# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 1145/177 data_cxfeu1m _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C34 H20 Eu F9 N2 O6 S3' _chemical_formula_weight 971.66 _chemical_melting_point ? _chemical_compound_source synthesis 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Eu' 'Eu' -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 /n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.3148(2) _cell_length_b 16.8937(4) _cell_length_c 21.7803(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.515(3) _cell_angle_gamma 90.00 _cell_volume 3690.23(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8034 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 33.22 _exptl_crystal_description slab _exptl_crystal_colour 'light orange' _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.749 _exptl_crystal_density_method ? _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 1.962 _exptl_absorpt_correction_type 'empirical using SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.507 _exptl_absorpt_correction_T_max 0.840 _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 ; Siemens SMART CCD area detector diffractometer ; _diffrn_measurement_method '\w scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23687 _diffrn_reflns_av_R_equivalents 0.0730 _diffrn_reflns_av_sigmaI/netI 0.0961 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8449 _reflns_number_observed 4883 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_structure_solution 'SHELXTL (Sheldrick, 1996)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1996)' _computing_publication_material ; SHELXTL (Sheldrick, 1996) PARST (Nardelli, 1995) ; _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0775P)^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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8448 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1275 _refine_ls_R_factor_obs 0.0630 _refine_ls_wR_factor_all 0.1651 _refine_ls_wR_factor_obs 0.1348 _refine_ls_goodness_of_fit_all 1.028 _refine_ls_goodness_of_fit_obs 1.123 _refine_ls_restrained_S_all 1.028 _refine_ls_restrained_S_obs 1.123 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Eu1 Eu -0.53612(3) 0.17224(2) 0.63078(2) 0.04378(14) Uani 1 d . . S1 S -0.1918(2) -0.0145(2) 0.74800(11) 0.0793(7) Uani 1 d . . S2 S -0.0353(3) 0.2263(2) 0.69166(14) 0.0919(9) Uani 1 d . . S3A S -0.3141(3) 0.3291(2) 0.4880(2) 0.0837(14) Uani 0.677(10) d P 1 C29B C -0.3141(3) 0.3291(2) 0.4880(2) 0.0837(14) Uani 0.323(10) d P 2 H29B H -0.2581(8) 0.2895(5) 0.5124(7) 0.100 Uiso 0.323(10) d PR 2 F1 F -0.8446(8) -0.0673(5) 0.7041(7) 0.218(6) Uani 1 d . . F2 F -0.9300(6) 0.0239(6) 0.6531(4) 0.173(4) Uani 1 d . . F3 F -0.8638(8) 0.0342(7) 0.7449(4) 0.198(5) Uani 1 d . . F4 F -0.4094(6) 0.1804(5) 0.8962(2) 0.117(3) Uani 1 d . . F5 F -0.5724(6) 0.2504(5) 0.8534(3) 0.110(2) Uani 1 d . . F6 F -0.5844(8) 0.1270(5) 0.8376(3) 0.136(3) Uani 1 d . . F7 F -0.9662(6) 0.3072(5) 0.5622(4) 0.140(3) Uani 1 d . . F8 F -0.9105(6) 0.4137(5) 0.5277(3) 0.134(3) Uani 1 d . . F9 F -0.8712(8) 0.3921(5) 0.6255(4) 0.147(3) Uani 1 d . . O1 O -0.4330(5) 0.0567(3) 0.6780(2) 0.0533(13) Uani 1 d . . O2 O -0.7038(5) 0.0865(3) 0.6492(2) 0.0549(14) Uani 1 d . . O3 O -0.3179(5) 0.2103(3) 0.6830(2) 0.0535(13) Uani 1 d . . O4 O -0.5407(5) 0.2021(4) 0.7349(2) 0.0600(15) Uani 1 d . . O5 O -0.4815(5) 0.2711(3) 0.5650(2) 0.0489(12) Uani 1 d . . O6 O -0.7066(5) 0.2682(3) 0.6122(2) 0.0555(14) Uani 1 d . . N1 N -0.6711(6) 0.1308(4) 0.5215(3) 0.0485(15) Uani 1 d . . N2 N -0.4079(6) 0.1120(4) 0.5526(3) 0.052(2) Uani 1 d . . C1 C -0.8043(8) 0.1397(5) 0.5094(4) 0.060(2) Uani 1 d . . H1A H -0.8443(8) 0.1510(5) 0.5425(4) 0.072 Uiso 1 calc R . C2 C -0.8824(8) 0.1322(5) 0.4495(4) 0.066(2) Uani 1 d . . H2A H -0.9743(8) 0.1386(5) 0.4420(4) 0.079 Uiso 1 calc R . C3 C -0.8243(9) 0.1153(6) 0.4007(4) 0.072(3) Uani 1 d . . H3A H -0.8757(9) 0.1104(6) 0.3597(4) 0.086 Uiso 1 calc R . C4 C -0.6904(10) 0.1060(6) 0.4134(4) 0.076(3) Uani 1 d . . H4A H -0.6500(10) 0.0939(6) 0.3806(4) 0.091 Uiso 1 calc R . C5 C -0.6121(7) 0.1140(4) 0.4743(3) 0.048(2) Uani 1 d . . C6 C -0.4678(8) 0.1031(4) 0.4913(3) 0.048(2) Uani 1 d . . C7 C -0.3947(9) 0.0837(6) 0.4488(4) 0.068(2) Uani 1 d . . H7A H -0.4375(9) 0.0778(6) 0.4065(4) 0.082 Uiso 1 calc R . C8 C -0.2604(10) 0.0729(6) 0.4670(5) 0.080(3) Uani 1 d . . H8A H -0.2111(10) 0.0584(6) 0.4381(5) 0.096 Uiso 1 calc R . C9 C -0.2018(8) 0.0840(6) 0.5284(4) 0.069(2) Uani 1 d . . H9A H -0.1098(8) 0.0796(6) 0.5424(4) 0.083 Uiso 1 calc R . C10 C -0.2789(8) 0.1018(5) 0.5703(4) 0.061(2) Uani 1 d . . H10A H -0.2376(8) 0.1068(5) 0.6129(4) 0.073 Uiso 1 calc R . C11 C -0.4601(7) 0.0106(4) 0.7185(3) 0.044(2) Uani 1 d . . C12 C -0.3466(7) -0.0287(5) 0.7603(3) 0.048(2) Uani 1 d . . C13 C -0.1258(10) -0.0751(6) 0.8083(5) 0.081(3) Uani 1 d . . H13A H -0.0355(10) -0.0873(6) 0.8201(5) 0.097 Uiso 1 calc R . C14 C -0.2147(11) -0.1038(6) 0.8373(5) 0.086(3) Uani 1 d . . H14A H -0.1932(11) -0.1378(6) 0.8718(5) 0.103 Uiso 1 calc R . C15 C -0.3448(8) -0.0778(5) 0.8107(4) 0.068(2) Uani 1 d . . H15A H -0.4195(8) -0.0919(5) 0.8252(4) 0.081 Uiso 1 calc R . C16 C -0.5887(7) -0.0054(5) 0.7241(3) 0.051(2) Uani 1 d . . H16A H -0.6008(7) -0.0436(5) 0.7531(3) 0.061 Uiso 1 calc R . C17 C -0.6971(7) 0.0318(5) 0.6896(3) 0.049(2) Uani 1 d . . C18 C -0.8317(9) 0.0061(7) 0.6984(4) 0.073(3) Uani 1 d . . C19 C -0.2553(7) 0.2133(5) 0.7394(3) 0.051(2) Uani 1 d . . C20 C -0.1117(7) 0.2274(5) 0.7518(4) 0.057(2) Uani 1 d . . C21 C 0.1108(9) 0.2469(7) 0.7392(6) 0.089(3) Uani 1 d . . H21A H 0.1893(9) 0.2515(7) 0.7254(6) 0.107 Uiso 1 calc R . C22 C 0.1044(10) 0.2566(7) 0.8005(6) 0.097(3) Uani 1 d . . H22A H 0.1797(10) 0.2690(7) 0.8318(6) 0.117 Uiso 1 calc R . C23 C -0.0237(6) 0.2467(5) 0.8144(4) 0.054(2) Uani 1 d . . H23A H -0.0463(6) 0.2513(5) 0.8532(4) 0.064 Uiso 1 calc R . C24 C -0.3158(7) 0.2038(6) 0.7915(3) 0.061(2) Uani 1 d . . H24A H -0.2615(7) 0.2020(6) 0.8321(3) 0.074 Uiso 1 calc R . C25 C -0.4491(8) 0.1972(6) 0.7840(4) 0.061(2) Uani 1 d . . C26 C -0.5022(10) 0.1872(7) 0.8442(4) 0.077(3) Uani 1 d . . C27 C -0.5393(7) 0.3241(5) 0.5291(3) 0.046(2) Uani 1 d . . C28 C -0.4666(8) 0.3594(5) 0.4848(4) 0.055(2) Uani 1 d . . S3B S -0.5239(7) 0.4227(4) 0.4341(3) 0.101(3) Uani 0.323(10) d P 1 C29A C -0.5239(7) 0.4227(4) 0.4341(3) 0.101(3) Uani 0.677(10) d P 2 H29A H -0.6113(15) 0.4465(8) 0.4222(6) 0.121 Uiso 0.677(10) d PR 2 C30 C -0.4007(15) 0.4344(8) 0.4103(6) 0.116(4) Uani 1 d . . H30A H -0.3991(15) 0.4717(8) 0.3791(6) 0.140 Uiso 1 calc R 1 C31 C -0.2947(13) 0.3915(8) 0.4340(6) 0.106(4) Uani 1 d . . H31A H -0.2153(13) 0.3964(8) 0.4211(6) 0.128 Uiso 1 calc R 1 C32 C -0.6694(8) 0.3505(5) 0.5305(4) 0.058(2) Uani 1 d . . H32A H -0.7091(8) 0.3887(5) 0.5014(4) 0.070 Uiso 1 calc R . C33 C -0.7379(8) 0.3236(5) 0.5713(4) 0.054(2) Uani 1 d . . C34 C -0.8702(11) 0.3596(8) 0.5702(6) 0.091(3) Uani 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 0.0361(2) 0.0610(3) 0.0325(2) 0.0075(2) 0.00443(12) -0.0023(2) S1 0.0493(12) 0.113(2) 0.0709(15) 0.0161(15) 0.0048(11) 0.0053(14) S2 0.0631(15) 0.121(2) 0.095(2) 0.000(2) 0.0260(14) -0.009(2) S3A 0.075(2) 0.101(3) 0.087(3) 0.021(2) 0.044(2) 0.008(2) C29B 0.075(2) 0.101(3) 0.087(3) 0.021(2) 0.044(2) 0.008(2) F1 0.089(5) 0.098(6) 0.490(20) 0.057(9) 0.118(9) -0.015(5) F2 0.052(3) 0.290(12) 0.161(7) 0.096(8) -0.009(4) -0.053(5) F3 0.108(6) 0.359(16) 0.159(7) -0.102(9) 0.094(6) -0.090(8) F4 0.083(4) 0.224(8) 0.042(3) 0.023(4) 0.014(3) 0.001(5) F5 0.067(3) 0.192(7) 0.072(4) -0.049(4) 0.020(3) 0.003(4) F6 0.174(7) 0.172(7) 0.087(4) -0.034(5) 0.081(5) -0.093(6) F7 0.051(4) 0.174(7) 0.199(9) 0.045(6) 0.036(4) 0.024(4) F8 0.098(4) 0.171(7) 0.149(6) 0.087(6) 0.059(4) 0.080(5) F9 0.127(6) 0.207(9) 0.121(6) -0.009(6) 0.058(5) 0.080(6) O1 0.041(3) 0.072(4) 0.046(3) 0.023(3) 0.010(2) -0.001(3) O2 0.042(3) 0.072(4) 0.046(3) 0.014(3) 0.002(2) -0.008(3) O3 0.041(3) 0.077(4) 0.040(3) 0.006(3) 0.006(2) -0.008(3) O4 0.039(3) 0.102(4) 0.039(3) -0.006(3) 0.010(2) -0.004(3) O5 0.047(3) 0.055(3) 0.043(3) 0.005(3) 0.009(2) -0.002(3) O6 0.046(3) 0.076(4) 0.049(3) 0.007(3) 0.019(2) 0.001(3) N1 0.040(3) 0.058(4) 0.041(3) 0.001(3) -0.003(3) -0.006(3) N2 0.054(4) 0.055(4) 0.045(4) 0.007(3) 0.008(3) 0.008(3) C1 0.054(5) 0.065(5) 0.057(5) 0.000(4) 0.006(4) -0.011(4) C2 0.048(5) 0.080(6) 0.061(5) 0.003(5) -0.007(4) -0.004(5) C3 0.061(5) 0.099(8) 0.046(5) 0.003(5) -0.007(4) -0.002(5) C4 0.085(7) 0.091(7) 0.049(5) -0.014(5) 0.011(5) -0.015(6) C5 0.055(4) 0.047(4) 0.038(4) -0.002(3) 0.004(3) -0.014(4) C6 0.060(5) 0.046(4) 0.041(4) -0.001(3) 0.016(3) -0.009(4) C7 0.062(5) 0.096(7) 0.048(5) -0.015(5) 0.014(4) -0.010(5) C8 0.072(6) 0.108(8) 0.066(6) -0.013(6) 0.029(5) -0.009(6) C9 0.049(5) 0.087(7) 0.075(6) -0.005(5) 0.021(4) 0.000(5) C10 0.046(4) 0.076(6) 0.059(5) -0.006(5) 0.010(4) 0.005(4) C11 0.045(4) 0.047(4) 0.039(4) -0.006(3) 0.007(3) -0.005(3) C12 0.043(4) 0.053(5) 0.046(4) 0.003(4) 0.006(3) 0.003(4) C13 0.063(6) 0.077(7) 0.087(7) 0.001(6) -0.011(5) 0.017(5) C14 0.089(7) 0.084(7) 0.071(6) 0.030(6) -0.009(6) 0.011(6) C15 0.055(5) 0.075(6) 0.068(6) 0.033(5) 0.002(4) 0.007(5) C16 0.045(4) 0.059(5) 0.051(4) 0.012(4) 0.015(3) -0.001(4) C17 0.043(4) 0.056(5) 0.045(4) -0.006(4) 0.009(3) -0.010(4) C18 0.057(5) 0.105(8) 0.059(5) 0.010(6) 0.017(4) -0.017(6) C19 0.037(4) 0.064(5) 0.046(4) 0.006(4) -0.001(3) -0.002(4) C20 0.041(4) 0.070(6) 0.061(5) 0.002(4) 0.012(4) -0.002(4) C21 0.038(5) 0.105(8) 0.126(10) 0.008(8) 0.023(6) -0.011(5) C22 0.055(6) 0.123(10) 0.102(9) -0.007(8) -0.005(6) 0.002(6) C23 0.016(3) 0.081(6) 0.059(5) 0.009(4) 0.000(3) -0.001(3) C24 0.041(4) 0.101(7) 0.037(4) 0.008(4) 0.000(3) -0.011(4) C25 0.053(5) 0.097(7) 0.035(4) -0.005(4) 0.014(3) -0.007(5) C26 0.062(5) 0.123(10) 0.049(5) -0.001(6) 0.023(4) -0.012(6) C27 0.051(4) 0.050(4) 0.038(4) -0.007(4) 0.012(3) -0.004(4) C28 0.066(5) 0.057(5) 0.046(4) -0.002(4) 0.020(4) -0.007(4) S3B 0.125(5) 0.106(5) 0.082(4) 0.028(3) 0.046(4) -0.002(4) C29A 0.125(5) 0.106(5) 0.082(4) 0.028(3) 0.046(4) -0.002(4) C30 0.146(12) 0.113(10) 0.101(9) 0.051(8) 0.051(9) 0.013(9) C31 0.104(9) 0.130(11) 0.108(9) 0.013(8) 0.070(8) -0.005(9) C32 0.061(5) 0.065(6) 0.049(4) 0.017(4) 0.014(4) 0.015(4) C33 0.052(4) 0.063(5) 0.045(4) 0.004(4) 0.009(3) 0.013(4) C34 0.071(7) 0.113(9) 0.089(8) 0.028(7) 0.021(6) 0.034(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 Eu1 O4 2.333(5) . ? Eu1 O1 2.343(5) . ? Eu1 O5 2.353(5) . ? Eu1 O6 2.357(5) . ? Eu1 O3 2.362(5) . ? Eu1 O2 2.362(5) . ? Eu1 N1 2.558(6) . ? Eu1 N2 2.597(6) . ? S1 C13 1.678(10) . ? S1 C12 1.696(7) . ? S2 C21 1.654(10) . ? S2 C20 1.680(8) . ? S3A C31 1.626(12) . ? S3A C28 1.640(9) . ? C29B C31 1.626(12) . ? C29B C28 1.640(9) . ? F1 C18 1.258(12) . ? F2 C18 1.275(11) . ? F3 C18 1.233(11) . ? F4 C26 1.306(11) . ? F5 C26 1.331(12) . ? F6 C26 1.311(11) . ? F7 C34 1.309(14) . ? F8 C34 1.298(11) . ? F9 C34 1.325(13) . ? O1 C11 1.258(8) . ? O2 C17 1.265(9) . ? O3 C19 1.247(8) . ? O4 C25 1.254(9) . ? O5 C27 1.245(8) . ? O6 C33 1.280(9) . ? N1 C5 1.343(9) . ? N1 C1 1.346(9) . ? N2 C10 1.307(9) . ? N2 C6 1.341(9) . ? C1 C2 1.370(11) . ? C2 C3 1.366(12) . ? C3 C4 1.353(12) . ? C4 C5 1.389(11) . ? C5 C6 1.459(10) . ? C6 C7 1.363(10) . ? C7 C8 1.361(12) . ? C8 C9 1.345(12) . ? C9 C10 1.377(11) . ? C11 C16 1.386(9) . ? C11 C12 1.462(9) . ? C12 C15 1.374(10) . ? C13 C14 1.322(13) . ? C14 C15 1.402(12) . ? C16 C17 1.349(10) . ? C17 C18 1.509(11) . ? C19 C24 1.426(10) . ? C19 C20 1.462(10) . ? C20 C23 1.487(11) . ? C21 C22 1.362(14) . ? C22 C23 1.433(12) . ? C24 C25 1.351(10) . ? C25 C26 1.544(11) . ? C27 C32 1.421(10) . ? C27 C28 1.478(10) . ? C28 C29A 1.552(10) . ? C28 S3B 1.552(10) . ? S3B C30 1.493(13) . ? C29A C30 1.493(13) . ? C30 C31 1.31(2) . ? C32 C33 1.337(11) . ? C33 C34 1.490(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Eu1 O1 82.2(2) . . ? O4 Eu1 O5 120.0(2) . . ? O1 Eu1 O5 135.2(2) . . ? O4 Eu1 O6 80.5(2) . . ? O1 Eu1 O6 153.2(2) . . ? O5 Eu1 O6 71.5(2) . . ? O4 Eu1 O3 73.0(2) . . ? O1 Eu1 O3 74.4(2) . . ? O5 Eu1 O3 76.3(2) . . ? O6 Eu1 O3 119.0(2) . . ? O4 Eu1 O2 77.6(2) . . ? O1 Eu1 O2 71.9(2) . . ? O5 Eu1 O2 145.9(2) . . ? O6 Eu1 O2 84.5(2) . . ? O3 Eu1 O2 137.6(2) . . ? O4 Eu1 N1 146.4(2) . . ? O1 Eu1 N1 105.8(2) . . ? O5 Eu1 N1 77.5(2) . . ? O6 Eu1 N1 78.8(2) . . ? O3 Eu1 N1 140.6(2) . . ? O2 Eu1 N1 74.3(2) . . ? O4 Eu1 N2 148.4(2) . . ? O1 Eu1 N2 73.3(2) . . ? O5 Eu1 N2 69.4(2) . . ? O6 Eu1 N2 129.1(2) . . ? O3 Eu1 N2 81.3(2) . . ? O2 Eu1 N2 112.1(2) . . ? N1 Eu1 N2 62.1(2) . . ? C13 S1 C12 90.9(5) . . ? C21 S2 C20 92.0(5) . . ? C31 S3A C28 92.6(6) . . ? C31 C29B C28 92.6(6) . . ? C11 O1 Eu1 132.2(5) . . ? C17 O2 Eu1 130.0(4) . . ? C19 O3 Eu1 134.5(5) . . ? C25 O4 Eu1 129.2(5) . . ? C27 O5 Eu1 138.2(5) . . ? C33 O6 Eu1 132.8(5) . . ? C5 N1 C1 119.9(6) . . ? C5 N1 Eu1 121.7(4) . . ? C1 N1 Eu1 117.5(5) . . ? C10 N2 C6 118.7(7) . . ? C10 N2 Eu1 119.8(5) . . ? C6 N2 Eu1 120.6(5) . . ? N1 C1 C2 121.5(8) . . ? C3 C2 C1 119.5(8) . . ? C4 C3 C2 118.6(8) . . ? C3 C4 C5 121.4(8) . . ? N1 C5 C4 119.1(7) . . ? N1 C5 C6 116.7(6) . . ? C4 C5 C6 124.2(7) . . ? N2 C6 C7 120.2(7) . . ? N2 C6 C5 116.4(6) . . ? C7 C6 C5 123.4(7) . . ? C8 C7 C6 121.5(8) . . ? C9 C8 C7 117.4(8) . . ? C8 C9 C10 119.6(8) . . ? N2 C10 C9 122.6(8) . . ? O1 C11 C16 123.8(7) . . ? O1 C11 C12 116.1(6) . . ? C16 C11 C12 120.0(7) . . ? C15 C12 C11 129.1(7) . . ? C15 C12 S1 111.9(6) . . ? C11 C12 S1 119.0(5) . . ? C14 C13 S1 113.5(7) . . ? C13 C14 C15 113.0(9) . . ? C12 C15 C14 110.7(8) . . ? C17 C16 C11 123.1(7) . . ? O2 C17 C16 129.2(7) . . ? O2 C17 C18 113.3(7) . . ? C16 C17 C18 117.5(7) . . ? F3 C18 F1 104.1(10) . . ? F3 C18 F2 103.1(10) . . ? F1 C18 F2 103.0(10) . . ? F3 C18 C17 115.2(9) . . ? F1 C18 C17 114.7(9) . . ? F2 C18 C17 115.0(8) . . ? O3 C19 C24 123.8(7) . . ? O3 C19 C20 117.3(7) . . ? C24 C19 C20 118.9(7) . . ? C19 C20 C23 125.6(7) . . ? C19 C20 S2 119.5(6) . . ? C23 C20 S2 114.9(5) . . ? C22 C21 S2 113.2(7) . . ? C21 C22 C23 116.8(9) . . ? C22 C23 C20 103.1(8) . . ? C25 C24 C19 122.4(7) . . ? O4 C25 C24 129.9(7) . . ? O4 C25 C26 112.7(7) . . ? C24 C25 C26 117.4(7) . . ? F4 C26 F6 110.6(10) . . ? F4 C26 F5 104.7(9) . . ? F6 C26 F5 106.1(8) . . ? F4 C26 C25 114.4(8) . . ? F6 C26 C25 109.9(8) . . ? F5 C26 C25 110.8(9) . . ? O5 C27 C32 121.9(7) . . ? O5 C27 C28 117.3(7) . . ? C32 C27 C28 120.8(7) . . ? C27 C28 C29A 125.2(7) . . ? C27 C28 S3B 125.2(7) . . ? C27 C28 C29B 118.3(6) . . ? C29A C28 C29B 116.5(5) . . ? C27 C28 S3A 118.3(6) . . ? S3B C28 S3A 116.5(5) . . ? C30 S3B C28 97.2(7) . . ? C30 C29A C28 97.2(7) . . ? C31 C30 S3B 119.3(10) . . ? C31 C30 C29A 119.3(10) . . ? C30 C31 S3A 114.2(9) . . ? C30 C31 C29B 114.2(9) . . ? C33 C32 C27 123.7(7) . . ? O6 C33 C32 128.7(7) . . ? O6 C33 C34 112.9(7) . . ? C32 C33 C34 118.4(8) . . ? F8 C34 F7 105.9(10) . . ? F8 C34 F9 106.8(10) . . ? F7 C34 F9 103.6(10) . . ? F8 C34 C33 115.9(9) . . ? F7 C34 C33 112.8(10) . . ? F9 C34 C33 110.9(9) . . ? _refine_diff_density_max 1.355 _refine_diff_density_min -1.237 _refine_diff_density_rms 0.130 data_cxfeu2m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H47 Eu N2 O7' _chemical_formula_weight 1023.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Eu' 'Eu' -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.2720(2) _cell_length_b 23.5505(4) _cell_length_c 16.8123(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.8180(10) _cell_angle_gamma 90.00 _cell_volume 4787.79(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7623 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 33.2 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2088 _exptl_absorpt_coefficient_mu 1.366 _exptl_absorpt_correction_type 'empirical using SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.5258 _exptl_absorpt_correction_T_max 0.9225 _exptl_absorpt_process_details ? _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 ; Siemens SMART CCD area detector diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30863 _diffrn_reflns_av_R_equivalents 0.1017 _diffrn_reflns_av_sigmaI/netI 0.1407 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10960 _reflns_number_gt 5574 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1996)' _computing_publication_material ; SHELXTL (Sheldrick, 1996) PARST (Nardelli, 1995) ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0215P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr. _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10960 _refine_ls_number_parameters 610 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1621 _refine_ls_R_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.1095 _refine_ls_wR_factor_gt 0.0866 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu Eu 0.29000(2) 0.191524(14) 0.412307(16) 0.04518(11) Uani 1 1 d . . . O1 O 0.2102(3) 0.11636(17) 0.3307(2) 0.0505(10) Uani 1 1 d . . . O2 O 0.4325(3) 0.1392(2) 0.3720(2) 0.0595(12) Uani 1 1 d . . . O3 O 0.3955(3) 0.16536(19) 0.5385(2) 0.0610(12) Uani 1 1 d . . . O4 O 0.1686(3) 0.15071(18) 0.4880(2) 0.0550(11) Uani 1 1 d . . . O5 O 0.2312(3) 0.27258(18) 0.4757(2) 0.0516(11) Uani 1 1 d . . . O6 O 0.4285(3) 0.26220(19) 0.4187(2) 0.0582(12) Uani 1 1 d . . . N1 N 0.2797(4) 0.2265(2) 0.2645(3) 0.0526(13) Uani 1 1 d . . . N2 N 0.1002(4) 0.2242(2) 0.3321(2) 0.0470(13) Uani 1 1 d . . . C1 C 0.3730(6) 0.2345(3) 0.2349(4) 0.068(2) Uani 1 1 d . . . H1A H 0.4400 0.2280 0.2688 0.081 Uiso 1 1 calc R . . C2 C 0.3752(7) 0.2516(3) 0.1575(4) 0.075(2) Uani 1 1 d . . . H2A H 0.4423 0.2577 0.1402 0.090 Uiso 1 1 calc R . . C3 C 0.2769(8) 0.2598(3) 0.1054(4) 0.078(2) Uani 1 1 d . . . C4 C 0.1813(6) 0.2501(3) 0.1352(3) 0.0636(19) Uani 1 1 d . . . H4A H 0.1134 0.2538 0.1013 0.076 Uiso 1 1 calc R . . C5 C 0.1846(5) 0.2349(3) 0.2150(3) 0.0506(16) Uani 1 1 d . . . C6 C 0.0835(5) 0.2296(2) 0.2510(3) 0.0465(15) Uani 1 1 d . . . C7 C -0.0224(5) 0.2313(3) 0.2071(3) 0.0574(18) Uani 1 1 d . . . H7A H -0.0323 0.2333 0.1511 0.069 Uiso 1 1 calc R . . C8 C -0.1133(5) 0.2301(3) 0.2448(4) 0.0561(17) Uani 1 1 d . . . C9 C -0.0945(5) 0.2272(3) 0.3277(3) 0.0572(17) Uani 1 1 d . . . H9A H -0.1533 0.2275 0.3560 0.069 Uiso 1 1 calc R . . C10 C 0.0118(5) 0.2238(3) 0.3679(3) 0.0533(17) Uani 1 1 d . . . H10A H 0.0230 0.2211 0.4238 0.064 Uiso 1 1 calc R . . C11 C -0.2285(5) 0.2323(3) 0.1980(4) 0.086(2) Uani 1 1 d . . . H11A H -0.2805 0.2310 0.2347 0.129 Uiso 1 1 calc R . . H11B H -0.2405 0.2005 0.1619 0.129 Uiso 1 1 calc R . . H11C H -0.2384 0.2670 0.1675 0.129 Uiso 1 1 calc R . . C12 C 0.2746(7) 0.2795(4) 0.0196(4) 0.119(3) Uani 1 1 d . . . H12A H 0.3489 0.2839 0.0099 0.179 Uiso 1 1 calc R . . H12B H 0.2366 0.3152 0.0115 0.179 Uiso 1 1 calc R . . H12C H 0.2368 0.2518 -0.0171 0.179 Uiso 1 1 calc R . . C13 C 0.2394(5) 0.0847(3) 0.2786(3) 0.0484(15) Uani 1 1 d . . . C14 C 0.1487(5) 0.0563(3) 0.2214(3) 0.0480(16) Uani 1 1 d . . . C15 C 0.1656(5) 0.0114(3) 0.1717(3) 0.0535(17) Uani 1 1 d . . . H15A H 0.2366 -0.0027 0.1725 0.064 Uiso 1 1 calc R . . C16 C 0.0772(6) -0.0125(3) 0.1208(4) 0.066(2) Uani 1 1 d . . . H16A H 0.0891 -0.0425 0.0873 0.079 Uiso 1 1 calc R . . C17 C -0.0268(6) 0.0073(3) 0.1192(4) 0.072(2) Uani 1 1 d . . . H17A H -0.0856 -0.0095 0.0852 0.087 Uiso 1 1 calc R . . C18 C -0.0458(5) 0.0516(3) 0.1669(4) 0.065(2) Uani 1 1 d . . . H18A H -0.1170 0.0657 0.1647 0.079 Uiso 1 1 calc R . . C19 C 0.0413(5) 0.0752(3) 0.2185(3) 0.0570(17) Uani 1 1 d . . . H19A H 0.0277 0.1047 0.2523 0.068 Uiso 1 1 calc R . . C20 C 0.3488(5) 0.0750(3) 0.2704(3) 0.0574(18) Uani 1 1 d . . . H20A H 0.3629 0.0506 0.2298 0.069 Uiso 1 1 calc R . . C21 C 0.4391(5) 0.1003(3) 0.3208(4) 0.0552(17) Uani 1 1 d . . . C22 C 0.5537(5) 0.0814(3) 0.3142(4) 0.0574(18) Uani 1 1 d . . . C23 C 0.6408(6) 0.1159(4) 0.3427(5) 0.087(2) Uani 1 1 d . . . H23A H 0.6277 0.1512 0.3639 0.104 Uiso 1 1 calc R . . C24 C 0.7474(6) 0.0995(5) 0.3404(6) 0.112(3) Uani 1 1 d . . . H24A H 0.8057 0.1233 0.3614 0.135 Uiso 1 1 calc R . . C25 C 0.7685(7) 0.0491(5) 0.3080(6) 0.096(3) Uani 1 1 d . . . H25A H 0.8411 0.0381 0.3070 0.116 Uiso 1 1 calc R . . C26 C 0.6840(7) 0.0150(4) 0.2772(5) 0.095(3) Uani 1 1 d . . . H26A H 0.6979 -0.0194 0.2537 0.114 Uiso 1 1 calc R . . C27 C 0.5771(6) 0.0308(4) 0.2804(4) 0.078(2) Uani 1 1 d . . . H27A H 0.5193 0.0067 0.2592 0.094 Uiso 1 1 calc R . . C28 C 0.3743(5) 0.1394(3) 0.6006(4) 0.0583(18) Uani 1 1 d . . . C29 C 0.4705(5) 0.1285(3) 0.6667(4) 0.0567(17) Uani 1 1 d . . . C30 C 0.5733(6) 0.1224(3) 0.6471(4) 0.077(2) Uani 1 1 d . . . H30A H 0.5826 0.1236 0.5934 0.092 Uiso 1 1 calc R . . C31 C 0.6643(6) 0.1143(4) 0.7081(6) 0.091(3) Uani 1 1 d . . . H31A H 0.7343 0.1085 0.6955 0.109 Uiso 1 1 calc R . . C32 C 0.6489(7) 0.1151(3) 0.7866(5) 0.093(3) Uani 1 1 d . . . H32A H 0.7101 0.1115 0.8274 0.111 Uiso 1 1 calc R . . C33 C 0.5485(7) 0.1209(3) 0.8069(4) 0.087(3) Uani 1 1 d . . . H33A H 0.5395 0.1204 0.8607 0.104 Uiso 1 1 calc R . . C34 C 0.4597(6) 0.1274(3) 0.7464(4) 0.073(2) Uani 1 1 d . . . H34A H 0.3896 0.1312 0.7598 0.088 Uiso 1 1 calc R . . C35 C 0.2707(5) 0.1214(3) 0.6120(4) 0.071(2) Uani 1 1 d . . . H35A H 0.2654 0.1044 0.6612 0.086 Uiso 1 1 calc R . . C36 C 0.1742(5) 0.1266(3) 0.5560(4) 0.0580(18) Uani 1 1 d . . . C37 C 0.0708(5) 0.1012(3) 0.5747(4) 0.0550(17) Uani 1 1 d . . . C38 C 0.0532(6) 0.0936(4) 0.6538(4) 0.092(3) Uani 1 1 d . . . H38A H 0.1046 0.1072 0.6968 0.110 Uiso 1 1 calc R . . C39 C -0.0400(7) 0.0662(4) 0.6678(5) 0.106(3) Uani 1 1 d . . . H39A H -0.0519 0.0614 0.7206 0.127 Uiso 1 1 calc R . . C40 C -0.1148(7) 0.0459(4) 0.6061(6) 0.109(3) Uani 1 1 d . . . H40A H -0.1769 0.0267 0.6169 0.131 Uiso 1 1 calc R . . C41 C -0.1006(6) 0.0534(4) 0.5293(5) 0.105(3) Uani 1 1 d . . . H41A H -0.1528 0.0399 0.4868 0.126 Uiso 1 1 calc R . . C42 C -0.0072(6) 0.0813(3) 0.5145(4) 0.077(2) Uani 1 1 d . . . H42A H 0.0024 0.0866 0.4613 0.092 Uiso 1 1 calc R . . C43 C 0.2660(4) 0.3215(3) 0.4941(3) 0.0409(15) Uani 1 1 d . . . C44 C 0.1850(5) 0.3614(3) 0.5231(3) 0.0450(15) Uani 1 1 d . . . C45 C 0.0933(4) 0.3393(3) 0.5485(3) 0.0521(16) Uani 1 1 d . . . H45A H 0.0818 0.3002 0.5474 0.063 Uiso 1 1 calc R . . C46 C 0.0183(5) 0.3747(4) 0.5758(4) 0.068(2) Uani 1 1 d . . . H46A H -0.0433 0.3593 0.5932 0.082 Uiso 1 1 calc R . . C47 C 0.0332(6) 0.4315(4) 0.5774(4) 0.081(2) Uani 1 1 d . . . H47A H -0.0173 0.4549 0.5968 0.097 Uiso 1 1 calc R . . C48 C 0.1229(6) 0.4546(3) 0.5505(4) 0.078(2) Uani 1 1 d . . . H48A H 0.1323 0.4938 0.5501 0.093 Uiso 1 1 calc R . . C49 C 0.1991(5) 0.4192(3) 0.5240(4) 0.0615(18) Uani 1 1 d . . . H49A H 0.2606 0.4348 0.5066 0.074 Uiso 1 1 calc R . . C50 C 0.3723(4) 0.3411(3) 0.4886(3) 0.0430(14) Uani 1 1 d . . . H50A H 0.3944 0.3763 0.5108 0.052 Uiso 1 1 calc R . . C51 C 0.4468(4) 0.3100(3) 0.4511(3) 0.0445(14) Uani 1 1 d . . . C52 C 0.5568(4) 0.3363(3) 0.4458(3) 0.0440(15) Uani 1 1 d . . . C53 C 0.6139(5) 0.3696(3) 0.5062(4) 0.0559(17) Uani 1 1 d . . . H53A H 0.5835 0.3776 0.5519 0.067 Uiso 1 1 calc R . . C54 C 0.7160(5) 0.3912(3) 0.4990(4) 0.071(2) Uani 1 1 d . . . H54A H 0.7544 0.4129 0.5408 0.085 Uiso 1 1 calc R . . C55 C 0.7618(5) 0.3813(3) 0.4321(5) 0.076(2) Uani 1 1 d . . . H55A H 0.8305 0.3964 0.4274 0.091 Uiso 1 1 calc R . . C56 C 0.7041(6) 0.3487(3) 0.3718(4) 0.079(2) Uani 1 1 d . . . H56A H 0.7343 0.3417 0.3256 0.095 Uiso 1 1 calc R . . C57 C 0.6030(5) 0.3263(3) 0.3780(4) 0.067(2) Uani 1 1 d . . . H57A H 0.5653 0.3042 0.3362 0.080 Uiso 1 1 calc R . . O1W O 0.5773(12) -0.0041(6) 0.5091(9) 0.289(7) Uani 1 1 d D . . H1W H 0.591(5) 0.0358(10) 0.493(4) 0.080 Uiso 1 1 d D . . H2W H 0.613(5) -0.0370(18) 0.541(3) 0.080 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu 0.04754(17) 0.0522(2) 0.03662(15) -0.00689(19) 0.00957(11) -0.0075(2) O1 0.054(2) 0.048(3) 0.051(2) -0.016(2) 0.012(2) -0.002(2) O2 0.055(3) 0.065(3) 0.057(3) -0.017(2) 0.006(2) 0.001(2) O3 0.055(3) 0.084(4) 0.042(2) 0.002(2) 0.004(2) -0.011(2) O4 0.052(2) 0.071(3) 0.039(2) 0.012(2) -0.0011(19) -0.009(2) O5 0.049(2) 0.053(3) 0.054(2) -0.015(2) 0.0150(19) -0.015(2) O6 0.056(3) 0.061(3) 0.063(3) -0.017(2) 0.024(2) -0.016(2) N1 0.062(3) 0.053(4) 0.045(3) -0.006(3) 0.018(3) -0.006(3) N2 0.060(3) 0.051(4) 0.029(3) -0.006(2) 0.007(2) -0.002(3) C1 0.069(5) 0.084(6) 0.057(4) -0.012(4) 0.030(4) -0.009(4) C2 0.093(6) 0.073(6) 0.073(5) -0.014(4) 0.054(5) -0.025(5) C3 0.114(6) 0.079(6) 0.049(4) -0.003(4) 0.035(5) -0.021(5) C4 0.094(5) 0.059(5) 0.039(4) -0.008(3) 0.015(4) -0.005(4) C5 0.073(5) 0.049(4) 0.031(3) -0.002(3) 0.014(3) 0.001(4) C6 0.069(4) 0.040(4) 0.031(3) -0.003(3) 0.007(3) 0.006(3) C7 0.078(5) 0.059(5) 0.030(3) -0.006(3) -0.003(3) -0.001(4) C8 0.059(4) 0.055(5) 0.050(4) -0.009(3) -0.001(3) -0.001(4) C9 0.057(4) 0.069(5) 0.045(4) 0.001(3) 0.006(3) -0.002(4) C10 0.061(4) 0.074(5) 0.027(3) 0.001(3) 0.010(3) 0.005(4) C11 0.074(5) 0.122(8) 0.055(4) -0.001(4) -0.013(4) 0.000(5) C12 0.176(9) 0.148(9) 0.045(4) 0.018(5) 0.051(5) -0.029(7) C13 0.050(4) 0.048(4) 0.047(4) 0.003(3) 0.008(3) -0.005(3) C14 0.057(4) 0.053(5) 0.034(3) 0.000(3) 0.006(3) -0.010(3) C15 0.050(4) 0.053(5) 0.057(4) -0.001(3) 0.007(3) -0.002(3) C16 0.075(5) 0.070(6) 0.050(4) -0.025(4) 0.007(4) -0.016(4) C17 0.064(5) 0.089(7) 0.059(5) -0.003(4) -0.003(4) -0.020(5) C18 0.051(4) 0.075(6) 0.068(5) 0.001(4) 0.004(4) -0.003(4) C19 0.049(4) 0.064(5) 0.057(4) -0.009(4) 0.006(3) 0.006(4) C20 0.049(4) 0.064(5) 0.060(4) -0.023(4) 0.008(3) 0.002(4) C21 0.046(4) 0.059(5) 0.060(4) 0.009(4) 0.008(3) 0.000(4) C22 0.052(4) 0.063(5) 0.058(4) 0.005(4) 0.010(3) 0.008(4) C23 0.044(4) 0.083(7) 0.129(7) -0.019(5) 0.004(4) -0.007(4) C24 0.044(5) 0.103(9) 0.185(10) 0.005(7) 0.003(5) -0.013(5) C25 0.063(6) 0.108(9) 0.121(7) 0.020(6) 0.026(5) 0.018(6) C26 0.073(6) 0.116(9) 0.098(6) -0.006(6) 0.020(5) 0.030(6) C27 0.062(5) 0.080(7) 0.088(5) -0.011(5) 0.000(4) 0.009(4) C28 0.059(4) 0.064(5) 0.051(4) -0.005(4) 0.007(3) -0.002(4) C29 0.060(4) 0.051(5) 0.054(4) -0.008(3) -0.005(3) 0.008(4) C30 0.067(5) 0.085(6) 0.078(5) -0.008(4) 0.009(4) 0.007(4) C31 0.056(5) 0.105(8) 0.108(7) -0.007(6) 0.004(5) 0.011(5) C32 0.094(7) 0.080(7) 0.087(6) -0.006(5) -0.032(5) 0.016(5) C33 0.100(6) 0.099(7) 0.054(5) -0.004(4) -0.010(5) 0.022(6) C34 0.068(5) 0.092(6) 0.055(4) -0.005(4) -0.004(4) 0.014(4) C35 0.050(4) 0.111(7) 0.051(4) 0.026(4) 0.002(3) -0.006(4) C36 0.060(4) 0.061(5) 0.052(4) -0.002(4) 0.006(3) 0.004(4) C37 0.038(3) 0.066(5) 0.063(4) 0.019(4) 0.012(3) 0.004(3) C38 0.066(5) 0.151(9) 0.060(5) 0.033(5) 0.015(4) -0.010(5) C39 0.070(5) 0.177(10) 0.073(5) 0.055(6) 0.020(5) -0.001(6) C40 0.078(6) 0.130(9) 0.126(8) 0.051(7) 0.032(6) -0.018(6) C41 0.079(6) 0.136(9) 0.100(7) 0.010(6) 0.013(5) -0.038(6) C42 0.065(5) 0.099(7) 0.069(5) 0.006(4) 0.016(4) -0.018(5) C43 0.038(3) 0.055(5) 0.028(3) -0.003(3) -0.001(2) -0.006(3) C44 0.044(4) 0.052(5) 0.035(3) -0.005(3) -0.003(3) -0.002(3) C45 0.038(3) 0.061(5) 0.057(4) 0.004(3) 0.007(3) -0.001(3) C46 0.045(4) 0.085(7) 0.075(5) 0.005(5) 0.012(3) 0.007(4) C47 0.053(5) 0.090(7) 0.099(6) -0.015(5) 0.011(4) 0.020(5) C48 0.067(5) 0.054(5) 0.109(6) -0.020(4) 0.007(4) 0.005(4) C49 0.041(4) 0.073(6) 0.069(4) -0.011(4) 0.004(3) 0.002(4) C50 0.043(3) 0.041(4) 0.044(3) -0.005(3) 0.003(3) -0.007(3) C51 0.047(3) 0.051(4) 0.035(3) 0.001(3) 0.006(2) -0.008(4) C52 0.043(3) 0.046(4) 0.043(3) 0.000(3) 0.008(3) -0.003(3) C53 0.046(4) 0.066(5) 0.056(4) -0.012(4) 0.009(3) 0.003(3) C54 0.044(4) 0.064(5) 0.101(6) -0.019(4) 0.005(4) -0.016(4) C55 0.046(4) 0.083(6) 0.103(6) -0.002(5) 0.020(4) -0.007(4) C56 0.066(5) 0.104(7) 0.077(5) -0.011(5) 0.040(4) -0.015(5) C57 0.053(4) 0.088(6) 0.064(4) -0.012(4) 0.022(3) -0.022(4) O1W 0.48(2) 0.179(12) 0.204(11) 0.039(9) 0.047(18) -0.01(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 Eu O4 2.326(4) . ? Eu O2 2.332(4) . ? Eu O1 2.349(4) . ? Eu O5 2.359(4) . ? Eu O6 2.368(4) . ? Eu O3 2.371(4) . ? Eu N2 2.600(4) . ? Eu N1 2.601(5) . ? O1 C13 1.247(6) . ? O2 C21 1.269(7) . ? O3 C28 1.273(7) . ? O4 C36 1.267(7) . ? O5 C43 1.250(6) . ? O6 C51 1.254(7) . ? N1 C5 1.327(7) . ? N1 C1 1.337(7) . ? N2 C10 1.327(6) . ? N2 C6 1.351(6) . ? C1 C2 1.367(8) . ? C2 C3 1.379(9) . ? C3 C4 1.370(9) . ? C3 C12 1.512(8) . ? C4 C5 1.382(7) . ? C5 C6 1.476(7) . ? C6 C7 1.380(7) . ? C7 C8 1.374(8) . ? C8 C9 1.375(7) . ? C8 C11 1.497(8) . ? C9 C10 1.365(7) . ? C13 C20 1.391(7) . ? C13 C14 1.499(7) . ? C14 C19 1.384(7) . ? C14 C15 1.386(8) . ? C15 C16 1.382(8) . ? C16 C17 1.354(8) . ? C17 C18 1.361(9) . ? C18 C19 1.374(8) . ? C20 C21 1.407(8) . ? C21 C22 1.497(8) . ? C22 C23 1.364(9) . ? C22 C27 1.371(9) . ? C23 C24 1.371(9) . ? C24 C25 1.349(11) . ? C25 C26 1.345(11) . ? C26 C27 1.374(9) . ? C28 C35 1.384(8) . ? C28 C29 1.499(8) . ? C29 C30 1.365(8) . ? C29 C34 1.369(8) . ? C30 C31 1.395(9) . ? C31 C32 1.365(9) . ? C32 C33 1.340(9) . ? C33 C34 1.367(8) . ? C35 C36 1.387(7) . ? C36 C37 1.485(8) . ? C37 C42 1.353(8) . ? C37 C38 1.394(8) . ? C38 C39 1.370(9) . ? C39 C40 1.349(11) . ? C40 C41 1.345(10) . ? C41 C42 1.379(9) . ? C43 C50 1.401(7) . ? C43 C44 1.508(8) . ? C44 C49 1.372(8) . ? C44 C45 1.373(7) . ? C45 C46 1.376(8) . ? C46 C47 1.350(9) . ? C47 C48 1.372(9) . ? C48 C49 1.382(8) . ? C50 C51 1.403(7) . ? C51 C52 1.501(7) . ? C52 C53 1.377(7) . ? C52 C57 1.378(7) . ? C53 C54 1.375(8) . ? C54 C55 1.362(8) . ? C55 C56 1.369(9) . ? C56 C57 1.370(8) . ? 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 Eu O2 121.52(15) . . ? O4 Eu O1 76.48(13) . . ? O2 Eu O1 71.97(13) . . ? O4 Eu O5 79.24(14) . . ? O2 Eu O5 149.46(14) . . ? O1 Eu O5 138.14(13) . . ? O4 Eu O6 141.93(13) . . ? O2 Eu O6 79.45(15) . . ? O1 Eu O6 141.33(13) . . ? O5 Eu O6 71.52(13) . . ? O4 Eu O3 72.90(13) . . ? O2 Eu O3 78.52(14) . . ? O1 Eu O3 115.90(14) . . ? O5 Eu O3 88.19(14) . . ? O6 Eu O3 82.17(14) . . ? O4 Eu N2 78.76(14) . . ? O2 Eu N2 130.92(13) . . ? O1 Eu N2 70.89(14) . . ? O5 Eu N2 71.27(13) . . ? O6 Eu N2 112.84(15) . . ? O3 Eu N2 147.66(13) . . ? O4 Eu N1 136.25(14) . . ? O2 Eu N1 78.82(15) . . ? O1 Eu N1 74.50(14) . . ? O5 Eu N1 101.93(15) . . ? O6 Eu N1 74.84(15) . . ? O3 Eu N1 150.19(15) . . ? N2 Eu N1 61.16(15) . . ? C13 O1 Eu 136.0(4) . . ? C21 O2 Eu 135.8(4) . . ? C28 O3 Eu 134.5(4) . . ? C36 O4 Eu 137.4(4) . . ? C43 O5 Eu 137.7(3) . . ? C51 O6 Eu 136.5(3) . . ? C5 N1 C1 117.6(5) . . ? C5 N1 Eu 122.7(4) . . ? C1 N1 Eu 119.6(4) . . ? C10 N2 C6 117.5(5) . . ? C10 N2 Eu 119.5(3) . . ? C6 N2 Eu 121.4(4) . . ? N1 C1 C2 123.6(7) . . ? C1 C2 C3 119.2(6) . . ? C4 C3 C2 117.1(6) . . ? C4 C3 C12 121.5(8) . . ? C2 C3 C12 121.4(7) . . ? C3 C4 C5 120.8(7) . . ? N1 C5 C4 121.6(6) . . ? N1 C5 C6 116.2(5) . . ? C4 C5 C6 122.2(6) . . ? N2 C6 C7 120.6(5) . . ? N2 C6 C5 115.3(5) . . ? C7 C6 C5 124.0(5) . . ? C8 C7 C6 121.1(5) . . ? C7 C8 C9 117.3(5) . . ? C7 C8 C11 121.7(6) . . ? C9 C8 C11 120.9(6) . . ? C10 C9 C8 119.0(6) . . ? N2 C10 C9 124.2(5) . . ? O1 C13 C20 124.4(5) . . ? O1 C13 C14 116.5(5) . . ? C20 C13 C14 119.1(6) . . ? C19 C14 C15 117.6(5) . . ? C19 C14 C13 118.5(6) . . ? C15 C14 C13 123.9(6) . . ? C16 C15 C14 120.1(6) . . ? C17 C16 C15 120.6(6) . . ? C16 C17 C18 120.6(7) . . ? C17 C18 C19 119.3(6) . . ? C18 C19 C14 121.8(6) . . ? C13 C20 C21 123.0(6) . . ? O2 C21 C20 125.4(6) . . ? O2 C21 C22 115.8(6) . . ? C20 C21 C22 118.8(6) . . ? C23 C22 C27 117.2(7) . . ? C23 C22 C21 119.1(7) . . ? C27 C22 C21 123.7(7) . . ? C22 C23 C24 121.1(8) . . ? C25 C24 C23 120.6(8) . . ? C26 C25 C24 119.5(8) . . ? C25 C26 C27 120.1(9) . . ? C22 C27 C26 121.4(8) . . ? O3 C28 C35 125.6(6) . . ? O3 C28 C29 116.4(6) . . ? C35 C28 C29 118.0(6) . . ? C30 C29 C34 118.8(6) . . ? C30 C29 C28 118.8(6) . . ? C34 C29 C28 122.3(6) . . ? C29 C30 C31 119.6(7) . . ? C32 C31 C30 118.9(7) . . ? C33 C32 C31 122.1(7) . . ? C32 C33 C34 118.3(7) . . ? C33 C34 C29 122.1(7) . . ? C28 C35 C36 125.2(6) . . ? O4 C36 C35 124.1(6) . . ? O4 C36 C37 117.0(5) . . ? C35 C36 C37 118.8(6) . . ? C42 C37 C38 117.7(6) . . ? C42 C37 C36 120.2(6) . . ? C38 C37 C36 122.0(6) . . ? C39 C38 C37 119.6(7) . . ? C40 C39 C38 120.9(7) . . ? C41 C40 C39 120.6(8) . . ? C40 C41 C42 118.9(8) . . ? C37 C42 C41 122.3(7) . . ? O5 C43 C50 124.8(5) . . ? O5 C43 C44 116.0(5) . . ? C50 C43 C44 119.2(5) . . ? C49 C44 C45 118.8(6) . . ? C49 C44 C43 122.2(6) . . ? C45 C44 C43 119.0(6) . . ? C44 C45 C46 120.2(7) . . ? C47 C46 C45 120.8(7) . . ? C46 C47 C48 120.0(7) . . ? C47 C48 C49 119.5(7) . . ? C44 C49 C48 120.7(6) . . ? C43 C50 C51 122.9(5) . . ? O6 C51 C50 125.6(5) . . ? O6 C51 C52 116.2(5) . . ? C50 C51 C52 118.2(6) . . ? C53 C52 C57 118.5(5) . . ? C53 C52 C51 122.8(5) . . ? C57 C52 C51 118.7(5) . . ? C54 C53 C52 120.2(6) . . ? C55 C54 C53 121.4(6) . . ? C54 C55 C56 118.2(6) . . ? C55 C56 C57 121.5(6) . . ? C56 C57 C52 120.2(6) . . ? _refine_diff_density_max 0.726 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.092