 Eu1 O4 Eu1 -44(2) . . . 2_566 ? N6 Eu1 O4 Eu1 48.9(2) . . . 2_566 ? C19 Eu1 O4 Eu1 117.31(18) . . . 2_566 ? C35 Eu1 O4 Eu1 -72.67(18) . . . 2_566 ? O4 Eu1 O5 C27 -5.7(4) 2_566 . . . ? O2 Eu1 O5 C27 75.9(3) . . . . ? O1 Eu1 O5 C27 130.7(4) . . . . ? O7 Eu1 O5 C27 -75.8(3) . . . . ? O8 Eu1 O5 C27 -91.3(4) . . . . ? N1 Eu1 O5 C27 -148.8(4) . . . . ? N2 Eu1 O5 C27 -179.6(3) . . . . ? O4 Eu1 O5 C27 -2.7(3) . . . . ? N6 Eu1 O5 C27 87.6(4) . . . . ? C19 Eu1 O5 C27 104.0(4) . . . . ? C35 Eu1 O5 C27 -81.7(4) . . . . ? O4 Eu1 O7 C35 72.5(3) 2_566 . . . ? O2 Eu1 O7 C35 154.0(3) . . . . ? O1 Eu1 O7 C35 -121.5(3) . . . . ? O5 Eu1 O7 C35 -166.3(3) . . . . ? O8 Eu1 O7 C35 -2.8(3) . . . . ? N1 Eu1 O7 C35 -86.0(3) . . . . ? N2 Eu1 O7 C35 -36.9(4) . . . . ? O4 Eu1 O7 C35 140.7(4) . . . . ? N6 Eu1 O7 C35 30.2(4) . . . . ? C19 Eu1 O7 C35 -166.6(3) . . . . ? O4 Eu1 O8 C35 -88.2(3) 2_566 . . . ? O2 Eu1 O8 C35 -116.9(5) . . . . ? O1 Eu1 O8 C35 131.1(3) . . . . ? O7 Eu1 O8 C35 2.8(3) . . . . ? O5 Eu1 O8 C35 22.1(4) . . . . ? N1 Eu1 O8 C35 81.1(3) . . . . ? N2 Eu1 O8 C35 147.9(4) . . . . ? O4 Eu1 O8 C35 -33.0(4) . . . . ? N6 Eu1 O8 C35 -157.2(3) . . . . ? C19 Eu1 O8 C35 157.7(4) . . . . ? O4 Eu1 N1 C1 -92.7(5) 2_566 . . . ? O2 Eu1 N1 C1 77.0(5) . . . . ? O1 Eu1 N1 C1 102.9(5) . . . . ? O7 Eu1 N1 C1 -55.6(5) . . . . ? O5 Eu1 N1 C1 23.1(5) . . . . ? O8 Eu1 N1 C1 -109.9(5) . . . . ? N2 Eu1 N1 C1 177.6(5) . . . . ? O4 Eu1 N1 C1 -6.0(5) . . . . ? N6 Eu1 N1 C1 165.6(4) . . . . ? C19 Eu1 N1 C1 91.0(5) . . . . ? C35 Eu1 N1 C1 -82.6(5) . . . . ? O4 Eu1 N1 C5 80.7(5) 2_566 . . . ? O2 Eu1 N1 C5 -109.6(5) . . . . ? O1 Eu1 N1 C5 -83.7(5) . . . . ? O7 Eu1 N1 C5 117.8(5) . . . . ? O5 Eu1 N1 C5 -163.4(5) . . . . ? O8 Eu1 N1 C5 63.5(5) . . . . ? N2 Eu1 N1 C5 -9.0(4) . . . . ? O4 Eu1 N1 C5 167.4(4) . . . . ? N6 Eu1 N1 C5 -21.0(5) . . . . ? C19 Eu1 N1 C5 -95.6(5) . . . . ? C35 Eu1 N1 C5 90.8(5) . . . . ? O4 Eu1 N2 C13 41.7(5) 2_566 . . . ? O2 Eu1 N2 C13 -60.0(5) . . . . ? O1 Eu1 N2 C13 -92.2(4) . . . . ? O7 Eu1 N2 C13 128.3(4) . . . . ? O5 Eu1 N2 C13 -144.2(4) . . . . ? O8 Eu1 N2 C13 100.0(5) . . . . ? N1 Eu1 N2 C13 -178.3(5) . . . . ? O4 Eu1 N2 C13 84(2) . . . . ? N6 Eu1 N2 C13 -10.0(4) . . . . ? C19 Eu1 N2 C13 -76.6(4) . . . . ? C35 Eu1 N2 C13 113.4(4) . . . . ? O4 Eu1 N2 C6 -129.4(4) 2_566 . . . ? O2 Eu1 N2 C6 128.9(4) . . . . ? O1 Eu1 N2 C6 96.7(4) . . . . ? O7 Eu1 N2 C6 -42.8(4) . . . . ? O5 Eu1 N2 C6 44.7(5) . . . . ? O8 Eu1 N2 C6 -71.2(4) . . . . ? N1 Eu1 N2 C6 10.6(4) . . . . ? O4 Eu1 N2 C6 -87(2) . . . . ? N6 Eu1 N2 C6 178.9(5) . . . . ? C19 Eu1 N2 C6 112.3(4) . . . . ? C35 Eu1 N2 C6 -57.7(4) . . . . ? O4 Eu1 N6 C18 49.8(4) 2_566 . . . ? O2 Eu1 N6 C18 -48.2(4) . . . . ? O1 Eu1 N6 C18 -103.6(4) . . . . ? O7 Eu1 N6 C18 94.1(5) . . . . ? O5 Eu1 N6 C18 -59.8(5) . . . . ? O8 Eu1 N6 C18 119.4(4) . . . . ? N1 Eu1 N6 C18 -168.3(4) . . . . ? N2 Eu1 N6 C18 179.5(5) . . . . ? O4 Eu1 N6 C18 3.2(5) . . . . ? C19 Eu1 N6 C18 -76.3(4) . . . . ? C35 Eu1 N6 C18 108.3(4) . . . . ? O4 Eu1 N6 C14 -119.7(4) 2_566 . . . ? O2 Eu1 N6 C14 142.3(4) . . . . ? O1 Eu1 N6 C14 86.9(4) . . . . ? O7 Eu1 N6 C14 -75.4(5) . . . . ? O5 Eu1 N6 C14 130.7(4) . . . . ? O8 Eu1 N6 C14 -50.1(4) . . . . ? N1 Eu1 N6 C14 22.2(5) . . . . ? N2 Eu1 N6 C14 10.0(4) . . . . ? O4 Eu1 N6 C14 -166.3(4) . . . . ? C19 Eu1 N6 C14 114.2(4) . . . . ? C35 Eu1 N6 C14 -61.2(4) . . . . ? C5 N1 C1 C2 1.5(10) . . . . ? Eu1 N1 C1 C2 175.2(5) . . . . ? N1 C1 C2 C3 -0.9(11) . . . . ? C1 C2 C3 C4 -0.2(12) . . . . ? C2 C3 C4 C5 0.6(13) . . . . ? C1 N1 C5 C4 -1.1(10) . . . . ? Eu1 N1 C5 C4 -174.8(6) . . . . ? C1 N1 C5 C6 -179.2(5) . . . . ? Eu1 N1 C5 C6 7.1(7) . . . . ? C3 C4 C5 N1 0.1(12) . . . . ? C3 C4 C5 C6 178.1(7) . . . . ? C13 N2 C6 N3 -1.5(9) . . . . ? Eu1 N2 C6 N3 170.5(5) . . . . ? C13 N2 C6 C5 176.3(5) . . . . ? Eu1 N2 C6 C5 -11.7(7) . . . . ? C7 N3 C6 N2 1.0(10) . . . . ? C7 N3 C6 C5 -176.8(6) . . . . ? N1 C5 C6 N2 3.1(8) . . . . ? C4 C5 C6 N2 -175.1(6) . . . . ? N1 C5 C6 N3 -179.0(6) . . . . ? C4 C5 C6 N3 2.8(9) . . . . ? C6 N3 C7 N4 1.0(10) . . . . ? C6 N3 C7 C8 -179.1(6) . . . . ? C13 N4 C7 N3 -2.2(10) . . . . ? C13 N4 C7 C8 177.9(6) . . . . ? C12 N5 C8 C9 1.3(13) . . . . ? C12 N5 C8 C7 -177.5(8) . . . . ? N3 C7 C8 N5 2.6(10) . . . . ? N4 C7 C8 N5 -177.5(7) . . . . ? N3 C7 C8 C9 -176.2(7) . . . . ? N4 C7 C8 C9 3.7(10) . . . . ? N5 C8 C9 C10 -2.4(13) . . . . ? C7 C8 C9 C10 176.3(8) . . . . ? C8 C9 C10 C11 2.7(14) . . . . ? C9 C10 C11 C12 -1.9(15) . . . . ? C8 N5 C12 C11 -0.4(15) . . . . ? C10 C11 C12 N5 0.7(16) . . . . ? C7 N4 C13 N2 1.7(9) . . . . ? C7 N4 C13 C14 -179.4(5) . . . . ? C6 N2 C13 N4 0.0(8) . . . . ? Eu1 N2 C13 N4 -171.6(4) . . . . ? C6 N2 C13 C14 -178.9(5) . . . . ? Eu1 N2 C13 C14 9.5(7) . . . . ? C18 N6 C14 C15 -0.4(9) . . . . ? Eu1 N6 C14 C15 169.4(5) . . . . ? C18 N6 C14 C13 -179.6(5) . . . . ? Eu1 N6 C14 C13 -9.8(7) . . . . ? N4 C13 C14 N6 -178.3(5) . . . . ? N2 C13 C14 N6 0.7(8) . . . . ? N4 C13 C14 C15 2.4(9) . . . . ? N2 C13 C14 C15 -178.6(6) . . . . ? N6 C14 C15 C16 -1.7(11) . . . . ? C13 C14 C15 C16 177.4(7) . . . . ? C14 C15 C16 C17 2.1(13) . . . . ? C15 C16 C17 C18 -0.5(13) . . . . ? C14 N6 C18 C17 2.2(9) . . . . ? Eu1 N6 C18 C17 -167.7(5) . . . . ? C16 C17 C18 N6 -1.7(12) . . . . ? Eu1 O1 C19 O2 -0.6(6) . . . . ? Eu1 O1 C19 C20 174.1(5) . . . . ? Eu1 O2 C19 O1 0.6(6) . . . . ? Eu1 O2 C19 C20 -174.4(5) . . . . ? O4 Eu1 C19 O1 -150.5(3) 2_566 . . . ? O2 Eu1 C19 O1 -179.5(5) . . . . ? O7 Eu1 C19 O1 98.4(4) . . . . ? O5 Eu1 C19 O1 98.1(3) . . . . ? O8 Eu1 C19 O1 -44.3(6) . . . . ? N1 Eu1 C19 O1 27.0(3) . . . . ? N2 Eu1 C19 O1 -35.3(3) . . . . ? O4 Eu1 C19 O1 145.8(3) . . . . ? N6 Eu1 C19 O1 -92.6(3) . . . . ? C35 Eu1 C19 O1 63.8(10) . . . . ? O4 Eu1 C19 O2 29.0(3) 2_566 . . . ? O1 Eu1 C19 O2 179.5(5) . . . . ? O7 Eu1 C19 O2 -82.1(4) . . . . ? O5 Eu1 C19 O2 -82.4(3) . . . . ? O8 Eu1 C19 O2 135.2(4) . . . . ? N1 Eu1 C19 O2 -153.5(3) . . . . ? N2 Eu1 C19 O2 144.2(3) . . . . ? O4 Eu1 C19 O2 -34.8(3) . . . . ? N6 Eu1 C19 O2 86.8(3) . . . . ? C35 Eu1 C19 O2 -116.7(9) . . . . ? O4 Eu1 C19 C20 87(4) 2_566 . . . ? O2 Eu1 C19 C20 58(4) . . . . ? O1 Eu1 C19 C20 -123(4) . . . . ? O7 Eu1 C19 C20 -24(4) . . . . ? O5 Eu1 C19 C20 -25(4) . . . . ? O8 Eu1 C19 C20 -167(4) . . . . ? N1 Eu1 C19 C20 -96(4) . . . . ? N2 Eu1 C19 C20 -158(4) . . . . ? O4 Eu1 C19 C20 23(4) . . . . ? N6 Eu1 C19 C20 145(4) . . . . ? C35 Eu1 C19 C20 -59(4) . . . . ? C21 O3 C20 C19 86.7(8) . . . . ? O1 C19 C20 O3 21.7(9) . . . . ? O2 C19 C20 O3 -163.2(5) . . . . ? Eu1 C19 C20 O3 142(4) . . . . ? C20 O3 C21 C22 -22.7(11) . . . . ? C20 O3 C21 C26 157.5(7) . . . . ? O3 C21 C22 C23 -180.0(9) . . . . ? C26 C21 C22 C23 -0.2(14) . . . . ? C21 C22 C23 C24 -0.5(17) . . . . ? C22 C23 C24 C25 1(2) . . . . ? C23 C24 C25 C26 0(2) . . . . ? C24 C25 C26 C21 -0.6(19) . . . . ? C22 C21 C26 C25 0.7(14) . . . . ? O3 C21 C26 C25 -179.5(9) . . . . ? Eu1 O5 C27 O4 5.1(6) . . . . ? Eu1 O5 C27 C28 -174.2(5) . . . . ? Eu1 O4 C27 O5 174.7(5) 2_566 . . . ? Eu1 O4 C27 O5 -4.9(6) . . . . ? Eu1 O4 C27 C28 -5.9(12) 2_566 . . . ? Eu1 O4 C27 C28 174.5(5) . . . . ? Eu1 O4 C27 Eu1 179.6(9) 2_566 . . . ? O4 Eu1 C27 O5 174.9(3) 2_566 . . . ? O2 Eu1 C27 O5 -94.2(4) . . . . ? O1 Eu1 C27 O5 -47.9(3) . . . . ? O7 Eu1 C27 O5 96.4(3) . . . . ? O8 Eu1 C27 O5 104.8(3) . . . . ? N1 Eu1 C27 O5 30.5(4) . . . . ? N2 Eu1 C27 O5 0.7(6) . . . . ? O4 Eu1 C27 O5 175.1(6) . . . . ? N6 Eu1 C27 O5 -119.6(3) . . . . ? C19 Eu1 C27 O5 -69.8(3) . . . . ? C35 Eu1 C27 O5 101.6(3) . . . . ? O4 Eu1 C27 O4 -0.2(4) 2_566 . . . ? O2 Eu1 C27 O4 90.7(3) . . . . ? O1 Eu1 C27 O4 137.0(3) . . . . ? O7 Eu1 C27 O4 -78.7(3) . . . . ? O5 Eu1 C27 O4 -175.1(6) . . . . ? O8 Eu1 C27 O4 -70.3(4) . . . . ? N1 Eu1 C27 O4 -144.6(3) . . . . ? N2 Eu1 C27 O4 -174.4(3) . . . . ? N6 Eu1 C27 O4 65.3(4) . . . . ? C19 Eu1 C27 O4 115.1(3) . . . . ? C35 Eu1 C27 O4 -73.5(3) . . . . ? O4 Eu1 C27 C28 -82(4) 2_566 . . . ? O2 Eu1 C27 C28 9(4) . . . . ? O1 Eu1 C27 C28 56(4) . . . . ? O7 Eu1 C27 C28 -160(4) . . . . ? O5 Eu1 C27 C28 103(4) . . . . ? O8 Eu1 C27 C28 -152(4) . . . . ? N1 Eu1 C27 C28 134(4) . . . . ? N2 Eu1 C27 C28 104(4) . . . . ? O4 Eu1 C27 C28 -81(4) . . . . ? N6 Eu1 C27 C28 -16(4) . . . . ? C19 Eu1 C27 C28 34(4) . . . . ? C35 Eu1 C27 C28 -155(4) . . . . ? C29 O6 C28 C27 88.8(7) . . . . ? O5 C27 C28 O6 -1.5(9) . . . . ? O4 C27 C28 O6 179.1(5) . . . . ? Eu1 C27 C28 O6 -102(4) . . . . ? C28 O6 C29 C30 -13.5(9) . . . . ? C28 O6 C29 C34 168.0(6) . . . . ? O6 C29 C30 C31 179.8(8) . . . . ? C34 C29 C30 C31 -1.7(12) . . . . ? C29 C30 C31 C32 0.3(16) . . . . ? C30 C31 C32 C33 1.1(19) . . . . ? C31 C32 C33 C34 -1.1(18) . . . . ? C32 C33 C34 C29 -0.4(15) . . . . ? O6 C29 C34 C33 -179.5(7) . . . . ? C30 C29 C34 C33 1.8(11) . . . . ? Eu1 O7 C35 O8 5.4(6) . . . . ? Eu1 O7 C35 C36 -175.7(5) . . . . ? Eu1 O8 C35 O7 -5.3(6) . . . . ? Eu1 O8 C35 C36 175.8(5) . . . . ? O4 Eu1 C35 O7 -101.5(3) 2_566 . . . ? O2 Eu1 C35 O7 -49.6(6) . . . . ? O1 Eu1 C35 O7 95.0(4) . . . . ? O5 Eu1 C35 O7 13.4(3) . . . . ? O8 Eu1 C35 O7 175.0(6) . . . . ? N1 Eu1 C35 O7 84.8(3) . . . . ? N2 Eu1 C35 O7 145.7(3) . . . . ? O4 Eu1 C35 O7 -35.9(3) . . . . ? N6 Eu1 C35 O7 -159.1(3) . . . . ? C19 Eu1 C35 O7 46.3(10) . . . . ? O4 Eu1 C35 O8 83.6(3) 2_566 . . . ? O2 Eu1 C35 O8 135.4(4) . . . . ? O1 Eu1 C35 O8 -80.0(4) . . . . ? O7 Eu1 C35 O8 -175.0(6) . . . . ? O5 Eu1 C35 O8 -161.6(3) . . . . ? N1 Eu1 C35 O8 -90.1(3) . . . . ? N2 Eu1 C35 O8 -29.3(3) . . . . ? O4 Eu1 C35 O8 149.2(3) . . . . ? N6 Eu1 C35 O8 26.0(4) . . . . ? C19 Eu1 C35 O8 -128.6(9) . . . . ? O4 Eu1 C35 C36 -10(7) 2_566 . . . ? O2 Eu1 C35 C36 42(8) . . . . ? O1 Eu1 C35 C36 -174(7) . . . . ? O7 Eu1 C35 C36 91(7) . . . . ? O5 Eu1 C35 C36 105(7) . . . . ? O8 Eu1 C35 C36 -94(7) . . . . ? N1 Eu1 C35 C36 176(7) . . . . ? N2 Eu1 C35 C36 -123(7) . . . . ? O4 Eu1 C35 C36 55(7) . . . . ? N6 Eu1 C35 C36 -68(7) . . . . ? C19 Eu1 C35 C36 138(7) . . . . ? C37 O9 C36 C35 -80.7(8) . . . . ? O7 C35 C36 O9 11.1(9) . . . . ? O8 C35 C36 O9 -169.9(6) . . . . ? Eu1 C35 C36 O9 -78(7) . . . . ? C36 O9 C37 C38 -174.9(7) . . . . ? C36 O9 C37 C42 6.5(11) . . . . ? O9 C37 C38 C39 -177.7(8) . . . . ? C42 C37 C38 C39 0.9(13) . . . . ? C37 C38 C39 C40 -0.1(14) . . . . ? C38 C39 C40 C41 -0.8(16) . . . . ? C39 C40 C41 C42 0.9(16) . . . . ? O9 C37 C42 C41 177.6(8) . . . . ? C38 C37 C42 C41 -0.8(13) . . . . ? C40 C41 C42 C37 -0.1(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10 O8 0.82 1.94 2.750(8) 170.3 . _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 3.511 _refine_diff_density_min -2.002 _refine_diff_density_rms 0.137 _database_code_depnum_ccdc_archive 'CCDC 911888' ####################################################################### # # 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_x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C86 H74 Eu Gd N12 O20' _chemical_formula_weight 1904.78 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' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2476(6) _cell_length_b 13.2260(7) _cell_length_c 13.5210(7) _cell_angle_alpha 74.8811(9) _cell_angle_beta 83.0465(8) _cell_angle_gamma 87.2126(8) _cell_volume 2098.53(19) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.49 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 961 _exptl_absorpt_coefficient_mu 1.602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9535 _exptl_absorpt_correction_T_max 0.9687 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 15510 _diffrn_reflns_av_R_equivalents 0.0141 _diffrn_reflns_av_sigmaI/netI 0.0239 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.37 _reflns_number_total 10381 _reflns_number_gt 9634 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0378P)^2^+1.7278P] 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 10381 _refine_ls_number_parameters 543 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0284 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0704 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Eu1 Eu 0.153048(8) 0.422042(7) 0.489886(8) 0.02670(4) Uani 0.50 1 d P . . Gd1 Gd 0.153048(8) 0.422042(7) 0.489886(8) 0.02670(4) Uani 0.50 1 d P . . O1 O 0.29189(14) 0.42509(14) 0.33906(13) 0.0372(3) Uani 1 1 d . . . O2 O 0.13277(14) 0.50488(14) 0.30745(13) 0.0385(4) Uani 1 1 d . . . O3 O 0.35960(18) 0.4654(2) 0.12704(17) 0.0587(5) Uani 1 1 d . . . O4 O 0.04148(13) 0.59810(12) 0.47087(13) 0.0323(3) Uani 1 1 d . . . O5 O 0.22167(13) 0.60664(13) 0.44314(14) 0.0366(3) Uani 1 1 d . . . O6 O 0.21462(18) 0.82440(15) 0.38121(16) 0.0495(5) Uani 1 1 d . . . O7 O 0.12377(14) 0.47830(14) 0.65321(13) 0.0381(4) Uani 1 1 d . . . O8 O 0.11574(17) 0.30785(14) 0.67528(15) 0.0465(4) Uani 1 1 d . . . O9 O 0.0451(2) 0.4641(2) 0.85721(18) 0.0644(6) Uani 1 1 d . . . N1 N 0.33681(15) 0.40480(14) 0.57180(15) 0.0319(4) Uani 1 1 d . . . N2 N 0.25697(15) 0.24168(14) 0.51967(15) 0.0310(4) Uani 1 1 d . . . N3 N 0.39164(19) 0.12924(16) 0.6061(2) 0.0449(5) Uani 1 1 d . . . N4 N 0.26846(18) 0.06284(15) 0.51745(18) 0.0403(5) Uani 1 1 d . . . N5 N 0.4804(3) -0.06386(19) 0.6713(3) 0.0683(9) Uani 1 1 d . . . N6 N 0.09085(16) 0.27497(15) 0.40393(15) 0.0323(4) Uani 1 1 d . . . C1 C 0.3784(2) 0.48632(18) 0.5948(2) 0.0395(5) Uani 1 1 d . . . H1 H 0.3430 0.5512 0.5760 0.047 Uiso 1 1 calc R . . C2 C 0.4714(2) 0.4790(2) 0.6451(2) 0.0436(6) Uani 1 1 d . . . H2 H 0.4981 0.5379 0.6590 0.052 Uiso 1 1 calc R . . C3 C 0.5237(2) 0.3841(2) 0.6741(3) 0.0522(7) Uani 1 1 d . . . H3 H 0.5867 0.3775 0.7074 0.063 Uiso 1 1 calc R . . C4 C 0.4814(2) 0.2980(2) 0.6532(3) 0.0545(8) Uani 1 1 d . . . H4 H 0.5147 0.2323 0.6731 0.065 Uiso 1 1 calc R . . C5 C 0.38809(19) 0.31177(17) 0.6018(2) 0.0362(5) Uani 1 1 d . . . C6 C 0.34236(19) 0.22250(17) 0.5752(2) 0.0356(5) Uani 1 1 d . . . C7 C 0.3505(2) 0.05196(18) 0.5763(2) 0.0406(5) Uani 1 1 d . . . C8 C 0.4018(2) -0.05454(18) 0.6099(2) 0.0431(6) Uani 1 1 d . . . C9 C 0.3689(3) -0.1358(2) 0.5751(3) 0.0552(7) Uani 1 1 d . . . H9A H 0.3127 -0.1272 0.5330 0.066 Uiso 1 1 calc R . . C10 C 0.4239(4) -0.2317(2) 0.6059(3) 0.0730(11) Uani 1 1 d . . . H10A H 0.4056 -0.2884 0.5827 0.088 Uiso 1 1 calc R . . C11 C 0.5040(3) -0.2428(2) 0.6694(3) 0.0606(8) Uani 1 1 d . . . H11 H 0.5398 -0.3070 0.6918 0.073 Uiso 1 1 calc R . . C12 C 0.5302(3) -0.1578(2) 0.6992(3) 0.0680(10) Uani 1 1 d . . . H12A H 0.5861 -0.1650 0.7415 0.082 Uiso 1 1 calc R . . C13 C 0.22405(19) 0.15896(17) 0.49213(18) 0.0331(4) Uani 1 1 d . . . C14 C 0.1316(2) 0.17645(18) 0.42866(18) 0.0345(5) Uani 1 1 d . . . C15 C 0.0896(3) 0.0942(2) 0.3995(2) 0.0505(7) Uani 1 1 d . . . H15 H 0.1208 0.0273 0.4175 0.061 Uiso 1 1 calc R . . C16 C 0.0003(3) 0.1142(2) 0.3431(3) 0.0620(9) Uani 1 1 d . . . H16 H -0.0310 0.0607 0.3237 0.074 Uiso 1 1 calc R . . C17 C -0.0411(3) 0.2153(2) 0.3163(2) 0.0551(7) Uani 1 1 d . . . H17 H -0.1008 0.2307 0.2782 0.066 Uiso 1 1 calc R . . C18 C 0.0065(2) 0.2941(2) 0.3463(2) 0.0410(5) Uani 1 1 d . . . H18 H -0.0209 0.3622 0.3259 0.049 Uiso 1 1 calc R . . C19 C 0.2287(2) 0.47828(18) 0.27825(18) 0.0343(5) Uani 1 1 d . . . C20 C 0.2671(3) 0.5188(2) 0.1641(2) 0.0513(7) Uani 1 1 d . . . H20A H 0.2066 0.5143 0.1254 0.062 Uiso 1 1 calc R . . H20B H 0.2846 0.5923 0.1505 0.062 Uiso 1 1 calc R . . C21 C 0.3389(3) 0.3790(3) 0.0955(2) 0.0561(7) Uani 1 1 d . . . C22 C 0.2456(4) 0.3219(3) 0.1269(3) 0.0753(11) Uani 1 1 d . . . H22 H 0.1908 0.3408 0.1730 0.090 Uiso 1 1 calc R . . C23 C 0.2329(6) 0.2358(4) 0.0898(5) 0.1083(18) Uani 1 1 d . . . H23 H 0.1696 0.1962 0.1117 0.130 Uiso 1 1 calc R . . C24 C 0.3126(8) 0.2083(4) 0.0212(5) 0.125(3) Uani 1 1 d . . . H24 H 0.3036 0.1504 -0.0038 0.150 Uiso 1 1 calc R . . C25 C 0.4062(6) 0.2668(5) -0.0107(5) 0.119(2) Uani 1 1 d . . . H25 H 0.4600 0.2485 -0.0580 0.142 Uiso 1 1 calc R . . C26 C 0.4214(4) 0.3517(4) 0.0260(3) 0.0833(12) Uani 1 1 d . . . H26 H 0.4853 0.3904 0.0051 0.100 Uiso 1 1 calc R . . C27 C 0.12956(18) 0.65008(17) 0.44288(18) 0.0319(4) Uani 1 1 d . . . C28 C 0.1152(2) 0.76804(19) 0.4091(3) 0.0506(7) Uani 1 1 d . . . H28A H 0.0727 0.7855 0.3507 0.061 Uiso 1 1 calc R . . H28B H 0.0728 0.7912 0.4648 0.061 Uiso 1 1 calc R . . C29 C 0.2592(2) 0.84541(18) 0.2809(2) 0.0393(5) Uani 1 1 d . . . C30 C 0.2298(3) 0.7986(3) 0.2098(3) 0.0621(8) Uani 1 1 d . . . H30 H 0.1754 0.7484 0.2271 0.075 Uiso 1 1 calc R . . C31 C 0.2841(5) 0.8287(4) 0.1095(3) 0.0999(17) Uani 1 1 d . . . H31 H 0.2655 0.7985 0.0591 0.120 Uiso 1 1 calc R . . C32 C 0.3654(5) 0.9033(4) 0.0850(4) 0.106(2) Uani 1 1 d . . . H32 H 0.4007 0.9232 0.0182 0.127 Uiso 1 1 calc R . . C33 C 0.3933(4) 0.9466(3) 0.1571(4) 0.0855(13) Uani 1 1 d . . . H33 H 0.4484 0.9962 0.1402 0.103 Uiso 1 1 calc R . . C34 C 0.3420(3) 0.9188(2) 0.2547(3) 0.0585(8) Uani 1 1 d . . . H34 H 0.3624 0.9492 0.3043 0.070 Uiso 1 1 calc R . . C35 C 0.1065(2) 0.3887(2) 0.70992(19) 0.0397(5) Uani 1 1 d . . . C36 C 0.0730(3) 0.3717(3) 0.8248(2) 0.0599(8) Uani 1 1 d . . . H36A H 0.0104 0.3257 0.8446 0.072 Uiso 1 1 calc R . . H36B H 0.1331 0.3361 0.8614 0.072 Uiso 1 1 calc R . . C37 C 0.1266(3) 0.5252(3) 0.8699(2) 0.0551(7) Uani 1 1 d . . . C38 C 0.0894(4) 0.6079(3) 0.9104(3) 0.0681(9) Uani 1 1 d . . . H38 H 0.0146 0.6170 0.9287 0.082 Uiso 1 1 calc R . . C39 C 0.1638(5) 0.6769(4) 0.9236(3) 0.0826(12) Uani 1 1 d . . . H39 H 0.1391 0.7330 0.9503 0.099 Uiso 1 1 calc R . . C40 C 0.2743(5) 0.6630(4) 0.8973(3) 0.0875(14) Uani 1 1 d . . . H40 H 0.3243 0.7104 0.9051 0.105 Uiso 1 1 calc R . . C41 C 0.3106(4) 0.5801(4) 0.8598(3) 0.0821(12) Uani 1 1 d . . . H41 H 0.3857 0.5702 0.8437 0.099 Uiso 1 1 calc R . . C42 C 0.2376(3) 0.5105(3) 0.8455(3) 0.0663(9) Uani 1 1 d . . . H42 H 0.2631 0.4540 0.8196 0.080 Uiso 1 1 calc R . . O10 O 0.1087(4) 0.0929(2) 0.7283(3) 0.1083(12) Uani 1 1 d . . . H10 H 0.1090 0.1569 0.7172 0.162 Uiso 1 1 calc R . . C43 C 0.1422(11) 0.0428(7) 0.8370(7) 0.238(6) Uani 1 1 d . . . H43A H 0.1992 0.0830 0.8504 0.357 Uiso 1 1 calc R . . H43B H 0.1686 -0.0275 0.8409 0.357 Uiso 1 1 calc R . . H43C H 0.0795 0.0416 0.8873 0.357 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.02517(6) 0.02162(6) 0.03337(6) -0.00597(4) -0.00665(4) 0.00134(4) Gd1 0.02517(6) 0.02162(6) 0.03337(6) -0.00597(4) -0.00665(4) 0.00134(4) O1 0.0320(8) 0.0386(9) 0.0398(8) -0.0080(7) -0.0058(7) 0.0032(7) O2 0.0358(8) 0.0388(9) 0.0396(9) -0.0067(7) -0.0082(7) 0.0041(7) O3 0.0510(12) 0.0741(15) 0.0512(11) -0.0220(11) 0.0088(9) -0.0068(11) O4 0.0279(7) 0.0254(7) 0.0422(8) -0.0061(6) -0.0034(6) -0.0017(6) O5 0.0292(8) 0.0292(8) 0.0496(9) -0.0062(7) -0.0059(7) -0.0010(6) O6 0.0616(12) 0.0361(9) 0.0500(11) -0.0073(8) -0.0036(9) -0.0197(9) O7 0.0399(9) 0.0370(9) 0.0374(8) -0.0097(7) -0.0057(7) 0.0023(7) O8 0.0571(12) 0.0349(9) 0.0449(10) -0.0048(8) -0.0081(8) 0.0008(8) O9 0.0604(14) 0.0875(18) 0.0519(12) -0.0323(12) 0.0027(10) -0.0089(12) N1 0.0298(9) 0.0227(8) 0.0454(10) -0.0106(7) -0.0104(8) 0.0023(7) N2 0.0302(9) 0.0222(8) 0.0424(10) -0.0089(7) -0.0108(7) 0.0025(7) N3 0.0432(11) 0.0242(9) 0.0724(15) -0.0138(10) -0.0270(11) 0.0066(8) N4 0.0453(11) 0.0242(9) 0.0563(12) -0.0143(9) -0.0179(10) 0.0047(8) N5 0.0727(18) 0.0300(11) 0.113(2) -0.0209(14) -0.0535(18) 0.0124(11) N6 0.0310(9) 0.0295(9) 0.0374(9) -0.0086(7) -0.0084(7) 0.0005(7) C1 0.0372(12) 0.0258(10) 0.0593(15) -0.0139(10) -0.0151(11) 0.0016(9) C2 0.0387(13) 0.0338(12) 0.0652(16) -0.0197(12) -0.0156(11) -0.0036(10) C3 0.0437(14) 0.0413(14) 0.080(2) -0.0197(14) -0.0322(14) 0.0008(11) C4 0.0477(15) 0.0326(12) 0.092(2) -0.0203(14) -0.0389(16) 0.0105(11) C5 0.0337(11) 0.0247(10) 0.0539(14) -0.0120(9) -0.0173(10) 0.0033(8) C6 0.0349(11) 0.0227(10) 0.0518(13) -0.0105(9) -0.0141(10) 0.0025(8) C7 0.0411(13) 0.0248(10) 0.0592(15) -0.0129(10) -0.0160(11) 0.0042(9) C8 0.0434(13) 0.0227(10) 0.0638(16) -0.0092(10) -0.0152(12) 0.0047(9) C9 0.0630(18) 0.0312(13) 0.079(2) -0.0201(13) -0.0268(16) 0.0065(12) C10 0.097(3) 0.0273(13) 0.106(3) -0.0276(16) -0.037(2) 0.0135(15) C11 0.067(2) 0.0261(12) 0.090(2) -0.0124(14) -0.0217(17) 0.0134(12) C12 0.068(2) 0.0323(14) 0.106(3) -0.0107(16) -0.044(2) 0.0137(14) C13 0.0322(11) 0.0268(10) 0.0426(12) -0.0119(9) -0.0080(9) 0.0023(8) C14 0.0375(11) 0.0283(10) 0.0395(11) -0.0096(9) -0.0094(9) -0.0022(9) C15 0.0654(18) 0.0301(12) 0.0628(17) -0.0144(12) -0.0279(14) -0.0038(12) C16 0.080(2) 0.0451(15) 0.071(2) -0.0167(14) -0.0406(18) -0.0113(15) C17 0.0601(18) 0.0512(16) 0.0582(17) -0.0087(13) -0.0324(14) -0.0081(13) C18 0.0424(13) 0.0371(12) 0.0435(13) -0.0054(10) -0.0150(10) -0.0008(10) C19 0.0362(11) 0.0298(10) 0.0373(11) -0.0086(9) -0.0048(9) -0.0020(9) C20 0.0588(17) 0.0519(16) 0.0378(13) -0.0048(12) 0.0000(12) 0.0012(13) C21 0.0617(18) 0.0622(19) 0.0427(14) -0.0106(13) -0.0096(13) 0.0092(15) C22 0.093(3) 0.074(2) 0.062(2) -0.0197(19) -0.0085(19) -0.013(2) C23 0.151(5) 0.080(3) 0.101(4) -0.023(3) -0.037(4) -0.020(3) C24 0.206(8) 0.072(3) 0.121(5) -0.052(3) -0.067(5) 0.036(4) C25 0.144(5) 0.120(5) 0.111(4) -0.068(4) -0.033(4) 0.067(4) C26 0.081(3) 0.098(3) 0.074(2) -0.034(2) -0.008(2) 0.030(2) C27 0.0321(10) 0.0254(10) 0.0367(11) -0.0051(8) -0.0038(8) -0.0017(8) C28 0.0464(14) 0.0241(11) 0.0714(18) -0.0030(11) 0.0124(13) -0.0021(10) C29 0.0388(12) 0.0266(10) 0.0485(13) -0.0017(9) -0.0064(10) -0.0019(9) C30 0.082(2) 0.0501(17) 0.0565(18) -0.0149(14) -0.0114(16) -0.0109(16) C31 0.164(5) 0.080(3) 0.059(2) -0.027(2) -0.006(3) 0.007(3) C32 0.129(4) 0.075(3) 0.080(3) 0.011(2) 0.046(3) 0.011(3) C33 0.067(2) 0.066(2) 0.100(3) 0.009(2) 0.020(2) -0.0114(19) C34 0.0469(16) 0.0423(15) 0.077(2) 0.0055(14) -0.0118(14) -0.0123(12) C35 0.0348(12) 0.0448(13) 0.0390(12) -0.0088(10) -0.0072(9) 0.0009(10) C36 0.073(2) 0.066(2) 0.0382(14) -0.0087(13) -0.0017(13) -0.0157(17) C37 0.0654(19) 0.0675(19) 0.0331(12) -0.0125(13) -0.0084(12) -0.0039(15) C38 0.086(3) 0.076(2) 0.0449(16) -0.0180(16) -0.0133(16) 0.008(2) C39 0.125(4) 0.072(3) 0.059(2) -0.0234(19) -0.024(2) -0.003(3) C40 0.112(4) 0.097(3) 0.058(2) -0.019(2) -0.018(2) -0.036(3) C41 0.077(3) 0.113(4) 0.062(2) -0.027(2) -0.0093(19) -0.021(2) C42 0.065(2) 0.086(3) 0.0513(17) -0.0221(17) -0.0088(15) -0.0034(18) O10 0.173(4) 0.0554(17) 0.096(2) -0.0077(16) -0.033(2) -0.015(2) C43 0.45(2) 0.132(7) 0.130(7) -0.008(6) -0.084(10) -0.037(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O4 2.3897(15) 2_566 ? Eu1 O2 2.4615(17) . ? Eu1 O1 2.4852(17) . ? Eu1 O7 2.4896(17) . ? Eu1 O5 2.5165(16) . ? Eu1 O8 2.5668(19) . ? Eu1 N1 2.6011(18) . ? Eu1 N2 2.6078(18) . ? Eu1 O4 2.6113(15) . ? Eu1 N6 2.6931(19) . ? Eu1 Gd1 4.2043(2) 2_566 ? Eu1 Eu1 4.2043(2) 2_566 ? O1 C19 1.252(3) . ? O2 C19 1.257(3) . ? O3 C21 1.364(4) . ? O3 C20 1.416(4) . ? O4 C27 1.272(3) . ? O4 Gd1 2.3897(15) 2_566 ? O4 Eu1 2.3897(15) 2_566 ? O5 C27 1.241(3) . ? O6 C29 1.361(3) . ? O6 C28 1.418(3) . ? O7 C35 1.244(3) . ? O8 C35 1.270(3) . ? O9 C37 1.367(4) . ? O9 C36 1.416(4) . ? N1 C1 1.336(3) . ? N1 C5 1.341(3) . ? N2 C6 1.336(3) . ? N2 C13 1.338(3) . ? N3 C7 1.332(3) . ? N3 C6 1.334(3) . ? N4 C13 1.334(3) . ? N4 C7 1.335(3) . ? N5 C8 1.325(4) . ? N5 C12 1.340(4) . ? N6 C18 1.344(3) . ? N6 C14 1.345(3) . ? C1 C2 1.384(3) . ? C1 H1 0.9300 . ? C2 C3 1.366(4) . ? C2 H2 0.9300 . ? C3 C4 1.379(4) . ? C3 H3 0.9300 . ? C4 C5 1.389(3) . ? C4 H4 0.9300 . ? C5 C6 1.474(3) . ? C7 C8 1.495(3) . ? C8 C9 1.376(4) . ? C9 C10 1.394(4) . ? C9 H9A 0.9300 . ? C10 C11 1.360(5) . ? C10 H10A 0.9300 . ? C11 C12 1.353(5) . ? C11 H11 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.476(3) . ? C14 C15 1.389(3) . ? C15 C16 1.385(4) . ? C15 H15 0.9300 . ? C16 C17 1.379(5) . ? C16 H16 0.9300 . ? C17 C18 1.388(4) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.519(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.362(5) . ? C21 C26 1.394(5) . ? C22 C23 1.382(7) . ? C22 H22 0.9300 . ? C23 C24 1.366(9) . ? C23 H23 0.9300 . ? C24 C25 1.376(9) . ? C24 H24 0.9300 . ? C25 C26 1.370(8) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.515(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.362(4) . ? C29 C34 1.388(4) . ? C30 C31 1.402(6) . ? C30 H30 0.9300 . ? C31 C32 1.385(8) . ? C31 H31 0.9300 . ? C32 C33 1.336(8) . ? C32 H32 0.9300 . ? C33 C34 1.356(6) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.518(4) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C42 1.377(5) . ? C37 C38 1.381(5) . ? C38 C39 1.379(6) . ? C38 H38 0.9300 . ? C39 C40 1.373(7) . ? C39 H39 0.9300 . ? C40 C41 1.358(7) . ? C40 H40 0.9300 . ? C41 C42 1.379(6) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? O10 C43 1.542(9) . ? O10 H10 0.8200 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Eu1 O2 91.11(6) 2_566 . ? O4 Eu1 O1 136.76(6) 2_566 . ? O2 Eu1 O1 52.93(6) . . ? O4 Eu1 O7 79.97(6) 2_566 . ? O2 Eu1 O7 135.60(6) . . ? O1 Eu1 O7 141.64(6) . . ? O4 Eu1 O5 116.29(5) 2_566 . ? O2 Eu1 O5 70.60(6) . . ? O1 Eu1 O5 77.28(6) . . ? O7 Eu1 O5 74.80(6) . . ? O4 Eu1 O8 72.29(6) 2_566 . ? O2 Eu1 O8 161.22(7) . . ? O1 Eu1 O8 136.37(6) . . ? O7 Eu1 O8 51.58(6) . . ? O5 Eu1 O8 124.26(6) . . ? O4 Eu1 N1 143.55(6) 2_566 . ? O2 Eu1 N1 124.87(6) . . ? O1 Eu1 N1 77.94(6) . . ? O7 Eu1 N1 70.22(6) . . ? O5 Eu1 N1 76.07(5) . . ? O8 Eu1 N1 72.85(6) . . ? O4 Eu1 N2 111.82(6) 2_566 . ? O2 Eu1 N2 113.59(6) . . ? O1 Eu1 N2 71.15(6) . . ? O7 Eu1 N2 110.06(6) . . ? O5 Eu1 N2 131.66(6) . . ? O8 Eu1 N2 66.81(6) . . ? N1 Eu1 N2 62.36(6) . . ? O4 Eu1 O4 65.65(6) 2_566 . ? O2 Eu1 O4 69.34(5) . . ? O1 Eu1 O4 112.39(5) . . ? O7 Eu1 O4 67.37(5) . . ? O5 Eu1 O4 50.69(5) . . ? O8 Eu1 O4 109.75(6) . . ? N1 Eu1 O4 117.98(5) . . ? N2 Eu1 O4 176.45(5) . . ? O4 Eu1 N6 71.43(6) 2_566 . ? O2 Eu1 N6 71.63(6) . . ? O1 Eu1 N6 74.35(6) . . ? O7 Eu1 N6 141.31(6) . . ? O5 Eu1 N6 141.51(6) . . ? O8 Eu1 N6 94.22(6) . . ? N1 Eu1 N6 121.64(6) . . ? N2 Eu1 N6 60.36(6) . . ? O4 Eu1 N6 119.91(5) . . ? O4 Eu1 Gd1 34.46(4) 2_566 2_566 ? O2 Eu1 Gd1 77.99(4) . 2_566 ? O1 Eu1 Gd1 130.59(4) . 2_566 ? O7 Eu1 Gd1 70.25(4) . 2_566 ? O5 Eu1 Gd1 81.85(4) . 2_566 ? O8 Eu1 Gd1 92.12(5) . 2_566 ? N1 Eu1 Gd1 138.47(4) . 2_566 ? N2 Eu1 Gd1 146.22(4) . 2_566 ? O4 Eu1 Gd1 31.19(3) . 2_566 ? N6 Eu1 Gd1 97.39(4) . 2_566 ? O4 Eu1 Eu1 34.46(4) 2_566 2_566 ? O2 Eu1 Eu1 77.99(4) . 2_566 ? O1 Eu1 Eu1 130.59(4) . 2_566 ? O7 Eu1 Eu1 70.25(4) . 2_566 ? O5 Eu1 Eu1 81.85(4) . 2_566 ? O8 Eu1 Eu1 92.12(5) . 2_566 ? N1 Eu1 Eu1 138.47(4) . 2_566 ? N2 Eu1 Eu1 146.22(4) . 2_566 ? O4 Eu1 Eu1 31.19(3) . 2_566 ? N6 Eu1 Eu1 97.39(4) . 2_566 ? Gd1 Eu1 Eu1 0.000(1) 2_566 2_566 ? C19 O1 Eu1 91.57(14) . . ? C19 O2 Eu1 92.55(14) . . ? C21 O3 C20 116.6(3) . . ? C27 O4 Gd1 154.72(14) . 2_566 ? C27 O4 Eu1 154.72(14) . 2_566 ? Gd1 O4 Eu1 0.000(5) 2_566 2_566 ? C27 O4 Eu1 90.92(13) . . ? Gd1 O4 Eu1 114.35(6) 2_566 . ? Eu1 O4 Eu1 114.35(6) 2_566 . ? C27 O5 Eu1 96.16(13) . . ? C29 O6 C28 117.9(2) . . ? C35 O7 Eu1 95.13(16) . . ? C35 O8 Eu1 90.87(15) . . ? C37 O9 C36 119.8(3) . . ? C1 N1 C5 117.1(2) . . ? C1 N1 Eu1 121.23(15) . . ? C5 N1 Eu1 121.38(14) . . ? C6 N2 C13 114.71(19) . . ? C6 N2 Eu1 120.61(14) . . ? C13 N2 Eu1 124.29(14) . . ? C7 N3 C6 115.0(2) . . ? C13 N4 C7 115.0(2) . . ? C8 N5 C12 117.3(3) . . ? C18 N6 C14 117.6(2) . . ? C18 N6 Eu1 120.30(16) . . ? C14 N6 Eu1 121.47(14) . . ? N1 C1 C2 123.2(2) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C3 C2 C1 119.1(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.0(2) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 118.5(2) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 123.1(2) . . ? N1 C5 C6 116.7(2) . . ? C4 C5 C6 120.2(2) . . ? N3 C6 N2 125.1(2) . . ? N3 C6 C5 117.2(2) . . ? N2 C6 C5 117.63(19) . . ? N3 C7 N4 125.0(2) . . ? N3 C7 C8 117.2(2) . . ? N4 C7 C8 117.7(2) . . ? N5 C8 C9 123.5(2) . . ? N5 C8 C7 116.4(2) . . ? C9 C8 C7 120.0(2) . . ? C8 C9 C10 116.8(3) . . ? C8 C9 H9A 121.6 . . ? C10 C9 H9A 121.6 . . ? C11 C10 C9 120.4(3) . . ? C11 C10 H10A 119.8 . . ? C9 C10 H10A 119.8 . . ? C12 C11 C10 118.0(3) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? N5 C12 C11 123.9(3) . . ? N5 C12 H12A 118.0 . . ? C11 C12 H12A 118.0 . . ? N4 C13 N2 125.0(2) . . ? N4 C13 C14 118.0(2) . . ? N2 C13 C14 116.92(19) . . ? N6 C14 C15 123.4(2) . . ? N6 C14 C13 115.75(19) . . ? C15 C14 C13 120.8(2) . . ? C16 C15 C14 118.4(3) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C17 C16 C15 118.5(3) . . ? C17 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C16 C17 C18 119.9(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? N6 C18 C17 122.1(2) . . ? N6 C18 H18 119.0 . . ? C17 C18 H18 119.0 . . ? O1 C19 O2 122.9(2) . . ? O1 C19 C20 121.0(2) . . ? O2 C19 C20 116.1(2) . . ? O3 C20 C19 115.2(2) . . ? O3 C20 H20A 108.5 . . ? C19 C20 H20A 108.5 . . ? O3 C20 H20B 108.5 . . ? C19 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? C22 C21 O3 124.3(3) . . ? C22 C21 C26 120.7(4) . . ? O3 C21 C26 114.9(4) . . ? C21 C22 C23 119.6(5) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C24 C23 C22 120.5(6) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 119.6(5) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 121.0(5) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C21 118.6(5) . . ? C25 C26 H26 120.7 . . ? C21 C26 H26 120.7 . . ? O5 C27 O4 121.9(2) . . ? O5 C27 C28 122.1(2) . . ? O4 C27 C28 116.0(2) . . ? O6 C28 C27 114.9(2) . . ? O6 C28 H28A 108.5 . . ? C27 C28 H28A 108.5 . . ? O6 C28 H28B 108.5 . . ? C27 C28 H28B 108.5 . . ? H28A C28 H28B 107.5 . . ? O6 C29 C30 124.9(3) . . ? O6 C29 C34 114.6(3) . . ? C30 C29 C34 120.5(3) . . ? C29 C30 C31 117.9(4) . . ? C29 C30 H30 121.1 . . ? C31 C30 H30 121.1 . . ? C32 C31 C30 120.4(5) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C33 C32 C31 120.2(4) . . ? C33 C32 H32 119.9 . . ? C31 C32 H32 119.9 . . ? C32 C33 C34 120.6(4) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C33 C34 C29 120.4(4) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? O7 C35 O8 122.2(2) . . ? O7 C35 C36 120.8(3) . . ? O8 C35 C36 117.0(2) . . ? O9 C36 C35 115.0(3) . . ? O9 C36 H36A 108.5 . . ? C35 C36 H36A 108.5 . . ? O9 C36 H36B 108.5 . . ? C35 C36 H36B 108.5 . . ? H36A C36 H36B 107.5 . . ? O9 C37 C42 125.6(3) . . ? O9 C37 C38 114.4(3) . . ? C42 C37 C38 120.0(4) . . ? C39 C38 C37 119.6(4) . . ? C39 C38 H38 120.2 . . ? C37 C38 H38 120.2 . . ? C40 C39 C38 120.2(4) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C41 C40 C39 119.9(4) . . ? C41 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? C40 C41 C42 120.9(4) . . ? C40 C41 H41 119.6 . . ? C42 C41 H41 119.6 . . ? C37 C42 C41 119.4(4) . . ? C37 C42 H42 120.3 . . ? C41 C42 H42 120.3 . . ? C43 O10 H10 109.5 . . ? O10 C43 H43A 109.5 . . ? O10 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? O10 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Eu1 O1 C19 40.89(17) 2_566 . . . ? O2 Eu1 O1 C19 1.04(13) . . . . ? O7 Eu1 O1 C19 -118.19(14) . . . . ? O5 Eu1 O1 C19 -74.12(14) . . . . ? O8 Eu1 O1 C19 159.04(13) . . . . ? N1 Eu1 O1 C19 -152.34(15) . . . . ? N2 Eu1 O1 C19 143.02(15) . . . . ? O4 Eu1 O1 C19 -36.82(15) . . . . ? N6 Eu1 O1 C19 79.58(14) . . . . ? Gd1 Eu1 O1 C19 -6.75(16) 2_566 . . . ? Eu1 Eu1 O1 C19 -6.75(16) 2_566 . . . ? O4 Eu1 O2 C19 -154.99(14) 2_566 . . . ? O1 Eu1 O2 C19 -1.03(13) . . . . ? O7 Eu1 O2 C19 128.25(14) . . . . ? O5 Eu1 O2 C19 87.44(14) . . . . ? O8 Eu1 O2 C19 -127.6(2) . . . . ? N1 Eu1 O2 C19 31.25(16) . . . . ? N2 Eu1 O2 C19 -40.53(15) . . . . ? O4 Eu1 O2 C19 141.63(15) . . . . ? N6 Eu1 O2 C19 -84.99(14) . . . . ? Gd1 Eu1 O2 C19 172.93(14) 2_566 . . . ? Eu1 Eu1 O2 C19 172.93(14) 2_566 . . . ? O4 Eu1 O4 C27 -179.55(17) 2_566 . . . ? O2 Eu1 O4 C27 -78.39(14) . . . . ? O1 Eu1 O4 C27 -46.84(14) . . . . ? O7 Eu1 O4 C27 91.50(14) . . . . ? O5 Eu1 O4 C27 2.98(13) . . . . ? O8 Eu1 O4 C27 121.61(14) . . . . ? N1 Eu1 O4 C27 41.05(15) . . . . ? N2 Eu1 O4 C27 135.6(8) . . . . ? N6 Eu1 O4 C27 -131.13(13) . . . . ? Gd1 Eu1 O4 C27 -179.55(17) 2_566 . . . ? Eu1 Eu1 O4 C27 -179.55(17) 2_566 . . . ? O4 Eu1 O4 Gd1 0.0 2_566 . . 2_566 ? O2 Eu1 O4 Gd1 101.16(8) . . . 2_566 ? O1 Eu1 O4 Gd1 132.71(7) . . . 2_566 ? O7 Eu1 O4 Gd1 -88.95(8) . . . 2_566 ? O5 Eu1 O4 Gd1 -177.47(10) . . . 2_566 ? O8 Eu1 O4 Gd1 -58.84(8) . . . 2_566 ? N1 Eu1 O4 Gd1 -139.40(7) . . . 2_566 ? N2 Eu1 O4 Gd1 -44.8(8) . . . 2_566 ? N6 Eu1 O4 Gd1 48.42(9) . . . 2_566 ? Eu1 Eu1 O4 Gd1 0.0 2_566 . . 2_566 ? O4 Eu1 O4 Eu1 0.0 2_566 . . 2_566 ? O2 Eu1 O4 Eu1 101.16(8) . . . 2_566 ? O1 Eu1 O4 Eu1 132.71(7) . . . 2_566 ? O7 Eu1 O4 Eu1 -88.95(8) . . . 2_566 ? O5 Eu1 O4 Eu1 -177.47(10) . . . 2_566 ? O8 Eu1 O4 Eu1 -58.84(8) . . . 2_566 ? N1 Eu1 O4 Eu1 -139.40(7) . . . 2_566 ? N2 Eu1 O4 Eu1 -44.8(8) . . . 2_566 ? N6 Eu1 O4 Eu1 48.42(9) . . . 2_566 ? Gd1 Eu1 O4 Eu1 0.0 2_566 . . 2_566 ? O4 Eu1 O5 C27 -5.64(16) 2_566 . . . ? O2 Eu1 O5 C27 75.67(14) . . . . ? O1 Eu1 O5 C27 130.53(15) . . . . ? O7 Eu1 O5 C27 -76.04(15) . . . . ? O8 Eu1 O5 C27 -91.40(15) . . . . ? N1 Eu1 O5 C27 -148.95(15) . . . . ? N2 Eu1 O5 C27 -179.58(13) . . . . ? O4 Eu1 O5 C27 -3.07(13) . . . . ? N6 Eu1 O5 C27 87.26(16) . . . . ? Gd1 Eu1 O5 C27 -4.39(14) 2_566 . . . ? Eu1 Eu1 O5 C27 -4.39(14) 2_566 . . . ? O4 Eu1 O7 C35 72.70(15) 2_566 . . . ? O2 Eu1 O7 C35 153.94(14) . . . . ? O1 Eu1 O7 C35 -121.68(15) . . . . ? O5 Eu1 O7 C35 -166.36(16) . . . . ? O8 Eu1 O7 C35 -2.58(14) . . . . ? N1 Eu1 O7 C35 -85.99(15) . . . . ? N2 Eu1 O7 C35 -37.00(16) . . . . ? O4 Eu1 O7 C35 140.37(16) . . . . ? N6 Eu1 O7 C35 30.28(19) . . . . ? Gd1 Eu1 O7 C35 106.99(15) 2_566 . . . ? Eu1 Eu1 O7 C35 106.99(15) 2_566 . . . ? O4 Eu1 O8 C35 -88.64(15) 2_566 . . . ? O2 Eu1 O8 C35 -117.5(2) . . . . ? O1 Eu1 O8 C35 130.72(15) . . . . ? O7 Eu1 O8 C35 2.51(14) . . . . ? O5 Eu1 O8 C35 21.55(18) . . . . ? N1 Eu1 O8 C35 80.55(15) . . . . ? N2 Eu1 O8 C35 147.22(17) . . . . ? O4 Eu1 O8 C35 -33.71(16) . . . . ? N6 Eu1 O8 C35 -157.61(15) . . . . ? Gd1 Eu1 O8 C35 -60.03(15) 2_566 . . . ? Eu1 Eu1 O8 C35 -60.03(15) 2_566 . . . ? O4 Eu1 N1 C1 -92.3(2) 2_566 . . . ? O2 Eu1 N1 C1 77.2(2) . . . . ? O1 Eu1 N1 C1 103.0(2) . . . . ? O7 Eu1 N1 C1 -55.25(19) . . . . ? O5 Eu1 N1 C1 23.34(19) . . . . ? O8 Eu1 N1 C1 -109.8(2) . . . . ? N2 Eu1 N1 C1 177.9(2) . . . . ? O4 Eu1 N1 C1 -6.1(2) . . . . ? N6 Eu1 N1 C1 165.92(18) . . . . ? Gd1 Eu1 N1 C1 -36.6(2) 2_566 . . . ? Eu1 Eu1 N1 C1 -36.6(2) 2_566 . . . ? O4 Eu1 N1 C5 81.2(2) 2_566 . . . ? O2 Eu1 N1 C5 -109.33(19) . . . . ? O1 Eu1 N1 C5 -83.49(19) . . . . ? O7 Eu1 N1 C5 118.2(2) . . . . ? O5 Eu1 N1 C5 -163.2(2) . . . . ? O8 Eu1 N1 C5 63.69(19) . . . . ? N2 Eu1 N1 C5 -8.63(18) . . . . ? O4 Eu1 N1 C5 167.38(18) . . . . ? N6 Eu1 N1 C5 -20.6(2) . . . . ? Gd1 Eu1 N1 C5 136.84(17) 2_566 . . . ? Eu1 Eu1 N1 C5 136.84(17) 2_566 . . . ? O4 Eu1 N2 C6 -130.06(18) 2_566 . . . ? O2 Eu1 N2 C6 128.54(18) . . . . ? O1 Eu1 N2 C6 96.11(19) . . . . ? O7 Eu1 N2 C6 -43.1(2) . . . . ? O5 Eu1 N2 C6 44.1(2) . . . . ? O8 Eu1 N2 C6 -71.94(19) . . . . ? N1 Eu1 N2 C6 10.15(17) . . . . ? O4 Eu1 N2 C6 -86.3(8) . . . . ? N6 Eu1 N2 C6 178.4(2) . . . . ? Gd1 Eu1 N2 C6 -127.32(16) 2_566 . . . ? Eu1 Eu1 N2 C6 -127.32(16) 2_566 . . . ? O4 Eu1 N2 C13 42.4(2) 2_566 . . . ? O2 Eu1 N2 C13 -59.0(2) . . . . ? O1 Eu1 N2 C13 -91.45(19) . . . . ? O7 Eu1 N2 C13 129.31(18) . . . . ? O5 Eu1 N2 C13 -143.48(17) . . . . ? O8 Eu1 N2 C13 100.50(19) . . . . ? N1 Eu1 N2 C13 -177.4(2) . . . . ? O4 Eu1 N2 C13 86.2(8) . . . . ? N6 Eu1 N2 C13 -9.13(17) . . . . ? Gd1 Eu1 N2 C13 45.1(2) 2_566 . . . ? Eu1 Eu1 N2 C13 45.1(2) 2_566 . . . ? O4 Eu1 N6 C18 49.77(18) 2_566 . . . ? O2 Eu1 N6 C18 -47.88(18) . . . . ? O1 Eu1 N6 C18 -103.37(19) . . . . ? O7 Eu1 N6 C18 94.3(2) . . . . ? O5 Eu1 N6 C18 -59.4(2) . . . . ? O8 Eu1 N6 C18 119.49(19) . . . . ? N1 Eu1 N6 C18 -168.07(17) . . . . ? N2 Eu1 N6 C18 179.7(2) . . . . ? O4 Eu1 N6 C18 3.8(2) . . . . ? Gd1 Eu1 N6 C18 26.80(18) 2_566 . . . ? Eu1 Eu1 N6 C18 26.80(18) 2_566 . . . ? O4 Eu1 N6 C14 -120.60(18) 2_566 . . . ? O2 Eu1 N6 C14 141.75(19) . . . . ? O1 Eu1 N6 C14 86.26(18) . . . . ? O7 Eu1 N6 C14 -76.1(2) . . . . ? O5 Eu1 N6 C14 130.23(17) . . . . ? O8 Eu1 N6 C14 -50.88(18) . . . . ? N1 Eu1 N6 C14 21.6(2) . . . . ? N2 Eu1 N6 C14 9.36(17) . . . . ? O4 Eu1 N6 C14 -166.57(16) . . . . ? Gd1 Eu1 N6 C14 -143.57(17) 2_566 . . . ? Eu1 Eu1 N6 C14 -143.57(17) 2_566 . . . ? C5 N1 C1 C2 1.4(4) . . . . ? Eu1 N1 C1 C2 175.2(2) . . . . ? N1 C1 C2 C3 -0.7(5) . . . . ? C1 C2 C3 C4 -0.6(5) . . . . ? C2 C3 C4 C5 1.0(5) . . . . ? C1 N1 C5 C4 -1.0(4) . . . . ? Eu1 N1 C5 C4 -174.7(2) . . . . ? C1 N1 C5 C6 -179.4(2) . . . . ? Eu1 N1 C5 C6 6.9(3) . . . . ? C3 C4 C5 N1 -0.2(5) . . . . ? C3 C4 C5 C6 178.1(3) . . . . ? C7 N3 C6 N2 0.9(4) . . . . ? C7 N3 C6 C5 -177.2(3) . . . . ? C13 N2 C6 N3 -2.3(4) . . . . ? Eu1 N2 C6 N3 170.8(2) . . . . ? C13 N2 C6 C5 175.7(2) . . . . ? Eu1 N2 C6 C5 -11.2(3) . . . . ? N1 C5 C6 N3 -179.0(2) . . . . ? C4 C5 C6 N3 2.6(4) . . . . ? N1 C5 C6 N2 2.9(4) . . . . ? C4 C5 C6 N2 -175.6(3) . . . . ? C6 N3 C7 N4 2.0(4) . . . . ? C6 N3 C7 C8 -179.3(3) . . . . ? C13 N4 C7 N3 -2.9(4) . . . . ? C13 N4 C7 C8 178.3(2) . . . . ? C12 N5 C8 C9 0.7(6) . . . . ? C12 N5 C8 C7 -177.6(3) . . . . ? N3 C7 C8 N5 3.5(4) . . . . ? N4 C7 C8 N5 -177.7(3) . . . . ? N3 C7 C8 C9 -174.9(3) . . . . ? N4 C7 C8 C9 3.9(4) . . . . ? N5 C8 C9 C10 -1.1(6) . . . . ? C7 C8 C9 C10 177.2(3) . . . . ? C8 C9 C10 C11 1.6(6) . . . . ? C9 C10 C11 C12 -1.7(7) . . . . ? C8 N5 C12 C11 -0.8(7) . . . . ? C10 C11 C12 N5 1.3(7) . . . . ? C7 N4 C13 N2 1.2(4) . . . . ? C7 N4 C13 C14 -178.9(2) . . . . ? C6 N2 C13 N4 1.2(4) . . . . ? Eu1 N2 C13 N4 -171.62(19) . . . . ? C6 N2 C13 C14 -178.6(2) . . . . ? Eu1 N2 C13 C14 8.5(3) . . . . ? C18 N6 C14 C15 -1.3(4) . . . . ? Eu1 N6 C14 C15 169.3(2) . . . . ? C18 N6 C14 C13 -179.9(2) . . . . ? Eu1 N6 C14 C13 -9.3(3) . . . . ? N4 C13 C14 N6 -179.0(2) . . . . ? N2 C13 C14 N6 0.8(3) . . . . ? N4 C13 C14 C15 2.4(4) . . . . ? N2 C13 C14 C15 -177.8(3) . . . . ? N6 C14 C15 C16 -0.8(5) . . . . ? C13 C14 C15 C16 177.7(3) . . . . ? C14 C15 C16 C17 1.5(5) . . . . ? C15 C16 C17 C18 -0.3(6) . . . . ? C14 N6 C18 C17 2.7(4) . . . . ? Eu1 N6 C18 C17 -168.1(2) . . . . ? C16 C17 C18 N6 -1.9(5) . . . . ? Eu1 O1 C19 O2 -1.9(2) . . . . ? Eu1 O1 C19 C20 175.1(2) . . . . ? Eu1 O2 C19 O1 2.0(2) . . . . ? Eu1 O2 C19 C20 -175.2(2) . . . . ? C21 O3 C20 C19 87.3(3) . . . . ? O1 C19 C20 O3 20.4(4) . . . . ? O2 C19 C20 O3 -162.4(2) . . . . ? C20 O3 C21 C22 -22.5(5) . . . . ? C20 O3 C21 C26 157.0(3) . . . . ? O3 C21 C22 C23 179.8(4) . . . . ? C26 C21 C22 C23 0.3(6) . . . . ? C21 C22 C23 C24 -0.7(8) . . . . ? C22 C23 C24 C25 0.2(9) . . . . ? C23 C24 C25 C26 0.7(10) . . . . ? C24 C25 C26 C21 -1.0(8) . . . . ? C22 C21 C26 C25 0.6(6) . . . . ? O3 C21 C26 C25 -179.0(4) . . . . ? Eu1 O5 C27 O4 5.8(2) . . . . ? Eu1 O5 C27 C28 -174.2(2) . . . . ? Gd1 O4 C27 O5 175.4(2) 2_566 . . . ? Eu1 O4 C27 O5 175.4(2) 2_566 . . . ? Eu1 O4 C27 O5 -5.5(2) . . . . ? Gd1 O4 C27 C28 -4.6(5) 2_566 . . . ? Eu1 O4 C27 C28 -4.6(5) 2_566 . . . ? Eu1 O4 C27 C28 174.4(2) . . . . ? C29 O6 C28 C27 90.1(3) . . . . ? O5 C27 C28 O6 -1.9(4) . . . . ? O4 C27 C28 O6 178.2(2) . . . . ? C28 O6 C29 C30 -14.6(4) . . . . ? C28 O6 C29 C34 166.9(2) . . . . ? O6 C29 C30 C31 -179.7(4) . . . . ? C34 C29 C30 C31 -1.3(5) . . . . ? C29 C30 C31 C32 0.4(7) . . . . ? C30 C31 C32 C33 0.5(8) . . . . ? C31 C32 C33 C34 -0.5(8) . . . . ? C32 C33 C34 C29 -0.4(6) . . . . ? O6 C29 C34 C33 179.9(3) . . . . ? C30 C29 C34 C33 1.3(5) . . . . ? Eu1 O7 C35 O8 4.8(3) . . . . ? Eu1 O7 C35 C36 -175.1(2) . . . . ? Eu1 O8 C35 O7 -4.7(3) . . . . ? Eu1 O8 C35 C36 175.2(2) . . . . ? C37 O9 C36 C35 -79.7(4) . . . . ? O7 C35 C36 O9 10.5(4) . . . . ? O8 C35 C36 O9 -169.4(3) . . . . ? C36 O9 C37 C42 5.8(5) . . . . ? C36 O9 C37 C38 -174.5(3) . . . . ? O9 C37 C38 C39 -178.0(3) . . . . ? C42 C37 C38 C39 1.8(5) . . . . ? C37 C38 C39 C40 -0.5(6) . . . . ? C38 C39 C40 C41 -1.1(6) . . . . ? C39 C40 C41 C42 1.5(7) . . . . ? O9 C37 C42 C41 178.3(3) . . . . ? C38 C37 C42 C41 -1.4(5) . . . . ? C40 C41 C42 C37 -0.2(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10 O8 0.82 1.93 2.747(4) 173.7 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.856 _refine_diff_density_min -0.793 _refine_diff_density_rms 0.106 _database_code_depnum_ccdc_archive 'CCDC 911887'