####################################################################### # # 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_eu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Eu (H2 O)5 (C8 H5 N O4) 0.5(C8 H4 O4), 3H2 O' _chemical_formula_sum 'C12 H23 Eu N O14' _chemical_formula_weight 557.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2yc' 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 10.2389(7) _cell_length_b 10.3829(6) _cell_length_c 17.8300(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.856(5) _cell_angle_gamma 90.00 _cell_volume 1877.71(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2875 _cell_measurement_theta_min 3.0220 _cell_measurement_theta_max 27.4942 _exptl_crystal_description plate _exptl_crystal_colour gray _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.971 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 3.414 _exptl_absorpt_correction_T_min 0.4274 _exptl_absorpt_correction_T_max 0.8478 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlis PRO (Agilent, 2013)' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator Mirror _diffrn_measurement_device_type 'Agilent Technologies SuperNova Dual diffractometer with Atlas detector' _diffrn_detector_area_resol_mean 10.4041 _diffrn_measurement_method '\w scan' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9623 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4327 _reflns_number_gt 3305 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrysAlis PRO (Agilent, 2013)' _computing_cell_refinement 'CrysAlis PRO (Agilent, 2013)' _computing_data_reduction 'CrysAlis PRO (Agilent, 2013)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour, 2001)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0586P)^2^+49.9113P] 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 4327 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1613 _refine_ls_wR_factor_gt 0.1365 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.53096(4) 0.44911(4) 0.17642(2) 0.01290(15) Uani 1 1 d . . . O1 O 0.6340(6) 0.5584(6) 0.2956(3) 0.0164(12) Uani 1 1 d . . . O2 O 0.5649(7) 0.3605(6) 0.3062(3) 0.0186(13) Uani 1 1 d . . . O3 O 0.6081(7) 0.1451(6) 0.5582(3) 0.0181(13) Uani 1 1 d . . . O4 O 0.5958(6) 0.2717(6) 0.6562(3) 0.0180(13) Uani 1 1 d . . . O5 O -0.0325(8) 0.2577(7) 0.1387(4) 0.0282(16) Uani 1 1 d . . . O6 O 0.0103(7) 0.0751(7) 0.2026(4) 0.0255(15) Uani 1 1 d . . . O1w O 0.3611(7) 0.4914(7) 0.0676(3) 0.0225(14) Uani 1 1 d . . . H1w1 H 0.3459 0.5709 0.0645 0.034 Uiso 1 1 d R . . H1w2 H 0.2915 0.4521 0.0736 0.034 Uiso 1 1 d R . . O2w O 0.3633(6) 0.5704(6) 0.2262(3) 0.0176(13) Uani 1 1 d . . . H2w1 H 0.3046 0.5916 0.1907 0.026 Uiso 1 1 d R . . H2w2 H 0.3967 0.6369 0.2478 0.026 Uiso 1 1 d R . . O3w O 0.5755(6) 0.6613(6) 0.1397(3) 0.0168(12) Uani 1 1 d . . . H3w1 H 0.6563 0.6768 0.1512 0.025 Uiso 1 1 d R . . H3w2 H 0.5316 0.7135 0.1622 0.025 Uiso 1 1 d R . . O4w O 0.7799(6) 0.4468(7) 0.1917(4) 0.0226(14) Uani 1 1 d . . . H4w1 H 0.8050 0.4424 0.1488 0.034 Uiso 1 1 d R . . H4w2 H 0.8092 0.5145 0.2136 0.034 Uiso 1 1 d R . . O5w O 0.3388(6) 0.3142(6) 0.1861(3) 0.0185(13) Uani 1 1 d . . . H5w1 H 0.2876 0.3528 0.2116 0.028 Uiso 1 1 d R . . H5w2 H 0.3632 0.2446 0.2075 0.028 Uiso 1 1 d R . . O6w O 0.1053(9) 0.6473(8) 0.1714(5) 0.046(2) Uani 1 1 d . . . H6w1 H 0.0637 0.6282 0.2073 0.069 Uiso 1 1 d R . . H6w2 H 0.0740 0.6064 0.1324 0.069 Uiso 1 1 d R . . O7w O 0.0850(8) 0.4490(8) 0.0611(5) 0.041(2) Uani 1 1 d . . . H7w1 H 0.0499 0.3877 0.0817 0.061 Uiso 1 1 d R . . H7w2 H 0.0369 0.4707 0.0212 0.061 Uiso 1 1 d R . . O8w O 0.8748(7) 0.6485(7) 0.7289(4) 0.0263(15) Uani 1 1 d . . . H8w1 H 0.9017 0.5720 0.7322 0.039 Uiso 1 1 d R . . H8w2 H 0.9379 0.6980 0.7439 0.039 Uiso 1 1 d R . . N1 N 0.7582(8) 0.7117(7) 0.5699(4) 0.0171(15) Uani 1 1 d . . . H11 H 0.7708 0.7794 0.5421 0.021 Uiso 1 1 calc R . . H12 H 0.7735 0.7169 0.6196 0.021 Uiso 1 1 calc R . . C1 C 0.6139(8) 0.4631(8) 0.3371(4) 0.0130(16) Uani 1 1 d . . . C2 C 0.6433(8) 0.4712(9) 0.4214(5) 0.0151(17) Uani 1 1 d . . . C3 C 0.6898(9) 0.5876(9) 0.4561(4) 0.0152(17) Uani 1 1 d . . . H3 H 0.7048 0.6606 0.4263 0.018 Uiso 1 1 calc R . . C4 C 0.7133(8) 0.5940(9) 0.5346(5) 0.0157(17) Uani 1 1 d . . . C5 C 0.6884(9) 0.4874(8) 0.5779(4) 0.0143(17) Uani 1 1 d . . . H5 H 0.6993 0.4938 0.6315 0.017 Uiso 1 1 calc R . . C6 C 0.6481(8) 0.3725(8) 0.5433(5) 0.0137(16) Uani 1 1 d . . . C7 C 0.6268(9) 0.3624(9) 0.4645(5) 0.0164(17) Uani 1 1 d . . . H7 H 0.6016 0.2825 0.4408 0.020 Uiso 1 1 calc R . . C8 C 0.6176(8) 0.2560(9) 0.5881(4) 0.0143(16) Uani 1 1 d . . . C9 C -0.0090(9) 0.1394(10) 0.1409(5) 0.023(2) Uani 1 1 d . . . C10 C -0.0038(9) 0.0669(9) 0.0677(5) 0.0196(18) Uani 1 1 d . . . C11 C 0.0407(9) -0.0603(10) 0.0691(5) 0.0222(19) Uani 1 1 d . . . H11A H 0.0694 -0.1012 0.1161 0.027 Uiso 1 1 calc R . . C12 C 0.0430(9) -0.1273(10) 0.0016(5) 0.023(2) Uani 1 1 d . . . H12A H 0.0713 -0.2145 0.0028 0.027 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 0.0217(2) 0.0115(2) 0.0059(2) 0.00009(15) 0.00347(14) 0.00077(18) O1 0.027(3) 0.013(3) 0.009(3) 0.000(2) 0.004(2) 0.002(3) O2 0.032(4) 0.015(3) 0.008(3) 0.002(2) 0.000(2) 0.000(3) O3 0.031(4) 0.016(3) 0.008(3) 0.000(2) 0.005(2) -0.004(3) O4 0.025(3) 0.017(3) 0.013(3) -0.001(2) 0.009(2) -0.007(3) O5 0.039(4) 0.024(4) 0.021(3) -0.002(3) 0.002(3) -0.005(3) O6 0.029(4) 0.029(4) 0.019(3) 0.007(3) 0.004(3) -0.002(3) O1w 0.022(3) 0.027(4) 0.017(3) 0.007(3) 0.001(3) -0.004(3) O2w 0.024(3) 0.019(3) 0.009(3) -0.005(2) 0.001(2) -0.007(3) O3w 0.015(3) 0.017(3) 0.020(3) 0.004(3) 0.008(2) 0.003(3) O4w 0.018(3) 0.027(4) 0.022(3) -0.011(3) 0.000(2) 0.003(3) O5w 0.023(3) 0.015(3) 0.017(3) 0.001(2) 0.001(2) 0.000(3) O6w 0.051(6) 0.033(5) 0.050(5) 0.009(4) -0.007(4) 0.001(4) O7w 0.034(4) 0.043(5) 0.042(5) 0.028(4) -0.009(3) -0.013(4) O8w 0.033(4) 0.024(4) 0.021(3) -0.003(3) 0.000(3) -0.001(3) N1 0.026(4) 0.014(4) 0.012(3) 0.000(3) 0.005(3) 0.002(3) C1 0.018(4) 0.013(4) 0.008(3) 0.000(3) 0.001(3) 0.005(3) C2 0.010(4) 0.023(5) 0.012(4) -0.001(3) 0.000(3) -0.002(3) C3 0.016(4) 0.022(4) 0.008(3) 0.003(3) 0.003(3) -0.002(3) C4 0.011(4) 0.018(4) 0.019(4) -0.001(3) 0.006(3) -0.002(3) C5 0.019(4) 0.017(4) 0.008(3) 0.000(3) 0.006(3) 0.000(3) C6 0.013(4) 0.013(4) 0.014(4) -0.005(3) -0.001(3) -0.009(3) C7 0.022(5) 0.016(4) 0.011(4) -0.002(3) 0.004(3) 0.001(4) C8 0.016(4) 0.019(4) 0.008(3) -0.001(3) 0.001(3) 0.002(3) C9 0.018(5) 0.029(5) 0.022(4) 0.001(4) -0.001(3) -0.003(4) C10 0.018(4) 0.021(5) 0.020(4) 0.001(4) 0.004(3) -0.007(4) C11 0.019(4) 0.028(5) 0.019(4) 0.007(4) -0.001(3) -0.003(4) C12 0.013(4) 0.028(5) 0.027(5) 0.002(4) 0.004(3) 0.001(4) 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 O3w 2.361(6) . ? Eu1 O2w 2.396(6) . ? Eu1 O4 2.427(6) 4_565 ? Eu1 O5w 2.440(6) . ? Eu1 O1w 2.462(6) . ? Eu1 O2 2.470(6) . ? Eu1 O1 2.510(6) . ? Eu1 O4w 2.526(6) . ? Eu1 O3 2.546(6) 4_565 ? Eu1 H2w1 2.7903 . ? Eu1 H2w2 2.7907 . ? Eu1 H3w1 2.7564 . ? Eu1 H3w2 2.7568 . ? O1 C1 1.269(10) . ? O2 C1 1.271(10) . ? O3 C8 1.267(11) . ? O3 Eu1 2.546(6) 4_566 ? O4 C8 1.275(10) . ? O4 Eu1 2.427(6) 4_566 ? O5 C9 1.251(13) . ? O6 C9 1.278(12) . ? O1w H1w1 0.8400 . ? O1w H1w2 0.8401 . ? O2w H2w1 0.8400 . ? O2w H2w2 0.8400 . ? O3w H3w1 0.8400 . ? O3w H3w2 0.8401 . ? O4w H4w1 0.8399 . ? O4w H4w2 0.8400 . ? O5w H5w1 0.8400 . ? O5w H5w2 0.8400 . ? O6w H6w1 0.8400 . ? O6w H6w2 0.8400 . ? O7w H7w1 0.8400 . ? O7w H7w2 0.8401 . ? O8w H8w1 0.8400 . ? O8w H8w2 0.8400 . ? N1 C4 1.423(11) . ? N1 H11 0.8800 . ? N1 H12 0.8800 . ? C1 C2 1.494(11) . ? C2 C7 1.390(12) . ? C2 C3 1.411(12) . ? C3 C4 1.388(11) . ? C3 H3 0.9500 . ? C4 C5 1.392(12) . ? C5 C6 1.380(11) . ? C5 H5 0.9500 . ? C6 C7 1.396(11) . ? C6 C8 1.505(12) . ? C7 H7 0.9500 . ? C8 Eu1 2.861(9) 4_566 ? C9 C10 1.514(13) . ? C10 C12 1.395(13) 3 ? C10 C11 1.396(14) . ? C11 C12 1.392(14) . ? C11 H11A 0.9500 . ? C12 C10 1.395(13) 3 ? C12 H12A 0.9500 . ? 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 O3w Eu1 O2w 77.7(2) . . ? O3w Eu1 O4 140.6(2) . 4_565 ? O2w Eu1 O4 140.9(2) . 4_565 ? O3w Eu1 O5w 138.0(2) . . ? O2w Eu1 O5w 69.5(2) . . ? O4 Eu1 O5w 73.0(2) 4_565 . ? O3w Eu1 O1w 76.0(2) . . ? O2w Eu1 O1w 74.5(2) . . ? O4 Eu1 O1w 103.3(2) 4_565 . ? O5w Eu1 O1w 70.6(2) . . ? O3w Eu1 O2 126.8(2) . . ? O2w Eu1 O2 82.2(2) . . ? O4 Eu1 O2 77.3(2) 4_565 . ? O5w Eu1 O2 74.4(2) . . ? O1w Eu1 O2 143.0(2) . . ? O3w Eu1 O1 74.8(2) . . ? O2w Eu1 O1 71.8(2) . . ? O4 Eu1 O1 117.4(2) 4_565 . ? O5w Eu1 O1 116.7(2) . . ? O1w Eu1 O1 139.1(2) . . ? O2 Eu1 O1 52.2(2) . . ? O3w Eu1 O4w 79.0(2) . . ? O2w Eu1 O4w 136.8(2) . . ? O4 Eu1 O4w 73.4(2) 4_565 . ? O5w Eu1 O4w 143.0(2) . . ? O1w Eu1 O4w 132.9(2) . . ? O2 Eu1 O4w 83.4(2) . . ? O1 Eu1 O4w 67.2(2) . . ? O3w Eu1 O3 92.0(2) . 4_565 ? O2w Eu1 O3 145.9(2) . 4_565 ? O4 Eu1 O3 52.56(19) 4_565 4_565 ? O5w Eu1 O3 100.5(2) . 4_565 ? O1w Eu1 O3 71.4(2) . 4_565 ? O2 Eu1 O3 127.8(2) . 4_565 ? O1 Eu1 O3 137.1(2) . 4_565 ? O4w Eu1 O3 70.3(2) . 4_565 ? O3w Eu1 H2w1 74.0 . . ? O2w Eu1 H2w1 16.5 . . ? O4 Eu1 H2w1 139.6 4_565 . ? O5w Eu1 H2w1 67.0 . . ? O1w Eu1 H2w1 58.1 . . ? O2 Eu1 H2w1 97.1 . . ? O1 Eu1 H2w1 86.6 . . ? O4w Eu1 H2w1 146.5 . . ? O3 Eu1 H2w1 129.4 4_565 . ? O3w Eu1 H2w2 66.4 . . ? O2w Eu1 H2w2 16.5 . . ? O4 Eu1 H2w2 152.8 4_565 . ? O5w Eu1 H2w2 85.2 . . ? O1w Eu1 H2w2 84.0 . . ? O2 Eu1 H2w2 81.3 . . ? O1 Eu1 H2w2 58.3 . . ? O4w Eu1 H2w2 120.7 . . ? O3 Eu1 H2w2 150.9 4_565 . ? H2w1 Eu1 H2w2 28.5 . . ? O3w Eu1 H3w1 16.7 . . ? O2w Eu1 H3w1 89.0 . . ? O4 Eu1 H3w1 130.0 4_565 . ? O5w Eu1 H3w1 154.4 . . ? O1w Eu1 H3w1 90.7 . . ? O2 Eu1 H3w1 117.6 . . ? O1 Eu1 H3w1 66.4 . . ? O4w Eu1 H3w1 62.6 . . ? O3 Eu1 H3w1 89.4 4_565 . ? H2w1 Eu1 H3w1 88.4 . . ? H2w2 Eu1 H3w1 75.2 . . ? O3w Eu1 H3w2 16.7 . . ? O2w Eu1 H3w2 61.4 . . ? O4 Eu1 H3w2 157.3 4_565 . ? O5w Eu1 H3w2 126.2 . . ? O1w Eu1 H3w2 76.1 . . ? O2 Eu1 H3w2 117.1 . . ? O1 Eu1 H3w2 67.8 . . ? O4w Eu1 H3w2 90.2 . . ? O3 Eu1 H3w2 107.6 4_565 . ? H2w1 Eu1 H3w2 59.5 . . ? H2w2 Eu1 H3w2 49.7 . . ? H3w1 Eu1 H3w2 28.8 . . ? C1 O1 Eu1 93.3(5) . . ? C1 O2 Eu1 95.2(5) . . ? C8 O3 Eu1 90.9(5) . 4_566 ? C8 O4 Eu1 96.2(5) . 4_566 ? Eu1 O1w H1w1 109.4 . . ? Eu1 O1w H1w2 109.5 . . ? H1w1 O1w H1w2 109.5 . . ? Eu1 O2w H2w1 109.5 . . ? Eu1 O2w H2w2 109.5 . . ? H2w1 O2w H2w2 109.5 . . ? Eu1 O3w H3w1 109.4 . . ? Eu1 O3w H3w2 109.5 . . ? H3w1 O3w H3w2 109.5 . . ? Eu1 O4w H4w1 109.4 . . ? Eu1 O4w H4w2 109.5 . . ? H4w1 O4w H4w2 109.5 . . ? Eu1 O5w H5w1 109.5 . . ? Eu1 O5w H5w2 109.5 . . ? H5w1 O5w H5w2 109.5 . . ? H6w1 O6w H6w2 109.7 . . ? H7w1 O7w H7w2 109.8 . . ? H8w1 O8w H8w2 109.0 . . ? C4 N1 H11 120.0 . . ? C4 N1 H12 120.0 . . ? H11 N1 H12 120.0 . . ? O1 C1 O2 119.1(7) . . ? O1 C1 C2 121.1(8) . . ? O2 C1 C2 119.8(7) . . ? C7 C2 C3 120.8(8) . . ? C7 C2 C1 119.2(8) . . ? C3 C2 C1 120.0(8) . . ? C4 C3 C2 119.0(8) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 120.1(8) . . ? C3 C4 N1 119.2(8) . . ? C5 C4 N1 120.7(8) . . ? C6 C5 C4 120.3(8) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.7(8) . . ? C5 C6 C8 121.9(7) . . ? C7 C6 C8 117.3(7) . . ? C2 C7 C6 118.8(8) . . ? C2 C7 H7 120.6 . . ? C6 C7 H7 120.6 . . ? O3 C8 O4 120.3(8) . . ? O3 C8 C6 121.1(7) . . ? O4 C8 C6 118.6(8) . . ? O3 C8 Eu1 62.9(4) . 4_566 ? O4 C8 Eu1 57.5(4) . 4_566 ? C6 C8 Eu1 173.0(6) . 4_566 ? O5 C9 O6 123.2(9) . . ? O5 C9 C10 119.3(8) . . ? O6 C9 C10 117.6(9) . . ? C12 C10 C11 119.6(9) 3 . ? C12 C10 C9 120.1(9) 3 . ? C11 C10 C9 120.3(8) . . ? C12 C11 C10 120.1(9) . . ? C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C10 120.3(9) . 3 ? C11 C12 H12A 119.9 . . ? C10 C12 H12A 119.9 3 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3w Eu1 O1 C1 173.6(5) . . . . ? O2w Eu1 O1 C1 91.8(5) . . . . ? O4 Eu1 O1 C1 -46.8(5) 4_565 . . . ? O5w Eu1 O1 C1 37.1(5) . . . . ? O1w Eu1 O1 C1 127.9(5) . . . . ? O2 Eu1 O1 C1 -2.5(5) . . . . ? O4w Eu1 O1 C1 -102.2(5) . . . . ? O3 Eu1 O1 C1 -110.2(5) 4_565 . . . ? O3w Eu1 O2 C1 -2.3(6) . . . . ? O2w Eu1 O2 C1 -70.6(5) . . . . ? O4 Eu1 O2 C1 143.0(5) 4_565 . . . ? O5w Eu1 O2 C1 -141.3(5) . . . . ? O1w Eu1 O2 C1 -121.6(5) . . . . ? O1 Eu1 O2 C1 2.5(5) . . . . ? O4w Eu1 O2 C1 68.6(5) . . . . ? O3 Eu1 O2 C1 127.3(5) 4_565 . . . ? Eu1 O1 C1 O2 4.3(8) . . . . ? Eu1 O1 C1 C2 -173.9(7) . . . . ? Eu1 O2 C1 O1 -4.4(8) . . . . ? Eu1 O2 C1 C2 173.8(7) . . . . ? O1 C1 C2 C7 -176.4(8) . . . . ? O2 C1 C2 C7 5.4(12) . . . . ? O1 C1 C2 C3 2.3(13) . . . . ? O2 C1 C2 C3 -175.9(8) . . . . ? C7 C2 C3 C4 -2.9(13) . . . . ? C1 C2 C3 C4 178.4(8) . . . . ? C2 C3 C4 C5 -1.3(13) . . . . ? C2 C3 C4 N1 -179.1(8) . . . . ? C3 C4 C5 C6 4.0(13) . . . . ? N1 C4 C5 C6 -178.3(8) . . . . ? C4 C5 C6 C7 -2.4(13) . . . . ? C4 C5 C6 C8 -178.7(8) . . . . ? C3 C2 C7 C6 4.5(13) . . . . ? C1 C2 C7 C6 -176.8(8) . . . . ? C5 C6 C7 C2 -1.9(13) . . . . ? C8 C6 C7 C2 174.6(8) . . . . ? Eu1 O3 C8 O4 3.7(8) 4_566 . . . ? Eu1 O3 C8 C6 -173.4(7) 4_566 . . . ? Eu1 O4 C8 O3 -3.9(9) 4_566 . . . ? Eu1 O4 C8 C6 173.2(6) 4_566 . . . ? C5 C6 C8 O3 -164.8(8) . . . . ? C7 C6 C8 O3 18.7(12) . . . . ? C5 C6 C8 O4 18.1(13) . . . . ? C7 C6 C8 O4 -158.4(8) . . . . ? C5 C6 C8 Eu1 73(5) . . . 4_566 ? C7 C6 C8 Eu1 -104(4) . . . 4_566 ? O5 C9 C10 C12 -9.1(14) . . . 3 ? O6 C9 C10 C12 170.6(9) . . . 3 ? O5 C9 C10 C11 170.7(9) . . . . ? O6 C9 C10 C11 -9.7(13) . . . . ? C12 C10 C11 C12 -1.4(15) 3 . . . ? C9 C10 C11 C12 178.8(8) . . . . ? C10 C11 C12 C10 1.5(15) . . . 3 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 5.000 _refine_diff_density_min -3.292 _refine_diff_density_rms 0.290 #=============================================================================== _database_code_depnum_ccdc_archive 'CCDC 979520'