Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _publ_contact_author_name 'ProfD Wei Haung' _publ_contact_author_address ; Institute of Advanced Materials Fudan University 220 Handan Road Shanghai 200433 CHINA ; _publ_contact_author_email WEI-HUANG@FUDAN.EDU.CN _publ_section_title ; An efficient electroluminescent (2,2 -bipyridine mono N-oxide) Europium(III) b-Diketonate Complex ; loop_ _publ_author_name 'wei haung' 'Jun-feng Fang' 'Dong-ge Ma' 'Jie Ru' 'Li-hong Wang' ; Xu-hui Zhu ; data_f31021c _database_code_depnum_ccdc_archive 'CCDC 238537' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H20 Eu F9 N2 O7 S3' _chemical_formula_weight 987.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.313(6) _cell_length_b 35.182(19) _cell_length_c 10.313(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.782(5) _cell_angle_gamma 90.00 _cell_volume 3740(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 930 _cell_measurement_theta_min 2.315 _cell_measurement_theta_max 22.763 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 1.939 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6977 _exptl_absorpt_correction_T_max 0.9093 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 6.09 _diffrn_reflns_number 15579 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0682 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6579 _reflns_number_gt 4900 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0464P)^2^+24.5187P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6579 _refine_ls_number_parameters 506 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1138 _refine_ls_R_factor_gt 0.0824 _refine_ls_wR_factor_ref 0.1732 _refine_ls_wR_factor_gt 0.1622 _refine_ls_goodness_of_fit_ref 1.170 _refine_ls_restrained_S_all 1.184 _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 0.48323(5) 0.140813(15) 0.84132(5) 0.04694(19) Uani 1 1 d . . . S1 S 0.8262(4) 0.09358(16) 1.1627(4) 0.1058(15) Uani 1 1 d . . . S2 S 0.3384(5) -0.00572(15) 1.1276(6) 0.081(2) Uani 0.552(14) 1 d P A 1 S2' S 0.4835(7) 0.04966(18) 1.2150(6) 0.088(3) Uani 0.448(14) 1 d P A 2 S3 S 0.1473(3) 0.19836(11) 0.5317(3) 0.0698(9) Uani 1 1 d . . . N1 N 0.4309(10) 0.1623(3) 1.1412(9) 0.060(2) Uani 1 1 d . . . N2 N 0.2397(8) 0.1493(2) 0.9245(8) 0.048(2) Uani 1 1 d . . . O1 O 0.6840(7) 0.1200(2) 0.9383(7) 0.060(2) Uani 1 1 d . . . O2 O 0.6223(7) 0.1216(3) 0.6734(7) 0.067(2) Uani 1 1 d . . . O3 O 0.4451(7) 0.0897(2) 0.9838(7) 0.0582(19) Uani 1 1 d . . . O4 O 0.3589(7) 0.0942(2) 0.7275(7) 0.060(2) Uani 1 1 d . . . O5 O 0.3738(6) 0.1798(2) 0.6889(7) 0.0538(19) Uani 1 1 d . . . O6 O 0.6118(7) 0.1959(2) 0.8018(8) 0.070(2) Uani 1 1 d . . . O7 O 0.4723(7) 0.1767(2) 1.0305(7) 0.0554(18) Uani 1 1 d . . . C1 C 0.7798(10) 0.1019(3) 0.9067(11) 0.053(3) Uani 1 1 d . . . C2 C 0.8659(10) 0.0862(3) 1.0078(11) 0.058(3) Uani 1 1 d . . . C3 C 0.9860(10) 0.0647(3) 0.9960(11) 0.060(3) Uani 1 1 d . . . H3 H 1.0258 0.0578 0.9197 0.072 Uiso 1 1 calc R . . C4 C 1.0298(14) 0.0563(5) 1.1251(16) 0.112(6) Uani 1 1 d . . . H4 H 1.1058 0.0428 1.1429 0.135 Uiso 1 1 calc R . . C5 C 0.9548(14) 0.0692(6) 1.2191(15) 0.115(7) Uani 1 1 d . . . H5 H 0.9724 0.0649 1.3069 0.138 Uiso 1 1 calc R . . C6 C 0.8091(11) 0.0954(4) 0.7743(12) 0.069(3) Uani 1 1 d . . . H6 H 0.8851 0.0824 0.7567 0.083 Uiso 1 1 calc R . . C7 C 0.7324(12) 0.1071(4) 0.6719(11) 0.069(3) Uani 1 1 d . . . C8 C 0.7777(14) 0.1098(13) 0.523(2) 0.23(2) Uani 1 1 d . . . C9 C 0.3884(10) 0.0582(3) 0.9825(12) 0.054(3) Uani 1 1 d . A . C10 C 0.4012(11) 0.0356(3) 1.1012(12) 0.062(3) Uani 1 1 d . . . C11 C 0.4835(7) 0.04966(18) 1.2150(6) 0.088(3) Uani 0.552(14) 1 d P A 1 H11 H 0.5311 0.0720 1.2244 0.106 Uiso 0.552(14) 1 calc PR A 1 C11' C 0.3384(5) -0.00572(15) 1.1276(6) 0.081(2) Uani 0.448(14) 1 d P A 2 H11' H 0.2852 -0.0212 1.0759 0.097 Uiso 0.448(14) 1 calc PR A 2 C12 C 0.4668(19) 0.0173(5) 1.3093(15) 0.108(6) Uani 1 1 d . . . H12 H 0.5049 0.0173 1.3923 0.129 Uiso 1 1 calc R A 1 C13 C 0.3949(19) -0.0110(5) 1.2658(19) 0.119(7) Uani 1 1 d . A . H13 H 0.3792 -0.0326 1.3149 0.143 Uiso 1 1 calc R B 1 C14 C 0.3136(11) 0.0453(3) 0.8761(13) 0.066(3) Uani 1 1 d . . . H14 H 0.2655 0.0232 0.8859 0.079 Uiso 1 1 calc R A . C15 C 0.3067(11) 0.0632(3) 0.7587(12) 0.057(3) Uani 1 1 d . A . C16 C 0.2267(16) 0.0483(5) 0.645(2) 0.098(5) Uani 1 1 d . . . C17 C 0.3970(9) 0.2073(3) 0.6164(10) 0.042(2) Uani 1 1 d . . . C18 C 0.2954(10) 0.2186(3) 0.5212(10) 0.048(3) Uani 1 1 d . . . C19 C 0.3022(10) 0.2442(3) 0.4140(10) 0.047(3) Uani 1 1 d . . . H19 H 0.3748 0.2578 0.3898 0.057 Uiso 1 1 calc R . . C20 C 0.1793(16) 0.2450(4) 0.3519(13) 0.082(4) Uani 1 1 d . . . H20 H 0.1613 0.2600 0.2793 0.098 Uiso 1 1 calc R . . C21 C 0.0898(13) 0.2227(4) 0.4039(12) 0.072(4) Uani 1 1 d . . . H21 H 0.0046 0.2209 0.3722 0.087 Uiso 1 1 calc R . . C22 C 0.5147(9) 0.2281(3) 0.6209(9) 0.050(3) Uani 1 1 d . . . H22 H 0.5281 0.2468 0.5592 0.061 Uiso 1 1 calc R . . C23 C 0.6100(9) 0.2211(3) 0.7147(11) 0.051(3) Uani 1 1 d . . . C24 C 0.7341(12) 0.2448(5) 0.7116(15) 0.080(4) Uani 1 1 d . . . C25 C 0.5170(14) 0.1591(4) 1.2423(13) 0.076(4) Uani 1 1 d . . . H25 H 0.6029 0.1663 1.2325 0.091 Uiso 1 1 calc R . . C26 C 0.4786(19) 0.1455(4) 1.3574(14) 0.093(5) Uani 1 1 d . . . H26 H 0.5384 0.1433 1.4263 0.112 Uiso 1 1 calc R . . C27 C 0.354(2) 0.1352(4) 1.3732(14) 0.095(5) Uani 1 1 d . . . H27 H 0.3276 0.1258 1.4526 0.114 Uiso 1 1 calc R . . C28 C 0.2672(15) 0.1386(4) 1.2720(12) 0.079(4) Uani 1 1 d . . . H28 H 0.1816 0.1313 1.2830 0.094 Uiso 1 1 calc R . . C29 C 0.3026(12) 0.1528(3) 1.1523(11) 0.061(3) Uani 1 1 d . . . C30 C 0.2088(11) 0.1587(3) 1.0450(11) 0.058(3) Uani 1 1 d . . . C31 C 0.0858(13) 0.1723(4) 1.0745(13) 0.072(4) Uani 1 1 d . . . H31 H 0.0667 0.1792 1.1589 0.087 Uiso 1 1 calc R . . C32 C -0.0060(11) 0.1753(4) 0.9759(14) 0.071(3) Uani 1 1 d . . . H32 H -0.0883 0.1845 0.9927 0.085 Uiso 1 1 calc R . . C33 C 0.0234(11) 0.1648(3) 0.8542(13) 0.063(3) Uani 1 1 d . . . H33 H -0.0374 0.1666 0.7859 0.076 Uiso 1 1 calc R . . C34 C 0.1461(10) 0.1514(3) 0.8351(11) 0.053(3) Uani 1 1 d . . . H34 H 0.1649 0.1432 0.7521 0.063 Uiso 1 1 calc R . . F1 F 0.7031(13) 0.0833(4) 0.4641(9) 0.160(5) Uani 1 1 d . . . F2 F 0.830(3) 0.1269(8) 0.4928(18) 0.40(2) Uani 1 1 d . . . F3 F 0.8734(18) 0.0761(6) 0.5330(15) 0.220(6) Uani 1 1 d U . . F4 F 0.1368(14) 0.0682(5) 0.6081(17) 0.252(11) Uani 1 1 d . A . F5 F 0.2807(13) 0.0417(5) 0.5446(11) 0.185(7) Uani 1 1 d . A . F6 F 0.1655(15) 0.0166(4) 0.6739(13) 0.194(5) Uani 1 1 d U A . F7 F 0.7365(7) 0.2714(3) 0.6271(10) 0.121(4) Uani 1 1 d . . . F8 F 0.7499(13) 0.2629(4) 0.8236(13) 0.186(7) Uani 1 1 d . . . F9 F 0.8359(8) 0.2248(3) 0.7013(17) 0.190(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0465(3) 0.0469(3) 0.0472(3) 0.0078(3) -0.0026(2) 0.0000(3) S1 0.075(2) 0.175(5) 0.068(2) 0.026(3) 0.0108(19) 0.034(3) S2 0.084(4) 0.061(3) 0.099(5) 0.006(3) 0.013(3) 0.001(3) S2' 0.131(6) 0.070(4) 0.064(4) 0.015(3) -0.003(4) 0.007(4) S3 0.0509(17) 0.099(3) 0.0589(19) 0.0098(17) -0.0064(14) 0.0019(17) N1 0.079(7) 0.048(6) 0.053(6) -0.011(5) -0.004(5) 0.002(5) N2 0.052(5) 0.041(5) 0.051(5) 0.000(4) 0.007(4) 0.002(4) O1 0.051(4) 0.079(5) 0.050(4) 0.000(4) -0.003(4) 0.017(4) O2 0.056(5) 0.102(6) 0.044(5) 0.000(4) 0.000(4) 0.007(5) O3 0.068(5) 0.039(4) 0.068(5) 0.008(3) 0.000(4) -0.003(4) O4 0.057(5) 0.059(5) 0.063(5) -0.004(4) -0.001(4) 0.004(4) O5 0.052(4) 0.054(5) 0.055(5) 0.018(4) -0.014(3) -0.013(3) O6 0.063(5) 0.068(5) 0.079(6) 0.028(5) -0.028(4) -0.018(4) O7 0.059(5) 0.044(4) 0.062(5) -0.001(4) -0.003(4) -0.002(4) C1 0.046(6) 0.062(7) 0.052(7) 0.003(5) 0.002(5) -0.004(5) C2 0.048(6) 0.068(8) 0.057(7) 0.004(6) 0.002(5) 0.003(6) C3 0.046(6) 0.092(9) 0.043(6) 0.012(6) -0.001(5) 0.019(6) C4 0.065(10) 0.159(17) 0.114(14) 0.024(12) 0.014(9) 0.050(10) C5 0.078(10) 0.195(19) 0.071(10) 0.047(11) -0.003(8) 0.054(11) C6 0.048(7) 0.095(10) 0.064(8) -0.008(7) 0.010(6) 0.018(6) C7 0.053(7) 0.104(11) 0.052(7) -0.003(7) 0.002(6) 0.005(7) C8 0.018(7) 0.54(6) 0.13(2) -0.17(3) -0.009(9) 0.064(16) C9 0.050(6) 0.043(6) 0.070(8) -0.003(6) 0.019(6) 0.008(5) C10 0.067(7) 0.043(6) 0.077(9) 0.017(6) 0.028(7) 0.016(6) C11 0.131(6) 0.070(4) 0.064(4) 0.015(3) -0.003(4) 0.007(4) C11' 0.084(4) 0.061(3) 0.099(5) 0.006(3) 0.013(3) 0.001(3) C12 0.154(17) 0.107(14) 0.061(10) 0.022(9) 0.007(10) 0.016(12) C13 0.144(17) 0.090(13) 0.125(16) 0.055(12) 0.042(13) 0.004(12) C14 0.060(7) 0.050(7) 0.089(10) 0.001(7) 0.021(7) -0.008(6) C15 0.055(7) 0.044(7) 0.072(8) -0.011(6) 0.010(6) 0.000(5) C16 0.071(10) 0.084(11) 0.138(16) -0.041(11) -0.002(10) -0.029(9) C17 0.039(5) 0.031(5) 0.056(6) 0.004(5) -0.004(5) 0.000(4) C18 0.050(6) 0.050(6) 0.043(6) 0.001(5) -0.011(5) 0.008(5) C19 0.044(6) 0.044(6) 0.052(6) 0.009(5) -0.014(5) 0.003(5) C20 0.125(12) 0.051(8) 0.069(9) 0.017(6) -0.019(9) 0.019(8) C21 0.069(8) 0.092(10) 0.055(8) -0.007(7) -0.021(6) 0.022(8) C22 0.048(6) 0.057(7) 0.045(6) 0.020(5) -0.008(5) -0.006(5) C23 0.041(6) 0.038(6) 0.074(8) 0.000(5) -0.001(5) 0.006(5) C24 0.047(8) 0.104(12) 0.086(10) 0.026(9) -0.013(7) -0.016(8) C25 0.089(9) 0.071(9) 0.067(9) -0.023(7) -0.025(8) 0.010(7) C26 0.141(15) 0.083(10) 0.055(9) 0.001(8) -0.007(9) 0.046(11) C27 0.147(16) 0.080(11) 0.059(9) -0.008(7) 0.027(10) 0.024(11) C28 0.112(11) 0.081(9) 0.043(7) -0.002(7) 0.005(7) 0.008(8) C29 0.070(8) 0.056(7) 0.057(8) -0.010(5) 0.012(6) 0.005(6) C30 0.069(8) 0.056(7) 0.050(7) 0.004(5) -0.002(6) 0.000(6) C31 0.081(9) 0.076(9) 0.062(8) -0.015(7) 0.027(7) 0.010(7) C32 0.046(7) 0.084(9) 0.083(10) 0.007(8) 0.010(7) 0.010(6) C33 0.048(7) 0.059(7) 0.083(9) 0.000(6) -0.010(6) 0.001(5) C34 0.050(6) 0.041(6) 0.067(7) 0.005(5) -0.002(6) -0.006(5) F1 0.184(11) 0.217(13) 0.078(7) -0.043(7) -0.019(7) 0.066(10) F2 0.62(5) 0.44(3) 0.161(14) -0.142(18) 0.26(2) -0.39(4) F3 0.212(10) 0.269(11) 0.181(9) -0.008(8) 0.024(8) 0.037(9) F4 0.159(11) 0.28(2) 0.31(2) -0.166(16) -0.170(13) 0.105(13) F5 0.186(12) 0.281(17) 0.087(7) -0.103(10) 0.013(8) -0.060(11) F6 0.226(9) 0.185(9) 0.167(8) -0.001(7) -0.052(7) -0.079(8) F7 0.072(5) 0.110(7) 0.179(10) 0.075(7) -0.014(6) -0.037(5) F8 0.181(12) 0.231(15) 0.144(11) 0.003(10) -0.018(9) -0.147(12) F9 0.040(5) 0.133(9) 0.40(2) 0.098(12) 0.007(8) 0.006(5) _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 O7 2.330(7) . ? Eu1 O5 2.349(7) . ? Eu1 O3 2.362(7) . ? Eu1 O4 2.370(8) . ? Eu1 O2 2.381(8) . ? Eu1 O1 2.387(7) . ? Eu1 O6 2.392(7) . ? Eu1 N2 2.695(8) . ? S1 C5 1.670(13) . ? S1 C2 1.682(12) . ? S2 C13 1.53(2) . ? S2 C10 1.618(12) . ? S2' C10 1.511(14) . ? S2' C12 1.512(17) . ? S3 C21 1.665(12) . ? S3 C18 1.692(11) . ? N1 O7 1.332(11) . ? N1 C25 1.353(14) . ? N1 C29 1.373(15) . ? N2 C34 1.316(13) . ? N2 C30 1.335(13) . ? O1 C1 1.228(12) . ? O2 C7 1.246(13) . ? O3 C9 1.253(12) . ? O4 C15 1.264(13) . ? O5 C17 1.250(11) . ? O6 C23 1.262(12) . ? C1 C6 1.427(15) . ? C1 C2 1.456(15) . ? C2 C3 1.460(14) . ? C3 C4 1.423(18) . ? C3 H3 0.9300 . ? C4 C5 1.34(2) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.363(16) . ? C6 H6 0.9300 . ? C7 C8 1.62(3) . ? C8 F2 0.87(4) . ? C8 F1 1.34(3) . ? C8 F3 1.54(4) . ? C9 C14 1.397(16) . ? C9 C10 1.463(15) . ? C12 C13 1.31(2) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.363(17) . ? C14 H14 0.9300 . ? C15 C16 1.504(19) . ? C16 F4 1.21(2) . ? C16 F5 1.216(19) . ? C16 F6 1.320(19) . ? C17 C22 1.417(13) . ? C17 C18 1.468(13) . ? C18 C19 1.430(14) . ? C19 C20 1.402(17) . ? C19 H19 0.9300 . ? C20 C21 1.336(18) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.379(13) . ? C22 H22 0.9300 . ? C23 C24 1.527(16) . ? C24 F9 1.270(17) . ? C24 F7 1.280(15) . ? C24 F8 1.326(18) . ? C25 C26 1.350(19) . ? C25 H25 0.9300 . ? C26 C27 1.35(2) . ? C26 H26 0.9300 . ? C27 C28 1.36(2) . ? C27 H27 0.9300 . ? C28 C29 1.391(16) . ? C28 H28 0.9300 . ? C29 C30 1.462(16) . ? C30 C31 1.399(16) . ? C31 C32 1.371(17) . ? C31 H31 0.9300 . ? C32 C33 1.352(16) . ? C32 H32 0.9300 . ? C33 C34 1.370(15) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Eu1 O5 102.0(3) . . ? O7 Eu1 O3 83.0(3) . . ? O5 Eu1 O3 140.8(2) . . ? O7 Eu1 O4 138.6(3) . . ? O5 Eu1 O4 80.3(3) . . ? O3 Eu1 O4 71.6(3) . . ? O7 Eu1 O2 144.0(3) . . ? O5 Eu1 O2 88.1(3) . . ? O3 Eu1 O2 110.6(3) . . ? O4 Eu1 O2 76.8(3) . . ? O7 Eu1 O1 83.1(3) . . ? O5 Eu1 O1 148.5(3) . . ? O3 Eu1 O1 70.4(3) . . ? O4 Eu1 O1 116.4(3) . . ? O2 Eu1 O1 71.5(3) . . ? O7 Eu1 O6 75.2(3) . . ? O5 Eu1 O6 70.7(2) . . ? O3 Eu1 O6 145.8(2) . . ? O4 Eu1 O6 140.4(3) . . ? O2 Eu1 O6 75.9(3) . . ? O1 Eu1 O6 80.9(3) . . ? O7 Eu1 N2 66.7(3) . . ? O5 Eu1 N2 73.5(2) . . ? O3 Eu1 N2 73.2(2) . . ? O4 Eu1 N2 74.9(3) . . ? O2 Eu1 N2 148.3(3) . . ? O1 Eu1 N2 134.9(3) . . ? O6 Eu1 N2 119.4(3) . . ? C5 S1 C2 92.1(7) . . ? C13 S2 C10 97.0(9) . . ? C10 S2' C12 100.4(10) . . ? C21 S3 C18 91.9(6) . . ? O7 N1 C25 118.2(11) . . ? O7 N1 C29 120.0(9) . . ? C25 N1 C29 121.7(11) . . ? C34 N2 C30 116.5(10) . . ? C34 N2 Eu1 117.0(7) . . ? C30 N2 Eu1 125.2(7) . . ? C1 O1 Eu1 138.0(7) . . ? C7 O2 Eu1 134.1(7) . . ? C9 O3 Eu1 138.8(8) . . ? C15 O4 Eu1 134.4(8) . . ? C17 O5 Eu1 139.1(6) . . ? C23 O6 Eu1 134.0(7) . . ? N1 O7 Eu1 122.4(6) . . ? O1 C1 C6 122.2(10) . . ? O1 C1 C2 119.0(10) . . ? C6 C1 C2 118.8(10) . . ? C1 C2 C3 129.5(10) . . ? C1 C2 S1 117.4(8) . . ? C3 C2 S1 113.1(8) . . ? C4 C3 C2 105.9(10) . . ? C4 C3 H3 127.0 . . ? C2 C3 H3 127.0 . . ? C5 C4 C3 115.7(12) . . ? C5 C4 H4 122.1 . . ? C3 C4 H4 122.1 . . ? C4 C5 S1 113.1(11) . . ? C4 C5 H5 123.5 . . ? S1 C5 H5 123.5 . . ? C7 C6 C1 124.0(11) . . ? C7 C6 H6 118.0 . . ? C1 C6 H6 118.0 . . ? O2 C7 C6 128.4(11) . . ? O2 C7 C8 106.1(12) . . ? C6 C7 C8 125.1(12) . . ? F2 C8 F1 132(3) . . ? F2 C8 F3 99(3) . . ? F1 C8 F3 82(3) . . ? F2 C8 C7 125(3) . . ? F1 C8 C7 102(2) . . ? F3 C8 C7 95(2) . . ? O3 C9 C14 122.8(11) . . ? O3 C9 C10 116.2(11) . . ? C14 C9 C10 120.9(11) . . ? C9 C10 S2' 120.4(9) . . ? C9 C10 S2 127.1(11) . . ? S2' C10 S2 112.4(8) . . ? C13 C12 S2' 115.2(14) . . ? C13 C12 H12 122.4 . . ? S2' C12 H12 122.4 . . ? C12 C13 S2 115.0(13) . . ? C12 C13 H13 122.5 . . ? S2 C13 H13 122.5 . . ? C15 C14 C9 124.0(11) . . ? C15 C14 H14 118.0 . . ? C9 C14 H14 118.0 . . ? O4 C15 C14 127.9(11) . . ? O4 C15 C16 109.2(12) . . ? C14 C15 C16 122.9(12) . . ? F4 C16 F5 102(2) . . ? F4 C16 F6 101.1(16) . . ? F5 C16 F6 105.3(15) . . ? F4 C16 C15 116.1(14) . . ? F5 C16 C15 118.4(14) . . ? F6 C16 C15 112.0(17) . . ? O5 C17 C22 124.0(9) . . ? O5 C17 C18 117.6(9) . . ? C22 C17 C18 118.4(9) . . ? C19 C18 C17 129.5(9) . . ? C19 C18 S3 112.4(7) . . ? C17 C18 S3 118.0(8) . . ? C20 C19 C18 107.5(10) . . ? C20 C19 H19 126.3 . . ? C18 C19 H19 126.3 . . ? C21 C20 C19 115.5(11) . . ? C21 C20 H20 122.2 . . ? C19 C20 H20 122.2 . . ? C20 C21 S3 112.7(10) . . ? C20 C21 H21 123.6 . . ? S3 C21 H21 123.6 . . ? C23 C22 C17 121.5(9) . . ? C23 C22 H22 119.2 . . ? C17 C22 H22 119.2 . . ? O6 C23 C22 128.2(10) . . ? O6 C23 C24 113.8(10) . . ? C22 C23 C24 117.9(10) . . ? F9 C24 F7 108.3(13) . . ? F9 C24 F8 105.1(13) . . ? F7 C24 F8 103.7(15) . . ? F9 C24 C23 113.4(13) . . ? F7 C24 C23 116.5(11) . . ? F8 C24 C23 108.9(12) . . ? C26 C25 N1 120.2(15) . . ? C26 C25 H25 119.9 . . ? N1 C25 H25 119.9 . . ? C25 C26 C27 120.5(15) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C28 119.2(15) . . ? C26 C27 H27 120.4 . . ? C28 C27 H27 120.4 . . ? C27 C28 C29 121.9(15) . . ? C27 C28 H28 119.0 . . ? C29 C28 H28 119.0 . . ? N1 C29 C28 116.3(12) . . ? N1 C29 C30 121.3(11) . . ? C28 C29 C30 122.4(12) . . ? N2 C30 C31 122.1(11) . . ? N2 C30 C29 119.9(10) . . ? C31 C30 C29 117.9(11) . . ? C32 C31 C30 118.3(11) . . ? C32 C31 H31 120.8 . . ? C30 C31 H31 120.8 . . ? C33 C32 C31 119.9(11) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C32 C33 C34 117.5(11) . . ? C32 C33 H33 121.3 . . ? C34 C33 H33 121.3 . . ? N2 C34 C33 125.5(11) . . ? N2 C34 H34 117.3 . . ? C33 C34 H34 117.3 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.071 _refine_diff_density_min -1.845 _refine_diff_density_rms 0.116