#------------------------------------------------------------------------------ #$Date: 2021-07-31 11:27:07 +0300 (Sat, 31 Jul 2021) $ #$Revision: 267856 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/42/1564290.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1564290 loop_ _publ_author_name 'Boukhemis, Ouafa' 'Bendjeddou, Lamia' 'Platas-Iglesias, Carlos' 'Esteban-G\'omez, David' 'Carcelli, Mauro' 'Merazig, Hocine' _publ_section_title ; Hydrothermal synthesis of six new lanthanides coordination polymers based on 1-H-benzimidazole-5-carboxylic acid: Structure, Hirshfeld analysis, thermal and spectroscopic properties ; _journal_name_full 'Inorganica Chimica Acta' _journal_page_first 119740 _journal_paper_doi 10.1016/j.ica.2020.119740 _journal_volume 510 _journal_year 2020 _chemical_absolute_configuration . _chemical_compound_source 'synthesis as described' _chemical_formula_moiety 'C24 H17 Eu N6 O7 ' _chemical_formula_sum 'C24 H17 Eu N6 O7' _chemical_formula_weight 653.4 _chemical_name_systematic ; Catena-Poly [aqua( \m3-1H-benzimidazole-5-carboxylato \k4 N:O^5^ ,O^5^', O^5^') ( \m2-1H-benzimidazole-5-carboxylato \k2 O^5^ ,O^5^') ( \m2-1H-benzimidazole-5-carboxylato \k2 O^5^ ,O^5^')europium(III)] ; _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 103.570(3) _cell_angle_beta 97.571(3) _cell_angle_gamma 109.600(3) _cell_formula_units_Z 2 _cell_length_a 8.8565(4) _cell_length_b 11.7017(5) _cell_length_c 12.2376(5) _cell_measurement_reflns_used 9899 _cell_measurement_temperature 296 _cell_measurement_theta_max 32.49 _cell_measurement_theta_min 3.38 _cell_volume 1130.33(9) _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_data_reduction SAINT _computing_molecular_graphics 'ORTEPIII (Farrugia, 2012)' _computing_publication_material ; WinGX (Farrugia, 2012), Mercury (Version 1.4; Macrae et al., 2006) and POVRay (Persistence of Vision Team, 2004) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SIR2002 (Burla et al, 2003)' _diffrn_ambient_temperature 296 _diffrn_measured_fraction_theta_full 0.982 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_device 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_unetI/netI 0.0480 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 17994 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.371 _diffrn_reflns_theta_min 2.508 _exptl_absorpt_coefficient_mu 2.837 _exptl_absorpt_correction_T_max 0.7464 _exptl_absorpt_correction_T_min 0.6191 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014) was used for absorption correction. wR2(int) was 0.0632 before and 0.0252 after correction. The Ratio of minimum to maximum transmission is 0.8295. The \l/2 correction factor is 0.00150. ; _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.92 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 644 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.881 _refine_diff_density_min -0.734 _refine_diff_density_rms 0.118 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 349 _refine_ls_number_reflns 6284 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.074 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0309 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'W=1/[\S^2^(FO^2^)+(0.0294P)^2^+0.5371P] WHERE P=(FO^2^+2FC^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.0700 _reflns_number_gt 3974 _reflns_number_total 4550 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ICA-2020-510-119740.cif _cod_data_source_block 5 _cod_original_formula_sum 'C24 H17 Eu N6 O7 ' _cod_database_code 1564290 _shelx_res_file ; TITL Laimia_Eu_0m in P-1 laimia_Eu_0m.res created by SHELXL-2018/3 at 16:30:41 on 31-Oct-2019 CELL 0.71073 8.8565 11.7017 12.2376 103.57 97.571 109.6 ZERR 2 0.0004 0.0005 0.0005 0.003 0.003 0.003 LATT 1 SFAC C H Eu N O UNIT 48 34 2 12 14 DFIX 0.85 0.01 H1W O1W DFIX 0.85 0.01 H2W O1W DFIX 1.39 H1W H2W L.S. 4 PLAN 20 TEMP 23 BOND $H CONF LIST 4 fmap 2 acta MERG 2 SHEL 50 0.8 OMIT 0 0 2 OMIT 0 -1 1 OMIT -1 0 2 OMIT -2 0 4 OMIT 0 0 1 OMIT 0 1 0 OMIT 2 1 0 OMIT -2 2 2 OMIT 2 -1 2 OMIT -1 2 3 OMIT -6 -8 7 OMIT -13 1 4 WGHT 0.029400 0.537100 FVAR 0.21006 EU1 5 0.232444 0.116642 0.511954 11.00000 0.01427 0.01839 = 0.02823 0.01117 0.00326 0.00672 O3 4 0.494719 0.159660 0.636851 11.00000 0.01956 0.02251 = 0.03056 0.00869 0.00107 0.00942 O7 4 0.109843 0.266698 0.504568 11.00000 0.01579 0.02312 = 0.04339 0.01448 0.00437 0.00965 O2 4 -0.068260 -0.052312 0.681227 11.00000 0.01823 0.03832 = 0.02583 0.00974 0.00068 0.00847 O1W 4 0.356055 0.008188 0.376429 11.00000 0.02781 0.02446 = 0.03333 0.01314 0.01031 0.01474 AFIX 2 H2W 2 0.358593 0.022343 0.311687 11.00000 -1.50000 H1W 2 0.395005 -0.048469 0.379188 11.00000 -1.50000 AFIX 0 O1 4 0.147737 0.119178 0.688590 11.00000 0.02497 0.03008 = 0.02911 0.01337 0.00733 0.01051 O5 4 -0.107535 0.097561 0.493134 11.00000 0.02868 0.02133 = 0.03323 0.01526 0.00960 0.01259 O4 4 0.435199 0.329914 0.683228 11.00000 0.02152 0.02584 = 0.04453 0.01500 0.00539 0.01124 N5 3 -0.573692 0.276235 0.431333 11.00000 0.01632 0.02338 = 0.03474 0.01425 0.00669 0.00810 C16 1 1.259907 0.471171 0.875315 11.00000 0.02105 0.03974 = 0.04466 0.01224 0.00047 0.00663 AFIX 43 H16 2 1.370236 0.481765 0.890711 11.00000 -1.20000 AFIX 0 N1 3 0.539990 0.187958 1.074985 11.00000 0.02718 0.03401 = 0.03131 0.01077 0.00173 0.00682 AFIX 43 H1N 2 0.616340 0.250581 1.065099 11.00000 -1.20000 AFIX 0 N3 3 1.136839 0.358732 0.816136 11.00000 0.02432 0.02918 = 0.04326 0.00890 -0.00222 0.00826 AFIX 43 H3N 2 1.146681 0.287532 0.788715 11.00000 -1.20000 AFIX 0 C22 1 -0.408768 0.296474 0.428571 11.00000 0.01900 0.01969 = 0.02260 0.00854 0.00582 0.00644 N4 3 1.208614 0.564404 0.909135 11.00000 0.02850 0.03687 = 0.03720 0.01096 0.00134 0.00381 C7 1 0.314517 0.121491 0.897102 11.00000 0.02636 0.02767 = 0.02792 0.01133 0.00221 0.00666 AFIX 43 H7 2 0.367158 0.183902 0.864648 11.00000 -1.20000 AFIX 0 C19 1 -0.090273 0.373413 0.398921 11.00000 0.01694 0.01663 = 0.02734 0.00721 0.00414 0.00273 AFIX 43 H19 2 0.017347 0.397783 0.389528 11.00000 -1.20000 AFIX 0 C8 1 0.545453 0.140627 1.164622 11.00000 0.03593 0.03565 = 0.02632 0.00101 -0.00582 0.01643 AFIX 43 H8 2 0.636811 0.173725 1.226218 11.00000 -1.20000 AFIX 0 N2 3 0.411740 0.043887 1.158660 11.00000 0.03793 0.04108 = 0.02616 0.00944 0.00246 0.01627 C20 1 -0.185492 0.437801 0.368422 11.00000 0.02116 0.01997 = 0.02772 0.01274 0.00735 0.00585 AFIX 43 H20 2 -0.144852 0.504844 0.338112 11.00000 -1.20000 AFIX 0 C18 1 -0.152537 0.271274 0.444109 11.00000 0.01802 0.01982 = 0.02453 0.00909 0.00393 0.00863 N6 3 -0.471400 0.438805 0.362263 11.00000 0.02260 0.02183 = 0.03473 0.01675 0.00671 0.01149 AFIX 43 H6N 2 -0.467884 0.500395 0.334410 11.00000 -1.20000 AFIX 0 C3 1 0.081946 -0.065072 0.893571 11.00000 0.02769 0.03130 = 0.03383 0.01153 0.00141 0.00629 AFIX 43 H3 2 -0.021189 -0.127010 0.854826 11.00000 -1.20000 AFIX 0 C15 1 0.829578 0.300424 0.753410 11.00000 0.02522 0.02076 = 0.03459 0.00598 -0.00051 0.00533 AFIX 43 H15 2 0.800843 0.214465 0.716597 11.00000 -1.20000 AFIX 0 C10 1 0.713005 0.354803 0.756274 11.00000 0.02555 0.02606 = 0.02890 0.01034 0.00205 0.00975 C23 1 -0.312731 0.231259 0.457494 11.00000 0.01886 0.02053 = 0.02548 0.01242 0.00511 0.00691 AFIX 43 H23 2 -0.354845 0.162315 0.485212 11.00000 -1.20000 AFIX 0 C24 1 -0.600590 0.364546 0.391673 11.00000 0.01959 0.02943 = 0.03649 0.01575 0.00647 0.01538 AFIX 43 H24 2 -0.701003 0.374403 0.384718 11.00000 -1.20000 AFIX 0 C9 1 0.537768 0.277653 0.690501 11.00000 0.02113 0.02652 = 0.02484 0.01189 0.00539 0.00773 C1 1 0.071894 0.030644 0.729504 11.00000 0.02288 0.03194 = 0.02721 0.01025 0.00608 0.01738 C14 1 0.992089 0.380208 0.808166 11.00000 0.02189 0.02643 = 0.03056 0.01101 0.00356 0.00791 C2 1 0.158032 0.028580 0.842560 11.00000 0.02507 0.02606 = 0.02485 0.00929 0.00216 0.01095 C12 1 0.919689 0.561652 0.871523 11.00000 0.03653 0.02503 = 0.03752 0.00325 0.00557 0.00954 AFIX 43 H12 2 0.947602 0.646901 0.910684 11.00000 -1.20000 AFIX 0 C4 1 0.153959 -0.068178 0.997553 11.00000 0.04017 0.02564 = 0.03342 0.01435 0.00567 0.00607 AFIX 43 H4 2 0.101695 -0.130724 1.029985 11.00000 -1.20000 AFIX 0 C11 1 0.759188 0.483737 0.816742 11.00000 0.02845 0.02742 = 0.04055 0.01029 0.00581 0.01216 AFIX 43 H11 2 0.678242 0.517721 0.819870 11.00000 -1.20000 AFIX 0 C5 1 0.310408 0.026539 1.054506 11.00000 0.03536 0.03182 = 0.02045 0.00763 0.00214 0.01422 C13 1 1.038865 0.508921 0.866493 11.00000 0.02810 0.02774 = 0.02712 0.00825 0.00256 0.00791 C6 1 0.386908 0.115762 1.001756 11.00000 0.02072 0.02579 = 0.02585 0.00409 -0.00012 0.00563 C21 1 -0.345020 0.398282 0.384886 11.00000 0.01801 0.01889 = 0.02117 0.00755 0.00172 0.00688 C17 1 -0.043339 0.207826 0.483023 11.00000 0.02172 0.01948 = 0.02594 0.00767 0.00371 0.01090 HKLF 4 REM Laimia_Eu_0m in P-1 REM wR2 = 0.0700, GooF = S = 1.074, Restrained GooF = 1.074 for all data REM R1 = 0.0309 for 3974 Fo > 4sig(Fo) and 0.0389 for all 4550 data REM 349 parameters refined using 3 restraints END WGHT 0.0294 0.5371 REM Highest difference peak 1.881, deepest hole -0.734, 1-sigma level 0.118 Q1 1 -0.2979 0.3509 0.5386 11.00000 0.05 1.88 Q2 1 0.3496 0.1866 0.4953 11.00000 0.05 0.77 Q3 1 0.2178 0.1029 0.4227 11.00000 0.05 0.61 Q4 1 0.2531 0.1180 0.6008 11.00000 0.05 0.57 Q5 1 0.1103 0.0434 0.5453 11.00000 0.05 0.52 Q6 1 0.1827 0.0804 0.4049 11.00000 0.05 0.49 Q7 1 0.1561 0.0524 0.4746 11.00000 0.05 0.48 Q8 1 -0.1423 -0.0621 0.5876 11.00000 0.05 0.43 Q9 1 0.4813 0.1185 1.2229 11.00000 0.05 0.43 Q10 1 -0.2225 0.2602 0.4539 11.00000 0.05 0.41 Q11 1 0.6312 0.3256 0.7032 11.00000 0.05 0.41 Q12 1 -0.0636 -0.2059 0.6716 11.00000 0.05 0.41 Q13 1 0.9094 0.5226 0.7990 11.00000 0.05 0.41 Q14 1 -0.5749 0.4402 0.5165 11.00000 0.05 0.41 Q15 1 -0.3407 0.2832 0.4374 11.00000 0.05 0.41 Q16 1 -0.0243 -0.0057 0.5218 11.00000 0.05 0.40 Q17 1 -0.3492 0.3794 0.4312 11.00000 0.05 0.39 Q18 1 -0.4448 0.3166 0.4838 11.00000 0.05 0.39 Q19 1 0.2980 0.1234 0.3338 11.00000 0.05 0.39 Q20 1 -0.4759 0.0781 0.4248 11.00000 0.05 0.39 ; loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.23244(2) 0.11664(2) 0.51195(2) 0.01955(8) Uani 1 1 d . . . . . O3 O 0.4947(3) 0.1597(2) 0.6369(2) 0.0242(6) Uani 1 1 d . . . . . O7 O 0.1098(3) 0.2667(2) 0.5046(3) 0.0262(6) Uani 1 1 d . . . . . O2 O -0.0683(3) -0.0523(3) 0.6812(2) 0.0285(7) Uani 1 1 d . . . . . O1W O 0.3561(4) 0.0082(3) 0.3764(3) 0.0261(6) Uani 1 1 d D . . . . H2W H 0.359(6) 0.022(4) 0.312(2) 0.039 Uiso 1 1 d D . . . . H1W H 0.395(6) -0.048(3) 0.379(4) 0.039 Uiso 1 1 d D . . . . O1 O 0.1477(3) 0.1192(3) 0.6886(2) 0.0271(6) Uani 1 1 d . . . . . O5 O -0.1075(3) 0.0976(2) 0.4931(2) 0.0253(6) Uani 1 1 d . . . . . O4 O 0.4352(3) 0.3299(3) 0.6832(3) 0.0294(7) Uani 1 1 d . . . . . N5 N -0.5737(4) 0.2762(3) 0.4313(3) 0.0236(7) Uani 1 1 d . . . . . C16 C 1.2599(6) 0.4712(4) 0.8753(4) 0.0373(11) Uani 1 1 d . . . . . H16 H 1.370236 0.481765 0.890711 0.045 Uiso 1 1 calc R . . . . N1 N 0.5400(5) 0.1880(4) 1.0750(3) 0.0325(8) Uani 1 1 d . . . . . H1N H 0.616340 0.250581 1.065099 0.039 Uiso 1 1 calc R . . . . N3 N 1.1368(4) 0.3587(3) 0.8161(3) 0.0341(9) Uani 1 1 d . . . . . H3N H 1.146681 0.287532 0.788715 0.041 Uiso 1 1 calc R . . . . C22 C -0.4088(5) 0.2965(3) 0.4286(3) 0.0202(8) Uani 1 1 d . . . . . N4 N 1.2086(5) 0.5644(4) 0.9091(3) 0.0372(9) Uani 1 1 d . . . . . C7 C 0.3145(5) 0.1215(4) 0.8971(4) 0.0281(9) Uani 1 1 d . . . . . H7 H 0.367158 0.183902 0.864648 0.034 Uiso 1 1 calc R . . . . C19 C -0.0903(5) 0.3734(3) 0.3989(3) 0.0213(8) Uani 1 1 d . . . . . H19 H 0.017347 0.397783 0.389528 0.026 Uiso 1 1 calc R . . . . C8 C 0.5455(6) 0.1406(4) 1.1646(4) 0.0347(11) Uani 1 1 d . . . . . H8 H 0.636811 0.173725 1.226218 0.042 Uiso 1 1 calc R . . . . N2 N 0.4117(5) 0.0439(4) 1.1587(3) 0.0353(9) Uani 1 1 d . . . . . C20 C -0.1855(5) 0.4378(4) 0.3684(4) 0.0223(8) Uani 1 1 d . . . . . H20 H -0.144852 0.504844 0.338112 0.027 Uiso 1 1 calc R . . . . C18 C -0.1525(5) 0.2713(3) 0.4441(3) 0.0200(8) Uani 1 1 d . . . . . N6 N -0.4714(4) 0.4388(3) 0.3623(3) 0.0240(7) Uani 1 1 d . . . . . H6N H -0.467884 0.500395 0.334410 0.029 Uiso 1 1 calc R . . . . C3 C 0.0819(6) -0.0651(4) 0.8936(4) 0.0325(10) Uani 1 1 d . . . . . H3 H -0.021189 -0.127010 0.854826 0.039 Uiso 1 1 calc R . . . . C15 C 0.8296(5) 0.3004(4) 0.7534(4) 0.0290(10) Uani 1 1 d . . . . . H15 H 0.800843 0.214465 0.716597 0.035 Uiso 1 1 calc R . . . . C10 C 0.7130(5) 0.3548(4) 0.7563(4) 0.0269(9) Uani 1 1 d . . . . . C23 C -0.3127(5) 0.2313(4) 0.4575(3) 0.0208(8) Uani 1 1 d . . . . . H23 H -0.354845 0.162315 0.485212 0.025 Uiso 1 1 calc R . . . . C24 C -0.6006(5) 0.3645(4) 0.3917(4) 0.0258(9) Uani 1 1 d . . . . . H24 H -0.701003 0.374403 0.384718 0.031 Uiso 1 1 calc R . . . . C9 C 0.5378(5) 0.2777(4) 0.6905(4) 0.0237(9) Uani 1 1 d . . . . . C1 C 0.0719(5) 0.0306(4) 0.7295(4) 0.0252(9) Uani 1 1 d . . . . . C14 C 0.9921(5) 0.3802(4) 0.8082(4) 0.0264(9) Uani 1 1 d . . . . . C2 C 0.1580(5) 0.0286(4) 0.8426(4) 0.0250(9) Uani 1 1 d . . . . . C12 C 0.9197(6) 0.5617(4) 0.8715(4) 0.0350(11) Uani 1 1 d . . . . . H12 H 0.947602 0.646901 0.910684 0.042 Uiso 1 1 calc R . . . . C4 C 0.1540(6) -0.0682(4) 0.9976(4) 0.0341(10) Uani 1 1 d . . . . . H4 H 0.101695 -0.130724 1.029985 0.041 Uiso 1 1 calc R . . . . C11 C 0.7592(5) 0.4837(4) 0.8167(4) 0.0319(10) Uani 1 1 d . . . . . H11 H 0.678242 0.517721 0.819870 0.038 Uiso 1 1 calc R . . . . C5 C 0.3104(5) 0.0265(4) 1.0545(4) 0.0293(10) Uani 1 1 d . . . . . C13 C 1.0389(5) 0.5089(4) 0.8665(4) 0.0288(9) Uani 1 1 d . . . . . C6 C 0.3869(5) 0.1158(4) 1.0018(4) 0.0262(9) Uani 1 1 d . . . . . C21 C -0.3450(5) 0.3983(3) 0.3849(3) 0.0194(8) Uani 1 1 d . . . . . C17 C -0.0433(5) 0.2078(4) 0.4830(3) 0.0216(8) 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 0.01427(11) 0.01839(11) 0.02823(13) 0.01117(8) 0.00326(8) 0.00672(8) O3 0.0196(14) 0.0225(14) 0.0306(16) 0.0087(12) 0.0011(12) 0.0094(12) O7 0.0158(14) 0.0231(14) 0.0434(18) 0.0145(13) 0.0044(13) 0.0096(12) O2 0.0182(15) 0.0383(17) 0.0258(16) 0.0097(13) 0.0007(12) 0.0085(13) O1W 0.0278(16) 0.0245(15) 0.0333(18) 0.0131(13) 0.0103(14) 0.0147(13) O1 0.0250(16) 0.0301(15) 0.0291(17) 0.0134(13) 0.0073(13) 0.0105(13) O5 0.0287(16) 0.0213(14) 0.0332(17) 0.0153(12) 0.0096(13) 0.0126(12) O4 0.0215(15) 0.0258(15) 0.0445(19) 0.0150(13) 0.0054(13) 0.0112(12) N5 0.0163(17) 0.0234(17) 0.035(2) 0.0143(15) 0.0067(15) 0.0081(14) C16 0.021(2) 0.040(3) 0.045(3) 0.012(2) 0.000(2) 0.007(2) N1 0.027(2) 0.034(2) 0.031(2) 0.0108(16) 0.0017(16) 0.0068(16) N3 0.024(2) 0.0292(19) 0.043(2) 0.0089(17) -0.0022(17) 0.0083(16) C22 0.019(2) 0.0197(19) 0.023(2) 0.0085(16) 0.0058(16) 0.0064(16) N4 0.028(2) 0.037(2) 0.037(2) 0.0110(18) 0.0013(18) 0.0038(17) C7 0.026(2) 0.028(2) 0.028(2) 0.0113(18) 0.0022(18) 0.0067(18) C19 0.017(2) 0.0166(18) 0.027(2) 0.0072(16) 0.0041(17) 0.0027(16) C8 0.036(3) 0.036(3) 0.026(2) 0.0010(19) -0.006(2) 0.016(2) N2 0.038(2) 0.041(2) 0.026(2) 0.0094(17) 0.0025(17) 0.0163(19) C20 0.021(2) 0.0200(19) 0.028(2) 0.0127(16) 0.0074(17) 0.0059(16) C18 0.018(2) 0.0198(19) 0.025(2) 0.0091(16) 0.0039(16) 0.0086(16) N6 0.0226(18) 0.0218(17) 0.035(2) 0.0168(15) 0.0067(15) 0.0115(15) C3 0.028(2) 0.031(2) 0.034(3) 0.0115(19) 0.001(2) 0.0063(19) C15 0.025(2) 0.021(2) 0.035(3) 0.0060(18) -0.0005(19) 0.0053(17) C10 0.026(2) 0.026(2) 0.029(2) 0.0103(18) 0.0021(18) 0.0097(18) C23 0.019(2) 0.0205(19) 0.025(2) 0.0124(16) 0.0051(16) 0.0069(16) C24 0.020(2) 0.029(2) 0.036(3) 0.0158(19) 0.0065(18) 0.0154(18) C9 0.021(2) 0.027(2) 0.025(2) 0.0119(17) 0.0054(17) 0.0077(17) C1 0.023(2) 0.032(2) 0.027(2) 0.0102(18) 0.0061(18) 0.0174(19) C14 0.022(2) 0.026(2) 0.031(2) 0.0110(18) 0.0036(18) 0.0079(17) C2 0.025(2) 0.026(2) 0.025(2) 0.0093(17) 0.0022(17) 0.0110(18) C12 0.037(3) 0.025(2) 0.038(3) 0.0033(19) 0.006(2) 0.010(2) C4 0.040(3) 0.026(2) 0.033(3) 0.0143(19) 0.006(2) 0.006(2) C11 0.028(2) 0.027(2) 0.041(3) 0.0103(19) 0.006(2) 0.0122(19) C5 0.035(3) 0.032(2) 0.020(2) 0.0076(18) 0.0021(19) 0.014(2) C13 0.028(2) 0.028(2) 0.027(2) 0.0082(18) 0.0026(18) 0.0079(19) C6 0.021(2) 0.026(2) 0.026(2) 0.0041(17) -0.0001(17) 0.0056(17) C21 0.018(2) 0.0189(18) 0.021(2) 0.0075(15) 0.0017(16) 0.0069(16) C17 0.022(2) 0.0195(19) 0.026(2) 0.0077(16) 0.0037(17) 0.0109(17) 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Eu1 O1W 142.24(11) . . . yes O1 Eu1 O3 80.99(9) . . . yes O1 Eu1 O4 69.31(10) . . . yes O1 Eu1 O5 67.28(8) . . . yes O1 Eu1 O7 84.52(11) . . . yes O1 Eu1 C9 76.23(11) . . . yes O1 Eu1 C17 77.69(10) . . . yes O1 Eu1 N5 136.79(11) . . 1_655 yes O1 Eu1 O2 129.48(10) . . 2_556 yes O1 Eu1 O5 73.60(10) . . 2_556 yes O1W Eu1 O3 79.24(10) . . . yes O1W Eu1 O4 118.20(11) . . . yes O1W Eu1 O5 130.26(10) . . . yes O1W Eu1 O7 132.94(12) . . . yes O1W Eu1 C9 97.44(12) . . . yes O1W Eu1 C17 133.65(11) . . . yes O1W Eu1 N5 70.01(11) . . 1_655 yes O1W Eu1 O2 70.47(11) . . 2_556 yes O1W Eu1 O5 77.03(10) . . 2_556 yes O3 Eu1 O4 50.09(9) . . . yes O3 Eu1 O5 147.69(7) . . . yes O3 Eu1 O7 125.43(9) . . . yes O3 Eu1 C9 25.16(11) . . . yes O3 Eu1 C17 143.50(9) . . . yes O3 Eu1 N5 80.04(10) . . 1_655 yes O2 Eu1 O3 148.23(9) 2_556 . . yes O3 Eu1 O5 96.40(8) . . 2_556 yes O4 Eu1 O5 109.60(8) . . . yes O4 Eu1 O7 75.55(10) . . . yes O4 Eu1 C9 25.19(11) . . . yes O4 Eu1 C17 94.40(10) . . . yes O4 Eu1 N5 68.70(11) . . 1_655 yes O2 Eu1 O4 140.62(11) 2_556 . . yes O4 Eu1 O5 132.69(9) . . 2_556 yes O5 Eu1 O7 48.06(8) . . . yes O5 Eu1 C9 132.25(10) . . . yes O5 Eu1 C17 24.73(10) . . . yes O5 Eu1 N5 119.08(9) . . 1_655 yes O2 Eu1 O5 64.03(8) 2_556 . . yes O5 Eu1 O5 80.86(8) . . 2_556 yes O7 Eu1 C9 100.27(12) . . . yes O7 Eu1 C17 23.68(11) . . . yes O7 Eu1 N5 75.71(11) . . 1_655 yes O2 Eu1 O7 73.12(11) 2_556 . . yes O5 Eu1 O7 128.92(9) 2_556 . . yes C9 Eu1 C17 119.55(12) . . . yes N5 Eu1 C9 70.22(12) 1_655 . . yes O2 Eu1 C9 151.02(12) 2_556 . . yes O5 Eu1 C9 117.57(11) 2_556 . . yes N5 Eu1 C17 95.78(12) 1_655 . . yes O2 Eu1 C17 63.68(10) 2_556 . . yes O5 Eu1 C17 105.41(11) 2_556 . . yes O2 Eu1 N5 80.84(11) 2_556 . 1_655 yes O5 Eu1 N5 146.95(10) 2_556 . 1_655 yes O2 Eu1 O5 86.14(10) 2_556 . 2_556 yes Eu1 O1 C1 132.7(3) . . . yes Eu1 O2 C1 131.8(3) 2_556 . . yes Eu1 O3 C9 101.0(3) . . . yes Eu1 O4 C9 88.0(3) . . . yes Eu1 O5 C17 80.7(2) . . . yes Eu1 O5 Eu1 99.14(9) . . 2_556 yes Eu1 O5 C17 173.3(2) 2_556 . . yes Eu1 O7 C17 107.1(3) . . . yes C6 N1 C8 106.1(4) . . . yes H2W O1W H1W 108(5) . . . no Eu1 O1W H1W 132(3) . . . no Eu1 O1W H2W 120(3) . . . no C5 N2 C8 103.1(4) . . . yes C14 N3 C16 106.8(4) . . . yes C13 N4 C16 104.4(4) . . . yes Eu1 N5 C22 127.6(2) 1_455 . . yes C22 N5 C24 104.0(3) . . . yes Eu1 N5 C24 128.2(3) 1_455 . . yes C21 N6 C24 107.1(3) . . . yes O1 C1 O2 123.9(4) . . . yes C6 N1 H1N 127.00 . . . no C8 N1 H1N 127.00 . . . no O2 C1 C2 118.9(4) . . . yes O1 C1 C2 117.2(4) . . . yes C1 C2 C3 120.5(4) . . . no C3 C2 C7 120.4(4) . . . no C1 C2 C7 119.1(4) . . . no C16 N3 H3 127.00 . . . no C2 C3 C4 122.3(5) . . . no C14 N3 H3N 127.00 . . . no C3 C4 C5 117.8(4) . . . no C4 C5 C6 119.5(4) . . . no N2 C5 C4 129.7(4) . . . yes N2 C5 C6 110.8(4) . . . yes C21 N6 H6N 126.00 . . . no N1 C6 C5 105.1(4) . . . yes N1 C6 C7 131.5(4) . . . yes C5 C6 C7 123.4(4) . . . no C24 N6 H6N 126.00 . . . no C2 C7 C6 116.5(4) . . . no N1 C8 N2 114.9(4) . . . yes Eu1 C9 C10 165.7(3) . . . yes O3 C9 O4 119.7(4) . . . yes Eu1 C9 O4 66.9(3) . . . yes O4 C9 C10 120.3(4) . . . yes O3 C9 C10 119.9(4) . . . yes Eu1 C9 O3 53.8(2) . . . yes C9 C10 C11 119.7(4) . . . no C9 C10 C15 120.1(4) . . . no C11 C10 C15 120.1(4) . . . no C10 C11 C12 122.5(4) . . . no C11 C12 C13 117.9(4) . . . no N4 C13 C12 130.6(4) . . . yes N4 C13 C14 109.9(4) . . . yes C12 C13 C14 119.4(4) . . . no C13 C14 C15 123.0(4) . . . no N3 C14 C15 131.7(4) . . . yes N3 C14 C13 105.3(4) . . . yes C10 C15 C14 117.0(4) . . . no N3 C16 N4 113.6(5) . . . yes Eu1 C17 O5 74.5(2) . . . yes O5 C17 O7 122.4(4) . . . yes Eu1 C17 O7 49.2(2) . . . yes Eu1 C17 C18 162.3(3) . . . yes O7 C17 C18 118.3(4) . . . yes O5 C17 C18 119.4(4) . . . yes C17 C18 C19 120.3(4) . . . no C17 C18 C23 118.9(3) . . . no C19 C18 C23 120.8(4) . . . no C18 C19 C20 121.4(4) . . . no C19 C20 C21 117.1(4) . . . no C20 C21 C22 122.2(4) . . . no N6 C21 C22 105.6(4) . . . yes N6 C21 C20 132.2(4) . . . yes N5 C22 C23 130.6(4) . . . yes N5 C22 C21 109.1(4) . . . yes C21 C22 C23 120.2(4) . . . no C18 C23 C22 118.3(4) . . . no N5 C24 N6 114.2(4) . . . yes C2 C3 H3 119.00 . . . no C4 C3 H3 119.00 . . . no C3 C4 H4 121.00 . . . no C5 C4 H4 121.00 . . . no C2 C7 H7 122.00 . . . no C6 C7 H7 122.00 . . . no N1 C8 H8 123.00 . . . no N2 C8 H8 123.00 . . . no C10 C11 H11 119.00 . . . no C12 C11 H11 119.00 . . . no C11 C12 H12 121.00 . . . no C13 C12 H12 121.00 . . . no C10 C15 H15 121.00 . . . no C14 C15 H15 122.00 . . . no N3 C16 H16 123.00 . . . no N4 C16 H16 123.00 . . . no C18 C19 H19 119.00 . . . no C20 C19 H19 119.00 . . . no C19 C20 H20 121.00 . . . no C21 C20 H20 121.00 . . . no C18 C23 H23 121.00 . . . no C22 C23 H23 121.00 . . . no N5 C24 H24 123.00 . . . no N6 C24 H24 123.00 . . . no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O1 2.377(3) . . yes Eu1 O1W 2.446(4) . . yes Eu1 O3 2.430(3) . . yes Eu1 O4 2.719(3) . . yes Eu1 O5 2.917(3) . . yes Eu1 O7 2.366(3) . . yes Eu1 N5 2.563(4) . 1_655 yes Eu1 O2 2.407(2) . 2_556 yes Eu1 O5 2.358(2) . 2_556 yes O1 C1 1.281(6) . . yes O2 C1 1.250(6) . . yes O3 C9 1.280(5) . . yes O4 C9 1.258(6) . . yes O5 C17 1.266(5) . . yes O7 C17 1.256(5) . . yes N1 C6 1.382(6) . . yes N1 C8 1.342(6) . . yes O1W H2W 0.84(3) . . no O1W H1W 0.84(5) . . no N2 C8 1.315(7) . . yes N2 C5 1.388(6) . . yes N3 C14 1.382(6) . . yes N3 C16 1.352(6) . . yes N4 C16 1.318(7) . . yes N4 C13 1.390(7) . . yes N5 C22 1.405(6) . . yes N5 C24 1.315(6) . . yes N6 C21 1.375(6) . . yes N6 C24 1.335(6) . . yes N1 H1N 0.8600 . . no C1 C2 1.499(7) . . no C2 C7 1.398(7) . . no C2 C3 1.408(7) . . no C3 C4 1.361(7) . . no N3 H3N 0.8600 . . no C4 C5 1.409(7) . . no C5 C6 1.387(7) . . no N6 H6N 0.8600 . . no C6 C7 1.382(7) . . no C9 C10 1.504(7) . . no C10 C11 1.404(7) . . no C10 C15 1.383(7) . . no C11 C12 1.376(7) . . no C12 C13 1.392(7) . . no C13 C14 1.396(7) . . no C14 C15 1.394(7) . . no C17 C18 1.497(6) . . no C18 C19 1.409(5) . . no C18 C23 1.382(6) . . no C19 C20 1.376(6) . . no C20 C21 1.390(7) . . no C21 C22 1.397(5) . . no C22 C23 1.384(6) . . no C3 H3 0.9300 . . no C4 H4 0.9300 . . no C7 H7 0.9300 . . no C8 H8 0.9300 . . no C11 H11 0.9300 . . no C12 H12 0.9300 . . no C15 H15 0.9300 . . no C16 H16 0.9300 . . no C19 H19 0.9300 . . no C20 H20 0.9300 . . no C23 H23 0.9300 . . no C24 H24 0.9300 . . no 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 _geom_hbond_publ_flag N1 H1N N4 0.8600 2.1200 2.947(6) 162.00 2_767 yes N3 H3N O1 0.8600 2.0600 2.910(5) 167.00 1_655 yes N6 H6N O4 0.8600 1.9800 2.813(5) 164.00 2_566 yes O1W H1W O3 0.84(5) 1.87(5) 2.698(4) 168.00 2_656 yes O1W H2W N2 0.84(3) 2.04(3) 2.871(5) 167.00 1_554 yes C15 H15 O1W 0.9300 2.4000 3.302(6) 162.00 2_656 yes C23 H23 O3 0.9300 2.4200 3.053(5) 125.00 1_455 yes C8 H8 Cg6 0.9300 2.4300 3.207(5) 141.00 1_656 yes C20 H20 Cg2 0.9300 2.5200 3.286(5) 140.00 2_666 yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1W Eu1 O1 C1 -41.9(4) . . . . no O3 Eu1 O1 C1 -101.0(4) . . . . no O4 Eu1 O1 C1 -151.6(4) . . . . no O5 Eu1 O1 C1 85.3(4) . . . . no O7 Eu1 O1 C1 131.8(4) . . . . no C9 Eu1 O1 C1 -126.2(4) . . . . no C17 Eu1 O1 C1 108.8(4) . . . . no N5 Eu1 O1 C1 -165.9(4) 1_655 . . . no O2 Eu1 O1 C1 69.0(4) 2_556 . . . no O5 Eu1 O1 C1 -1.5(4) 2_556 . . . no O1 Eu1 O3 C9 -76.7(3) . . . . no O1W Eu1 O3 C9 135.6(3) . . . . no O4 Eu1 O3 C9 -6.2(2) . . . . no O5 Eu1 O3 C9 -65.9(3) . . . . no O7 Eu1 O3 C9 -0.1(3) . . . . no C17 Eu1 O3 C9 -22.0(3) . . . . no N5 Eu1 O3 C9 64.3(3) 1_655 . . . no O2 Eu1 O3 C9 118.1(3) 2_556 . . . no O5 Eu1 O3 C9 -149.0(3) 2_556 . . . no O1 Eu1 O4 C9 101.8(3) . . . . no O1W Eu1 O4 C9 -37.3(3) . . . . no O3 Eu1 O4 C9 6.2(2) . . . . no O5 Eu1 O4 C9 156.9(3) . . . . no O7 Eu1 O4 C9 -168.6(3) . . . . no C17 Eu1 O4 C9 176.9(3) . . . . no N5 Eu1 O4 C9 -88.6(3) 1_655 . . . no O2 Eu1 O4 C9 -130.5(3) 2_556 . . . no O5 Eu1 O4 C9 61.2(3) 2_556 . . . no O1 Eu1 O5 C17 110.9(2) . . . . no O1 Eu1 O5 Eu1 -75.95(11) . . . 2_556 no O1W Eu1 O5 C17 -108.9(2) . . . . no O1W Eu1 O5 Eu1 64.27(14) . . . 2_556 no O3 Eu1 O5 C17 99.3(2) . . . . no O3 Eu1 O5 Eu1 -87.53(14) . . . 2_556 no O4 Eu1 O5 C17 54.6(2) . . . . no O4 Eu1 O5 Eu1 -132.20(10) . . . 2_556 no O7 Eu1 O5 C17 7.2(2) . . . . no O7 Eu1 O5 Eu1 -179.67(15) . . . 2_556 no C9 Eu1 O5 C17 67.7(2) . . . . no C9 Eu1 O5 Eu1 -119.16(13) . . . 2_556 no C17 Eu1 O5 Eu1 173.2(2) . . . 2_556 no N5 Eu1 O5 C17 -21.3(2) 1_655 . . . no N5 Eu1 O5 Eu1 151.88(10) 1_655 . . 2_556 no O2 Eu1 O5 C17 -83.0(2) 2_556 . . . no O2 Eu1 O5 Eu1 90.14(11) 2_556 . . 2_556 no O5 Eu1 O5 C17 -173.2(2) 2_556 . . . no O5 Eu1 O5 Eu1 0.00(8) 2_556 . . 2_556 no O1 Eu1 O7 C17 -71.7(3) . . . . no O1W Eu1 O7 C17 103.1(3) . . . . no O3 Eu1 O7 C17 -146.5(2) . . . . no O4 Eu1 O7 C17 -141.7(3) . . . . no O5 Eu1 O7 C17 -7.5(2) . . . . no C9 Eu1 O7 C17 -146.6(3) . . . . no N5 Eu1 O7 C17 147.1(3) 1_655 . . . no O2 Eu1 O7 C17 62.5(3) 2_556 . . . no O5 Eu1 O7 C17 -7.9(3) 2_556 . . . no O1 Eu1 C9 O3 98.2(3) . . . . no O1 Eu1 C9 O4 -70.5(3) . . . . no O1W Eu1 C9 O3 -43.9(3) . . . . no O1W Eu1 C9 O4 147.4(3) . . . . no O3 Eu1 C9 O4 -168.7(4) . . . . no O4 Eu1 C9 O3 168.7(4) . . . . no O5 Eu1 C9 O3 138.8(2) . . . . no O5 Eu1 C9 O4 -30.0(3) . . . . no O7 Eu1 C9 O3 179.9(2) . . . . no O7 Eu1 C9 O4 11.2(3) . . . . no C17 Eu1 C9 O3 165.2(2) . . . . no C17 Eu1 C9 O4 -3.6(3) . . . . no N5 Eu1 C9 O3 -109.5(3) 1_655 . . . no N5 Eu1 C9 O4 81.8(3) 1_655 . . . no O2 Eu1 C9 O3 -106.5(3) 2_556 . . . no O2 Eu1 C9 O4 84.8(3) 2_556 . . . no O5 Eu1 C9 O3 35.3(3) 2_556 . . . no O5 Eu1 C9 O4 -133.4(2) 2_556 . . . no O1 Eu1 C17 O5 -61.90(19) . . . . no O1 Eu1 C17 O7 104.7(3) . . . . no O1W Eu1 C17 O5 93.6(2) . . . . no O1W Eu1 C17 O7 -99.7(3) . . . . no O3 Eu1 C17 O5 -117.5(2) . . . . no O3 Eu1 C17 O7 49.1(3) . . . . no O4 Eu1 C17 O5 -129.60(19) . . . . no O4 Eu1 C17 O7 37.0(3) . . . . no O5 Eu1 C17 O7 166.6(4) . . . . no O7 Eu1 C17 O5 -166.6(4) . . . . no C9 Eu1 C17 O5 -128.1(2) . . . . no C9 Eu1 C17 O7 38.6(3) . . . . no N5 Eu1 C17 O5 161.41(19) 1_655 . . . no N5 Eu1 C17 O7 -32.0(3) 1_655 . . . no O2 Eu1 C17 O5 84.6(2) 2_556 . . . no O2 Eu1 C17 O7 -108.7(3) 2_556 . . . no O5 Eu1 C17 O5 7.0(2) 2_556 . . . no O5 Eu1 C17 O7 173.6(3) 2_556 . . . no O1 Eu1 N5 C22 95.3(3) . . 1_655 1_655 no O1 Eu1 N5 C24 -78.6(4) . . 1_655 1_655 no O1W Eu1 N5 C22 -52.0(3) . . 1_655 1_655 no O1W Eu1 N5 C24 134.1(4) . . 1_655 1_655 no O3 Eu1 N5 C22 30.1(3) . . 1_655 1_655 no O3 Eu1 N5 C24 -143.8(4) . . 1_655 1_655 no O4 Eu1 N5 C22 81.0(3) . . 1_655 1_655 no O4 Eu1 N5 C24 -92.9(4) . . 1_655 1_655 no O5 Eu1 N5 C22 -177.7(3) . . 1_655 1_655 no O5 Eu1 N5 C24 8.3(4) . . 1_655 1_655 no O7 Eu1 N5 C22 160.8(3) . . 1_655 1_655 no O7 Eu1 N5 C24 -13.1(4) . . 1_655 1_655 no C9 Eu1 N5 C22 54.1(3) . . 1_655 1_655 no C9 Eu1 N5 C24 -119.8(4) . . 1_655 1_655 no C17 Eu1 N5 C22 173.5(3) . . 1_655 1_655 no C17 Eu1 N5 C24 -0.5(4) . . 1_655 1_655 no O1 Eu1 O2 C1 -32.4(4) . . 2_556 2_556 no O1W Eu1 O2 C1 110.2(4) . . 2_556 2_556 no O3 Eu1 O2 C1 128.5(4) . . 2_556 2_556 no O4 Eu1 O2 C1 -138.8(4) . . 2_556 2_556 no O5 Eu1 O2 C1 -49.1(4) . . 2_556 2_556 no O7 Eu1 O2 C1 -100.2(4) . . 2_556 2_556 no C9 Eu1 O2 C1 179.3(4) . . 2_556 2_556 no C17 Eu1 O2 C1 -76.7(4) . . 2_556 2_556 no O1 Eu1 O5 Eu1 68.88(9) . . 2_556 2_556 no O1W Eu1 O5 Eu1 -135.13(11) . . 2_556 2_556 no O3 Eu1 O5 Eu1 147.50(8) . . 2_556 2_556 no O4 Eu1 O5 Eu1 108.30(11) . . 2_556 2_556 no O5 Eu1 O5 Eu1 0.00(8) . . 2_556 2_556 no O7 Eu1 O5 Eu1 0.32(15) . . 2_556 2_556 no C9 Eu1 O5 Eu1 133.18(11) . . 2_556 2_556 no C17 Eu1 O5 Eu1 -2.96(10) . . 2_556 2_556 no Eu1 O1 C1 O2 -58.8(6) . . . . no Eu1 O1 C1 C2 121.7(4) . . . . no Eu1 O2 C1 O1 14.6(7) 2_556 . . . no Eu1 O2 C1 C2 -166.0(3) 2_556 . . . no Eu1 O3 C9 O4 12.0(5) . . . . no Eu1 O3 C9 C10 -164.6(4) . . . . no Eu1 O4 C9 O3 -10.5(4) . . . . no Eu1 O4 C9 C10 166.1(4) . . . . no Eu1 O5 C17 O7 -12.0(3) . . . . no Eu1 O5 C17 C18 168.1(3) . . . . no Eu1 O7 C17 O5 15.3(4) . . . . no Eu1 O7 C17 C18 -164.8(3) . . . . no C8 N1 C6 C5 -0.7(5) . . . . no C8 N1 C6 C7 -179.8(5) . . . . no C6 N1 C8 N2 0.1(6) . . . . no C8 N2 C5 C4 175.7(5) . . . . no C8 N2 C5 C6 -1.0(5) . . . . no C5 N2 C8 N1 0.6(6) . . . . no C16 N3 C14 C13 -0.7(5) . . . . no C16 N3 C14 C15 177.2(5) . . . . no C14 N3 C16 N4 1.3(5) . . . . no C16 N4 C13 C12 -177.4(5) . . . . no C16 N4 C13 C14 0.8(5) . . . . no C13 N4 C16 N3 -1.3(5) . . . . no C24 N5 C22 C21 -0.7(4) . . . . no C24 N5 C22 C23 -178.3(4) . . . . no Eu1 N5 C22 C21 -175.8(2) 1_455 . . . no Eu1 N5 C22 C23 6.6(6) 1_455 . . . no C22 N5 C24 N6 0.8(5) . . . . no Eu1 N5 C24 N6 175.9(3) 1_455 . . . no C24 N6 C21 C20 178.0(4) . . . . no C24 N6 C21 C22 0.2(4) . . . . no C21 N6 C24 N5 -0.6(5) . . . . no O1 C1 C2 C3 179.4(4) . . . . no O1 C1 C2 C7 -0.2(7) . . . . no O2 C1 C2 C3 -0.1(7) . . . . no O2 C1 C2 C7 -179.7(4) . . . . no C1 C2 C3 C4 -178.2(5) . . . . no C7 C2 C3 C4 1.4(8) . . . . no C1 C2 C7 C6 179.2(4) . . . . no C3 C2 C7 C6 -0.4(7) . . . . no C2 C3 C4 C5 -0.1(8) . . . . no C3 C4 C5 N2 -178.5(5) . . . . no C3 C4 C5 C6 -2.1(7) . . . . no N2 C5 C6 N1 1.1(5) . . . . no N2 C5 C6 C7 -179.8(4) . . . . no C4 C5 C6 N1 -176.0(4) . . . . no C4 C5 C6 C7 3.2(7) . . . . no N1 C6 C7 C2 177.1(5) . . . . no C5 C6 C7 C2 -1.9(7) . . . . no O3 C9 C10 C11 -178.9(4) . . . . no O3 C9 C10 C15 3.8(7) . . . . no O4 C9 C10 C11 4.6(7) . . . . no O4 C9 C10 C15 -172.8(4) . . . . no C9 C10 C11 C12 -175.1(4) . . . . no C15 C10 C11 C12 2.2(7) . . . . no C9 C10 C15 C14 174.7(4) . . . . no C11 C10 C15 C14 -2.6(7) . . . . no C10 C11 C12 C13 -0.4(7) . . . . no C11 C12 C13 N4 177.3(5) . . . . no C11 C12 C13 C14 -0.8(7) . . . . no N4 C13 C14 N3 -0.1(5) . . . . no N4 C13 C14 C15 -178.2(4) . . . . no C12 C13 C14 N3 178.4(4) . . . . no C12 C13 C14 C15 0.2(7) . . . . no N3 C14 C15 C10 -176.1(5) . . . . no C13 C14 C15 C10 1.5(7) . . . . no O5 C17 C18 C19 -160.7(3) . . . . no O5 C17 C18 C23 21.8(5) . . . . no O7 C17 C18 C19 19.4(5) . . . . no O7 C17 C18 C23 -158.2(4) . . . . no C17 C18 C19 C20 -176.4(4) . . . . no C23 C18 C19 C20 1.0(6) . . . . no C17 C18 C23 C22 175.6(3) . . . . no C19 C18 C23 C22 -1.9(5) . . . . no C18 C19 C20 C21 0.4(6) . . . . no C19 C20 C21 N6 -178.6(4) . . . . no C19 C20 C21 C22 -1.1(6) . . . . no N6 C21 C22 N5 0.3(4) . . . . no N6 C21 C22 C23 178.3(3) . . . . no C20 C21 C22 N5 -177.8(4) . . . . no C20 C21 C22 C23 0.2(6) . . . . no N5 C22 C23 C18 178.7(4) . . . . no C21 C22 C23 C18 1.3(5) . . . . no