#------------------------------------------------------------------------------ #$Date: 2021-11-11 04:06:34 +0200 (Thu, 11 Nov 2021) $ #$Revision: 270594 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/38/7243898.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_7243898 loop_ _publ_author_name 'Varaksina, Evgeniya A.' 'Kiskin, Mikhail A.' 'Lyssenko, Konstantin A.' 'Puntus, Lada N.' 'Korshunov, Vladislav M.' 'Silva, Gustavo S.' 'Freire, Ricardo O.' 'Taydakov, Ilya V.' _publ_section_title ; Tuning the luminescence efficiency by perfluorination of side chains in Eu3+ complexes with \b-diketones of the thiophene series ; _journal_name_full 'Physical Chemistry Chemical Physics' _journal_paper_doi 10.1039/D1CP02951G _journal_year 2021 _chemical_formula_moiety 'C35.67 H22.67 Eu F6 N2 O6 S2.67, 0.33(C), 0.33(S)' _chemical_formula_sum 'C36 H23 Eu F6 N2 O6 S3' _chemical_formula_weight 941.70 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_date 2021-01-29 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-04-30 deposited with the CCDC. 2021-10-25 downloaded from the CCDC. ; _cell_angle_alpha 90.152(4) _cell_angle_beta 94.059(3) _cell_angle_gamma 102.044(3) _cell_formula_units_Z 2 _cell_length_a 9.4489(7) _cell_length_b 13.2007(11) _cell_length_c 14.8576(11) _cell_measurement_reflns_used 3417 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 30.37 _cell_measurement_theta_min 2.43 _cell_volume 1807.6(2) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _diffrn_ambient_temperature 150.0 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0689 _diffrn_reflns_av_unetI/netI 0.1282 _diffrn_reflns_Laue_measured_fraction_full 0.989 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 16459 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.877 _diffrn_reflns_theta_min 1.374 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.988 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_correction_T_min 0.6330 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1295 before and 0.0486 after correction. The Ratio of minimum to maximum transmission is 0.8484. The \l/2 correction factor is Not present. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.730 _exptl_crystal_description parallelepiped _exptl_crystal_F_000 932 _exptl_crystal_preparation Luminescent _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _refine_diff_density_max 1.482 _refine_diff_density_min -1.910 _refine_diff_density_rms 0.173 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 494 _refine_ls_number_reflns 8489 _refine_ls_number_restraints 21 _refine_ls_restrained_S_all 1.178 _refine_ls_R_factor_all 0.0968 _refine_ls_R_factor_gt 0.0640 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0487P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1188 _refine_ls_wR_factor_ref 0.1310 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6035 _reflns_number_total 8489 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1cp02951g2.cif _cod_data_source_block eup_CCDC1 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'multi scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_database_code 7243898 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.961 _shelx_estimated_absorpt_t_min 0.857 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Restrained distances S3-C20 = S3-C22 1.7 with sigma of 0.02 S3A-C20 = S3A-C23 1.7 with sigma of 0.02 C21-C22 = C21A-C23 1.46 with sigma of 0.01 C20-C21 = C20-C21A 1.44 with sigma of 0.01 C22-C23 1.35 with sigma of 0.01 C20-C22 = C20-C23 2.4 with sigma of 0.02 C21-S3 = C21A-S3A 2.6 with sigma of 0.02 C21-C23 = C21A-C22 2.35 with sigma of 0.02 S3-C22 = S3A-C23 2.5 with sigma of 0.02 3. Restrained planarity C20, C21, C22, C23, S3 with sigma of 0.01 C20, C21A, C22, C23, S3A with sigma of 0.01 4. Uiso/Uaniso restraints and constraints Uanis(C21) = Uanis(C21A) Uanis(S3) = Uanis(S3A) 5. Others Sof(C21A)=Sof(S3A)=1-FVAR(1) Sof(C21)=Sof(H21)=Sof(S3)=FVAR(1) 6.a Ternary CH refined with riding coordinates: C8(H8), C16(H16), C24(H24) 6.b Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C6(H6), C7(H7), C10(H10), C13(H13), C14(H14), C15(H15), C18(H18), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C32(H32), C35(H35), C36(H36) ; _shelx_res_file ; eup.res created by SHELXL-2014/7 TITL 1_a.res in P-1 REM Old TITL 1 in P1 REM SHELXT solution in P-1 REM R1 0.136, Rweak 0.028, Alpha 0.053, Orientation as input REM Formula found by SHELXT: C34 Eu F2 N5 O9 S3 CELL 0.71073 9.4489 13.2007 14.8576 90.152 94.059 102.044 ZERR 2 0.0007 0.0011 0.0011 0.004 0.003 0.003 LATT 1 SFAC C H Eu F N O S UNIT 72 46 2 12 4 12 6 DFIX 1.7 S3 C20 S3 C22 DFIX 1.7 S3A C20 S3A C23 DFIX 1.46 0.01 C21 C22 C21A C23 DFIX 1.44 0.01 C20 C21 C20 C21A DFIX 1.35 0.01 C22 C23 DFIX 2.4 C20 C22 C20 C23 DFIX 2.6 C21 S3 C21A S3A DFIX 2.35 C21 C23 C21A C22 DFIX 2.5 S3 C22 S3A C23 FLAT 0.01 C20 C21 C22 C23 S3 FLAT 0.01 C20 C21A C22 C23 S3A EADP C21 C21A EADP S3 S3A L.S. 10 PLAN 25 SIZE 0.02 0.02 0.08 TEMP -123.15 htab CONF BOND $H LIST 6 MORE -1 fmap 2 acta SHEL 30 0.76 OMIT -7 -7 7 OMIT -8 8 9 OMIT -4 -13 9 OMIT -4 -12 8 OMIT -8 11 7 OMIT -5 -13 6 OMIT -2 -1 1 OMIT -8 10 9 OMIT -6 -8 8 OMIT -8 9 7 OMIT -8 10 10 REM REM REM WGHT 0.048700 FVAR 0.32896 0.67064 EU1 3 0.397952 0.249988 0.259882 11.00000 0.01265 0.01923 = 0.02631 -0.00008 0.00277 0.00106 N1 5 0.416208 0.083202 0.347499 11.00000 0.02030 0.02657 = 0.02356 0.00164 0.00546 0.00176 N2 5 0.649299 0.201330 0.274616 11.00000 0.01345 0.03125 = 0.02778 -0.00060 0.00339 -0.00220 O1 6 0.516226 0.325914 0.397851 11.00000 0.02277 0.02679 = 0.02894 -0.00327 0.00422 0.00088 O2 6 0.221746 0.250927 0.362269 11.00000 0.01712 0.03030 = 0.03045 -0.00152 0.00694 0.00080 O3 6 0.534920 0.412503 0.223713 11.00000 0.01991 0.02002 = 0.03224 0.00097 0.00079 -0.00241 O4 6 0.243472 0.336380 0.170795 11.00000 0.01693 0.03020 = 0.03917 0.00802 0.00024 0.00251 O5 6 0.470662 0.216120 0.116140 11.00000 0.02049 0.03059 = 0.02901 -0.00418 0.00283 -0.00508 O6 6 0.227205 0.109342 0.193845 11.00000 0.01660 0.02449 = 0.03380 -0.00120 0.00302 -0.00036 C1 1 0.482393 0.350037 0.473948 11.00000 0.02204 0.02100 = 0.02838 0.00066 0.00415 0.00794 C2 1 0.337955 0.333020 0.499074 11.00000 0.01960 0.02476 = 0.02881 0.00138 0.00488 0.00461 AFIX 43 H2 2 0.320143 0.355740 0.557128 11.00000 -1.20000 AFIX 0 C3 1 0.223163 0.284957 0.442563 11.00000 0.01726 0.02398 = 0.03368 0.00446 0.00984 0.00640 C4 1 0.603560 0.396059 0.539508 11.00000 0.02079 0.02258 = 0.03108 -0.00014 -0.00148 0.00297 C5 1 0.603038 0.429205 0.631467 11.00000 0.01587 0.02603 = 0.03532 -0.01336 -0.00130 0.00853 AFIX 43 H5 2 0.519603 0.426740 0.664184 11.00000 -1.20000 AFIX 0 C6 1 0.749846 0.466499 0.665095 11.00000 0.05373 0.04437 = 0.03605 -0.01333 -0.00070 -0.00039 AFIX 43 H6 2 0.775676 0.495156 0.724172 11.00000 -1.20000 AFIX 0 C7 1 0.847194 0.457950 0.607322 11.00000 0.02963 0.04204 = 0.05045 -0.00772 -0.01028 0.00794 AFIX 43 H7 2 0.948757 0.478642 0.621706 11.00000 -1.20000 AFIX 0 C8 1 0.069667 0.261872 0.477016 11.00000 0.02480 0.04363 = 0.03380 -0.00019 0.00484 0.00898 AFIX 13 H8 2 0.001493 0.287877 0.432688 11.00000 -1.20000 AFIX 0 C9 1 0.523939 0.480796 0.166831 11.00000 0.02671 0.02425 = 0.03034 0.00352 0.00470 0.00352 C10 1 0.398282 0.477685 0.108174 11.00000 0.03178 0.03594 = 0.03823 0.01528 0.00286 0.00554 AFIX 43 H10 2 0.403560 0.526271 0.060837 11.00000 -1.20000 AFIX 0 C11 1 0.268521 0.408275 0.115635 11.00000 0.02485 0.04341 = 0.02665 0.00347 -0.00077 0.00732 C12 1 0.644550 0.569341 0.167322 11.00000 0.02679 0.02956 = 0.03687 0.00694 0.00516 0.00288 C13 1 0.665512 0.655416 0.116269 11.00000 0.04254 0.03083 = 0.07980 0.02348 -0.01185 -0.00635 AFIX 43 H13 2 0.599671 0.666471 0.067772 11.00000 -1.20000 AFIX 0 C14 1 0.795485 0.727110 0.142601 11.00000 0.04662 0.03690 = 0.08669 0.02269 0.00089 -0.01581 AFIX 43 H14 2 0.825918 0.791671 0.114306 11.00000 -1.20000 AFIX 0 C15 1 0.870958 0.693449 0.212200 11.00000 0.03609 0.03937 = 0.06565 -0.00090 -0.00048 -0.01207 AFIX 43 H15 2 0.960907 0.731435 0.238695 11.00000 -1.20000 AFIX 0 C16 1 0.138565 0.430078 0.055072 11.00000 0.02057 0.06476 = 0.06358 0.01323 -0.00207 -0.00008 AFIX 13 H16 2 0.170389 0.469099 -0.000092 11.00000 -1.20000 AFIX 0 C17 1 0.429001 0.151445 0.051688 11.00000 0.01996 0.03256 = 0.02841 0.00305 -0.00118 0.00773 C18 1 0.304519 0.072314 0.051209 11.00000 0.02796 0.04379 = 0.03555 -0.01118 0.00127 -0.01425 AFIX 43 H18 2 0.280652 0.026623 0.000343 11.00000 -1.20000 AFIX 0 C19 1 0.216098 0.058184 0.120878 11.00000 0.01607 0.03267 = 0.03909 -0.00318 0.00102 -0.00252 PART 1 C20 1 0.520794 0.164968 -0.024000 11.00000 0.02900 0.04789 = 0.02659 -0.00115 0.00776 0.00512 C21 1 0.488103 0.115386 -0.111709 21.00000 0.12031 0.17535 = 0.07922 0.03966 0.08244 0.07889 AFIX 43 H21 2 0.405615 0.064491 -0.132755 21.00000 -1.20000 AFIX 0 S3 7 0.681005 0.253100 -0.011967 21.00000 0.03386 0.05584 = 0.04160 0.00428 0.01171 0.00483 C22 1 0.616736 0.164217 -0.161291 11.00000 0.06350 0.10032 = 0.04067 -0.02147 0.01475 0.00603 AFIX 43 H22 2 0.627669 0.147307 -0.222247 11.00000 -1.20000 AFIX 0 C23 1 0.711398 0.231365 -0.113685 11.00000 0.05568 0.07909 = 0.05332 -0.00428 0.02579 -0.00071 AFIX 43 H23 2 0.797303 0.267081 -0.138643 11.00000 -1.20000 AFIX 0 PART 0 PART 2 C21A 1 0.659660 0.238586 -0.021265 -21.00000 0.12031 0.17535 = 0.07922 0.03966 0.08244 0.07889 S3A 7 0.483244 0.107539 -0.125938 -21.00000 0.03386 0.05584 = 0.04160 0.00428 0.01171 0.00483 PART 0 C24 1 0.084634 -0.032490 0.113306 11.00000 0.03458 0.04299 = 0.05156 -0.01201 0.01171 -0.01409 AFIX 13 H24 2 0.092471 -0.080637 0.062689 11.00000 -1.20000 AFIX 0 C25 1 0.303626 0.024940 0.383790 11.00000 0.02149 0.03685 = 0.03359 0.00667 0.00752 0.00041 AFIX 43 H25 2 0.217124 0.050635 0.385558 11.00000 -1.20000 AFIX 0 C26 1 0.306115 -0.072275 0.419496 11.00000 0.02885 0.03361 = 0.03906 0.00908 0.01282 -0.00267 AFIX 43 H26 2 0.222745 -0.111574 0.444726 11.00000 -1.20000 AFIX 0 C27 1 0.428225 -0.110045 0.417868 11.00000 0.04458 0.02617 = 0.03919 0.00803 0.00287 0.00577 AFIX 43 H27 2 0.431126 -0.176057 0.442335 11.00000 -1.20000 AFIX 0 C28 1 0.550042 -0.052265 0.380319 11.00000 0.03243 0.02895 = 0.03672 0.00573 0.00129 0.00623 C29 1 0.539700 0.044583 0.345906 11.00000 0.02132 0.02557 = 0.02517 0.00169 0.00179 0.00767 C30 1 0.761712 0.261201 0.240484 11.00000 0.01951 0.03698 = 0.04287 -0.00001 0.01066 0.00959 AFIX 43 H30 2 0.751881 0.326848 0.217940 11.00000 -1.20000 AFIX 0 C31 1 0.896145 0.231371 0.236197 11.00000 0.01342 0.04555 = 0.04243 -0.00201 0.00624 0.00180 AFIX 43 H31 2 0.975849 0.276518 0.212103 11.00000 -1.20000 AFIX 0 C32 1 0.909388 0.135843 0.267533 11.00000 0.01626 0.04363 = 0.04025 -0.00707 0.00171 0.01108 AFIX 43 H32 2 0.997977 0.113281 0.263945 11.00000 -1.20000 AFIX 0 C33 1 0.791997 0.072209 0.304634 11.00000 0.02321 0.02992 = 0.03822 -0.00570 -0.00480 0.00902 C34 1 0.662674 0.108902 0.307570 11.00000 0.01938 0.01958 = 0.02211 -0.00182 -0.00099 0.00141 C35 1 0.682563 -0.088561 0.374598 11.00000 0.04559 0.03358 = 0.05376 0.00645 -0.00126 0.02466 AFIX 43 H35 2 0.689147 -0.155206 0.396212 11.00000 -1.20000 AFIX 0 C36 1 0.797850 -0.028204 0.338573 11.00000 0.03197 0.04129 = 0.06795 0.00267 -0.00047 0.02557 AFIX 43 H36 2 0.884785 -0.053140 0.335758 11.00000 -1.20000 AFIX 0 S1 7 0.775514 0.407358 0.506434 11.00000 0.02594 0.05325 = 0.05027 -0.01060 -0.00105 0.00801 S2 7 0.786719 0.574689 0.247511 11.00000 0.03217 0.03932 = 0.04875 0.00666 -0.00478 -0.01076 F1 4 0.065450 0.305461 0.559427 11.00000 0.02784 0.10589 = 0.04083 -0.02169 0.01046 0.01432 F2 4 0.025444 0.158991 0.484983 11.00000 0.02731 0.05780 = 0.07537 0.00572 0.01659 -0.00617 F3 4 0.045266 0.336052 0.033815 11.00000 0.05162 0.10011 = 0.08082 0.02845 -0.02361 -0.01490 F4 4 0.061629 0.480638 0.104916 11.00000 0.06283 0.12991 = 0.08576 -0.01165 -0.01358 0.06638 F5 4 0.074388 -0.083948 0.193235 11.00000 0.07254 0.03975 = 0.06823 0.00182 0.02771 -0.02248 F6 4 -0.037150 0.005041 0.100232 11.00000 0.02297 0.10118 = 0.08562 -0.04082 0.00292 -0.01038 HKLF 4 REM 1_a.res in P-1 REM R1 = 0.0640 for 6035 Fo > 4sig(Fo) and 0.0968 for all 8489 data REM 494 parameters refined using 21 restraints END WGHT 0.0487 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x+1, y+1, z HTAB C15 F5_$1 EQIV $2 -x, -y, -z HTAB C18 F6_$2 HTAB C25 O2 EQIV $3 -x, -y, -z+1 HTAB C26 F2_$3 HTAB C30 O3 EQIV $4 x+1, y, z HTAB C31 O4_$4 REM Highest difference peak 1.482, deepest hole -1.910, 1-sigma level 0.173 Q1 1 0.4263 0.3422 0.2846 11.00000 0.05 1.48 Q2 1 0.4200 0.2068 0.2092 11.00000 0.05 1.47 Q3 1 0.3627 0.1579 0.2285 11.00000 0.05 1.45 Q4 1 0.4372 0.0831 -0.1230 11.00000 0.05 1.38 Q5 1 0.4085 0.2771 0.1688 11.00000 0.05 1.30 Q6 1 0.3977 0.2206 0.3467 11.00000 0.05 1.23 Q7 1 0.3607 0.2431 0.2438 11.00000 0.05 1.19 Q8 1 0.4327 0.2584 0.2766 11.00000 0.05 1.14 Q9 1 0.3832 0.2937 0.3161 11.00000 0.05 0.97 Q10 1 0.4825 0.3247 0.1369 11.00000 0.05 0.92 Q11 1 0.1534 0.5250 0.0244 11.00000 0.05 0.86 Q12 1 0.2859 0.2350 0.3181 11.00000 0.05 0.79 Q13 1 0.2989 0.1637 0.3667 11.00000 0.05 0.79 Q14 1 0.5174 0.2191 0.2909 11.00000 0.05 0.79 Q15 1 0.6267 0.1563 -0.1852 11.00000 0.05 0.74 Q16 1 0.2727 0.2855 0.2367 11.00000 0.05 0.71 Q17 1 0.5794 0.4053 0.6654 11.00000 0.05 0.70 Q18 1 0.5627 0.4350 0.6041 11.00000 0.05 0.68 Q19 1 0.4211 0.2575 0.4217 11.00000 0.05 0.66 Q20 1 0.0605 -0.0684 0.0326 11.00000 0.05 0.66 Q21 1 0.7856 0.4569 0.4498 11.00000 0.05 0.66 Q22 1 0.4782 0.2568 0.3335 11.00000 0.05 0.66 Q23 1 0.6317 0.3979 0.6039 11.00000 0.05 0.65 Q24 1 0.4905 0.2537 0.1875 11.00000 0.05 0.63 Q25 1 0.5134 -0.0631 0.4366 11.00000 0.05 0.63 ; _shelx_res_checksum 9996 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_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 0.39795(3) 0.24999(3) 0.25988(2) 0.01967(10) Uani 1 1 d . . . . . N1 N 0.4162(5) 0.0832(4) 0.3475(3) 0.0237(12) Uani 1 1 d . . . . . N2 N 0.6493(5) 0.2013(4) 0.2746(3) 0.0251(13) Uani 1 1 d . . . . . O1 O 0.5162(4) 0.3259(3) 0.3979(3) 0.0267(11) Uani 1 1 d . . . . . O2 O 0.2217(4) 0.2509(3) 0.3623(3) 0.0263(11) Uani 1 1 d . . . . . O3 O 0.5349(4) 0.4125(3) 0.2237(3) 0.0251(10) Uani 1 1 d . . . . . O4 O 0.2435(4) 0.3364(4) 0.1708(3) 0.0292(11) Uani 1 1 d . . . . . O5 O 0.4707(4) 0.2161(4) 0.1161(3) 0.0282(11) Uani 1 1 d . . . . . O6 O 0.2272(4) 0.1093(3) 0.1938(3) 0.0256(10) Uani 1 1 d . . . . . C1 C 0.4824(7) 0.3500(5) 0.4739(4) 0.0232(14) Uani 1 1 d . . . . . C2 C 0.3380(6) 0.3330(5) 0.4991(4) 0.0242(15) Uani 1 1 d . . . . . H2 H 0.3201 0.3557 0.5571 0.029 Uiso 1 1 calc R . . . . C3 C 0.2232(6) 0.2850(5) 0.4426(4) 0.0243(14) Uani 1 1 d . . . . . C4 C 0.6036(6) 0.3961(5) 0.5395(4) 0.0252(15) Uani 1 1 d . . . . . C5 C 0.6030(6) 0.4292(5) 0.6315(4) 0.0253(15) Uani 1 1 d . . . . . H5 H 0.5196 0.4267 0.6642 0.030 Uiso 1 1 calc R . . . . C6 C 0.7498(9) 0.4665(6) 0.6651(5) 0.046(2) Uani 1 1 d . . . . . H6 H 0.7757 0.4952 0.7242 0.056 Uiso 1 1 calc R . . . . C7 C 0.8472(8) 0.4580(6) 0.6073(5) 0.041(2) Uani 1 1 d . . . . . H7 H 0.9488 0.4786 0.6217 0.050 Uiso 1 1 calc R . . . . C8 C 0.0697(7) 0.2619(6) 0.4770(5) 0.0337(17) Uani 1 1 d . . . . . H8 H 0.0015 0.2879 0.4327 0.040 Uiso 1 1 calc R . . . . C9 C 0.5239(7) 0.4808(5) 0.1668(4) 0.0272(15) Uani 1 1 d . . . . . C10 C 0.3983(7) 0.4777(6) 0.1082(5) 0.0355(18) Uani 1 1 d . . . . . H10 H 0.4036 0.5263 0.0608 0.043 Uiso 1 1 calc R . . . . C11 C 0.2685(7) 0.4083(6) 0.1156(5) 0.0317(17) Uani 1 1 d . . . . . C12 C 0.6445(7) 0.5693(6) 0.1673(5) 0.0314(16) Uani 1 1 d . . . . . C13 C 0.6655(9) 0.6554(6) 0.1163(6) 0.054(2) Uani 1 1 d . . . . . H13 H 0.5997 0.6665 0.0678 0.065 Uiso 1 1 calc R . . . . C14 C 0.7955(9) 0.7271(7) 0.1426(7) 0.060(3) Uani 1 1 d . . . . . H14 H 0.8259 0.7917 0.1143 0.073 Uiso 1 1 calc R . . . . C15 C 0.8710(8) 0.6934(6) 0.2122(6) 0.050(2) Uani 1 1 d . . . . . H15 H 0.9609 0.7314 0.2387 0.060 Uiso 1 1 calc R . . . . C16 C 0.1386(8) 0.4301(7) 0.0551(6) 0.051(2) Uani 1 1 d . . . . . H16 H 0.1704 0.4691 -0.0001 0.061 Uiso 1 1 calc R . . . . C17 C 0.4290(7) 0.1514(5) 0.0517(4) 0.0268(15) Uani 1 1 d . . . . . C18 C 0.3045(7) 0.0723(6) 0.0512(5) 0.039(2) Uani 1 1 d . . . . . H18 H 0.2807 0.0266 0.0003 0.047 Uiso 1 1 calc R . . . . C19 C 0.2161(7) 0.0582(5) 0.1209(5) 0.0304(17) Uani 1 1 d . . . . . C20 C 0.5208(6) 0.1650(5) -0.0240(4) 0.0346(18) Uani 1 1 d D . . A 1 C21 C 0.4881(10) 0.1154(6) -0.1117(7) 0.114(11) Uani 0.671(5) 1 d D . P A 1 H21 H 0.4056 0.0645 -0.1328 0.137 Uiso 0.671(5) 1 calc R . P A 1 S3 S 0.6810(3) 0.2531(3) -0.0120(2) 0.0440(11) Uani 0.671(5) 1 d D . P A 1 C22 C 0.6167(8) 0.1642(6) -0.1613(5) 0.069(3) Uani 1 1 d D . . A 1 H22 H 0.6277 0.1473 -0.2222 0.083 Uiso 1 1 calc R . . A 1 C23 C 0.7114(7) 0.2314(5) -0.1137(5) 0.064(3) Uani 1 1 d D . . A 1 H23 H 0.7973 0.2671 -0.1386 0.077 Uiso 1 1 calc R . . A 1 C21A C 0.6597(11) 0.2386(7) -0.0213(7) 0.114(11) Uani 0.329(5) 1 d D . P A 2 S3A S 0.4832(6) 0.1075(5) -0.1259(6) 0.0440(11) Uani 0.329(5) 1 d D . P A 2 C24 C 0.0846(8) -0.0325(6) 0.1133(6) 0.046(2) Uani 1 1 d . . . . . H24 H 0.0925 -0.0806 0.0627 0.055 Uiso 1 1 calc R . . . . C25 C 0.3036(7) 0.0249(6) 0.3838(4) 0.0312(17) Uani 1 1 d . . . . . H25 H 0.2171 0.0506 0.3856 0.037 Uiso 1 1 calc R . . . . C26 C 0.3061(7) -0.0723(6) 0.4195(5) 0.0347(18) Uani 1 1 d . . . . . H26 H 0.2227 -0.1116 0.4447 0.042 Uiso 1 1 calc R . . . . C27 C 0.4282(8) -0.1100(6) 0.4179(5) 0.0369(18) Uani 1 1 d . . . . . H27 H 0.4311 -0.1761 0.4423 0.044 Uiso 1 1 calc R . . . . C28 C 0.5500(8) -0.0523(6) 0.3803(5) 0.0328(17) Uani 1 1 d . . . . . C29 C 0.5397(7) 0.0446(5) 0.3459(4) 0.0236(14) Uani 1 1 d . . . . . C30 C 0.7617(7) 0.2612(6) 0.2405(5) 0.0322(17) Uani 1 1 d . . . . . H30 H 0.7519 0.3268 0.2179 0.039 Uiso 1 1 calc R . . . . C31 C 0.8961(7) 0.2314(6) 0.2362(5) 0.0342(18) Uani 1 1 d . . . . . H31 H 0.9758 0.2765 0.2121 0.041 Uiso 1 1 calc R . . . . C32 C 0.9094(7) 0.1358(6) 0.2675(5) 0.0327(17) Uani 1 1 d . . . . . H32 H 0.9980 0.1133 0.2639 0.039 Uiso 1 1 calc R . . . . C33 C 0.7920(7) 0.0722(6) 0.3046(5) 0.0303(16) Uani 1 1 d . . . . . C34 C 0.6627(6) 0.1089(5) 0.3076(4) 0.0209(14) Uani 1 1 d . . . . . C35 C 0.6826(8) -0.0886(6) 0.3746(5) 0.042(2) Uani 1 1 d . . . . . H35 H 0.6891 -0.1552 0.3962 0.051 Uiso 1 1 calc R . . . . C36 C 0.7978(8) -0.0282(6) 0.3386(6) 0.045(2) Uani 1 1 d . . . . . H36 H 0.8848 -0.0531 0.3358 0.054 Uiso 1 1 calc R . . . . S1 S 0.7755(2) 0.40736(17) 0.50643(14) 0.0434(5) Uani 1 1 d . . . . . S2 S 0.7867(2) 0.57469(16) 0.24751(14) 0.0431(5) Uani 1 1 d . . . . . F1 F 0.0654(4) 0.3055(4) 0.5594(3) 0.0578(15) Uani 1 1 d . . . . . F2 F 0.0254(4) 0.1590(4) 0.4850(3) 0.0551(13) Uani 1 1 d . . . . . F3 F 0.0453(5) 0.3361(5) 0.0338(4) 0.0833(19) Uani 1 1 d . . . . . F4 F 0.0616(6) 0.4806(5) 0.1049(4) 0.087(2) Uani 1 1 d . . . . . F5 F 0.0744(5) -0.0839(4) 0.1932(3) 0.0641(15) Uani 1 1 d . . . . . F6 F -0.0371(5) 0.0050(4) 0.1002(4) 0.0735(18) 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 0.01265(14) 0.01923(18) 0.02631(17) -0.00008(12) 0.00277(12) 0.00106(11) N1 0.020(3) 0.027(3) 0.024(3) 0.002(2) 0.005(2) 0.002(2) N2 0.013(2) 0.031(3) 0.028(3) -0.001(3) 0.003(2) -0.002(2) O1 0.023(2) 0.027(3) 0.029(2) -0.003(2) 0.004(2) 0.001(2) O2 0.017(2) 0.030(3) 0.030(2) -0.002(2) 0.0069(19) 0.0008(19) O3 0.020(2) 0.020(3) 0.032(3) 0.001(2) 0.001(2) -0.0024(19) O4 0.017(2) 0.030(3) 0.039(3) 0.008(2) 0.000(2) 0.003(2) O5 0.020(2) 0.031(3) 0.029(2) -0.004(2) 0.003(2) -0.005(2) O6 0.017(2) 0.024(3) 0.034(3) -0.001(2) 0.003(2) -0.0004(19) C1 0.022(3) 0.021(4) 0.028(3) 0.001(3) 0.004(3) 0.008(3) C2 0.020(3) 0.025(4) 0.029(3) 0.001(3) 0.005(3) 0.005(3) C3 0.017(3) 0.024(4) 0.034(4) 0.004(3) 0.010(3) 0.006(3) C4 0.021(3) 0.023(4) 0.031(4) 0.000(3) -0.001(3) 0.003(3) C5 0.016(3) 0.026(4) 0.035(4) -0.013(3) -0.001(3) 0.009(3) C6 0.054(5) 0.044(5) 0.036(4) -0.013(4) -0.001(4) 0.000(4) C7 0.030(4) 0.042(5) 0.050(5) -0.008(4) -0.010(4) 0.008(4) C8 0.025(3) 0.044(5) 0.034(4) 0.000(4) 0.005(3) 0.009(3) C9 0.027(3) 0.024(4) 0.030(4) 0.004(3) 0.005(3) 0.004(3) C10 0.032(4) 0.036(5) 0.038(4) 0.015(4) 0.003(3) 0.006(3) C11 0.025(3) 0.043(5) 0.027(4) 0.003(3) -0.001(3) 0.007(3) C12 0.027(3) 0.030(4) 0.037(4) 0.007(3) 0.005(3) 0.003(3) C13 0.043(5) 0.031(5) 0.080(6) 0.023(5) -0.012(5) -0.006(4) C14 0.047(5) 0.037(5) 0.087(7) 0.023(5) 0.001(5) -0.016(4) C15 0.036(4) 0.039(5) 0.066(6) -0.001(4) 0.000(4) -0.012(4) C16 0.021(4) 0.065(6) 0.064(6) 0.013(5) -0.002(4) 0.000(4) C17 0.020(3) 0.033(4) 0.028(4) 0.003(3) -0.001(3) 0.008(3) C18 0.028(4) 0.044(5) 0.036(4) -0.011(4) 0.001(3) -0.014(3) C19 0.016(3) 0.033(4) 0.039(4) -0.003(3) 0.001(3) -0.003(3) C20 0.029(4) 0.048(5) 0.027(4) -0.001(3) 0.008(3) 0.005(3) C21 0.120(18) 0.18(3) 0.079(15) 0.040(14) 0.082(13) 0.079(16) S3 0.0339(16) 0.056(2) 0.0416(19) 0.0043(16) 0.0117(14) 0.0048(16) C22 0.064(6) 0.100(9) 0.041(5) -0.021(6) 0.015(5) 0.006(6) C23 0.056(6) 0.079(8) 0.053(6) -0.004(5) 0.026(5) -0.001(5) C21A 0.120(18) 0.18(3) 0.079(15) 0.040(14) 0.082(13) 0.079(16) S3A 0.0339(16) 0.056(2) 0.0416(19) 0.0043(16) 0.0117(14) 0.0048(16) C24 0.035(4) 0.043(5) 0.052(5) -0.012(4) 0.012(4) -0.014(4) C25 0.021(3) 0.037(5) 0.034(4) 0.007(3) 0.008(3) 0.000(3) C26 0.029(4) 0.034(5) 0.039(4) 0.009(3) 0.013(3) -0.003(3) C27 0.045(4) 0.026(4) 0.039(4) 0.008(3) 0.003(4) 0.006(4) C28 0.032(4) 0.029(4) 0.037(4) 0.006(3) 0.001(3) 0.006(3) C29 0.021(3) 0.026(4) 0.025(3) 0.002(3) 0.002(3) 0.008(3) C30 0.020(3) 0.037(5) 0.043(4) 0.000(3) 0.011(3) 0.010(3) C31 0.013(3) 0.046(5) 0.042(4) -0.002(4) 0.006(3) 0.002(3) C32 0.016(3) 0.044(5) 0.040(4) -0.007(4) 0.002(3) 0.011(3) C33 0.023(3) 0.030(4) 0.038(4) -0.006(3) -0.005(3) 0.009(3) C34 0.019(3) 0.020(4) 0.022(3) -0.002(3) -0.001(3) 0.001(3) C35 0.046(5) 0.034(5) 0.054(5) 0.006(4) -0.001(4) 0.025(4) C36 0.032(4) 0.041(5) 0.068(6) 0.003(4) 0.000(4) 0.026(4) S1 0.0259(9) 0.0533(14) 0.0503(12) -0.0106(11) -0.0011(9) 0.0080(9) S2 0.0322(10) 0.0393(12) 0.0487(12) 0.0067(10) -0.0048(9) -0.0108(9) F1 0.028(2) 0.106(4) 0.041(3) -0.022(3) 0.010(2) 0.014(3) F2 0.027(2) 0.058(3) 0.075(3) 0.006(3) 0.017(2) -0.006(2) F3 0.052(3) 0.100(5) 0.081(4) 0.028(4) -0.024(3) -0.015(3) F4 0.063(4) 0.130(6) 0.086(4) -0.012(4) -0.014(3) 0.066(4) F5 0.073(3) 0.040(3) 0.068(3) 0.002(3) 0.028(3) -0.022(3) F6 0.023(2) 0.101(5) 0.086(4) -0.041(3) 0.003(2) -0.010(3) 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' Eu Eu -0.1578 3.6682 '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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N2 Eu1 N1 63.31(17) . . ? O1 Eu1 N1 80.54(16) . . ? O1 Eu1 N2 73.40(15) . . ? O2 Eu1 N1 80.06(16) . . ? O2 Eu1 N2 132.67(16) . . ? O2 Eu1 O1 71.82(14) . . ? O2 Eu1 O3 116.14(15) . . ? O2 Eu1 O4 81.40(16) . . ? O2 Eu1 O5 152.35(14) . . ? O2 Eu1 O6 83.77(14) . . ? O3 Eu1 N1 142.18(15) . . ? O3 Eu1 N2 82.83(16) . . ? O3 Eu1 O1 73.68(15) . . ? O3 Eu1 O4 72.32(15) . . ? O3 Eu1 O5 78.29(15) . . ? O3 Eu1 O6 140.98(15) . . ? O4 Eu1 N1 145.49(15) . . ? O4 Eu1 N2 144.96(17) . . ? O4 Eu1 O1 120.38(16) . . ? O5 Eu1 N1 103.18(16) . . ? O5 Eu1 N2 69.73(15) . . ? O5 Eu1 O1 135.80(14) . . ? O5 Eu1 O4 81.12(16) . . ? O6 Eu1 N1 70.65(15) . . ? O6 Eu1 N2 108.84(15) . . ? O6 Eu1 O1 145.02(15) . . ? O6 Eu1 O4 78.63(15) . . ? O6 Eu1 O5 71.88(14) . . ? C25 N1 Eu1 122.6(5) . . ? C25 N1 C29 117.4(6) . . ? C29 N1 Eu1 119.4(4) . . ? C30 N2 Eu1 120.4(5) . . ? C30 N2 C34 119.2(6) . . ? C34 N2 Eu1 119.9(4) . . ? C1 O1 Eu1 138.2(4) . . ? C3 O2 Eu1 134.8(4) . . ? C9 O3 Eu1 136.6(4) . . ? C11 O4 Eu1 132.4(4) . . ? C17 O5 Eu1 138.1(4) . . ? C19 O6 Eu1 134.5(4) . . ? O1 C1 C2 123.6(6) . . ? O1 C1 C4 116.3(5) . . ? C2 C1 C4 120.1(6) . . ? C1 C2 H2 119.0 . . ? C3 C2 C1 122.1(6) . . ? C3 C2 H2 119.0 . . ? O2 C3 C2 129.4(6) . . ? O2 C3 C8 111.3(5) . . ? C2 C3 C8 119.2(6) . . ? C1 C4 S1 117.4(5) . . ? C5 C4 C1 130.5(6) . . ? C5 C4 S1 112.1(4) . . ? C4 C5 H5 126.0 . . ? C6 C5 C4 107.9(6) . . ? C6 C5 H5 126.0 . . ? C5 C6 H6 122.7 . . ? C7 C6 C5 114.5(6) . . ? C7 C6 H6 122.7 . . ? C6 C7 H7 123.0 . . ? C6 C7 S1 114.1(6) . . ? S1 C7 H7 123.0 . . ? C3 C8 H8 109.3 . . ? F1 C8 C3 112.7(5) . . ? F1 C8 H8 109.3 . . ? F2 C8 C3 108.9(6) . . ? F2 C8 H8 109.3 . . ? F2 C8 F1 107.2(6) . . ? O3 C9 C10 123.2(6) . . ? O3 C9 C12 116.5(6) . . ? C10 C9 C12 120.2(7) . . ? C9 C10 H10 118.0 . . ? C11 C10 C9 123.9(7) . . ? C11 C10 H10 118.0 . . ? O4 C11 C10 126.9(6) . . ? O4 C11 C16 117.6(6) . . ? C10 C11 C16 115.2(7) . . ? C9 C12 S2 118.1(5) . . ? C13 C12 C9 131.1(7) . . ? C13 C12 S2 110.8(5) . . ? C12 C13 H13 123.4 . . ? C12 C13 C14 113.1(8) . . ? C14 C13 H13 123.4 . . ? C13 C14 H14 123.9 . . ? C15 C14 C13 112.3(8) . . ? C15 C14 H14 123.9 . . ? C14 C15 H15 123.9 . . ? C14 C15 S2 112.2(6) . . ? S2 C15 H15 123.9 . . ? C11 C16 H16 112.0 . . ? F3 C16 C11 107.9(7) . . ? F3 C16 H16 112.0 . . ? F4 C16 C11 108.3(7) . . ? F4 C16 H16 112.0 . . ? F4 C16 F3 104.1(7) . . ? O5 C17 C18 123.7(6) . . ? O5 C17 C20 114.9(6) . . ? C18 C17 C20 121.4(6) . . ? C17 C18 H18 118.7 . . ? C19 C18 C17 122.6(6) . . ? C19 C18 H18 118.7 . . ? O6 C19 C18 129.1(6) . . ? O6 C19 C24 113.1(6) . . ? C18 C19 C24 117.8(6) . . ? C17 C20 S3 118.0(5) . . ? C21 C20 C17 127.0(7) . . ? C21 C20 S3 114.9(6) . . ? C20 C21 H21 128.7 . . ? C20 C21 C22 102.5(7) . . ? C22 C21 H21 128.7 . . ? C23 S3 C20 90.3(3) . . ? C21 C22 H22 123.1 . . ? C23 C22 C21 113.8(6) . . ? C23 C22 H22 123.1 . . ? S3 C23 H23 120.8 . . ? C22 C23 S3 118.5(6) . . ? C22 C23 H23 120.8 . . ? C19 C24 H24 110.6 . . ? F5 C24 C19 109.7(6) . . ? F5 C24 H24 110.6 . . ? F6 C24 C19 109.0(7) . . ? F6 C24 H24 110.6 . . ? F6 C24 F5 106.2(6) . . ? N1 C25 H25 118.4 . . ? N1 C25 C26 123.1(7) . . ? C26 C25 H25 118.4 . . ? C25 C26 H26 120.3 . . ? C27 C26 C25 119.3(7) . . ? C27 C26 H26 120.3 . . ? C26 C27 H27 120.0 . . ? C26 C27 C28 120.1(7) . . ? C28 C27 H27 120.0 . . ? C27 C28 C29 117.4(7) . . ? C27 C28 C35 123.1(7) . . ? C29 C28 C35 119.5(7) . . ? N1 C29 C28 122.7(6) . . ? N1 C29 C34 117.2(6) . . ? C28 C29 C34 120.1(6) . . ? N2 C30 H30 118.8 . . ? N2 C30 C31 122.4(7) . . ? C31 C30 H30 118.8 . . ? C30 C31 H31 120.7 . . ? C32 C31 C30 118.7(6) . . ? C32 C31 H31 120.7 . . ? C31 C32 H32 120.2 . . ? C31 C32 C33 119.5(6) . . ? C33 C32 H32 120.2 . . ? C32 C33 C34 118.0(7) . . ? C32 C33 C36 122.6(7) . . ? C34 C33 C36 119.4(6) . . ? N2 C34 C29 118.8(6) . . ? N2 C34 C33 122.1(6) . . ? C33 C34 C29 119.1(6) . . ? C28 C35 H35 119.9 . . ? C36 C35 C28 120.3(7) . . ? C36 C35 H35 119.9 . . ? C33 C36 H36 119.2 . . ? C35 C36 C33 121.6(7) . . ? C35 C36 H36 119.2 . . ? C7 S1 C4 91.3(3) . . ? C15 S2 C12 91.6(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 N1 2.591(6) . ? Eu1 N2 2.582(5) . ? Eu1 O1 2.378(4) . ? Eu1 O2 2.335(4) . ? Eu1 O3 2.348(4) . ? Eu1 O4 2.369(5) . ? Eu1 O5 2.359(4) . ? Eu1 O6 2.351(4) . ? N1 C25 1.325(8) . ? N1 C29 1.369(8) . ? N2 C30 1.318(8) . ? N2 C34 1.343(8) . ? O1 C1 1.254(7) . ? O2 C3 1.272(7) . ? O3 C9 1.252(8) . ? O4 C11 1.251(8) . ? O5 C17 1.266(7) . ? O6 C19 1.262(7) . ? C1 C2 1.413(8) . ? C1 C4 1.476(8) . ? C2 H2 0.9500 . ? C2 C3 1.366(8) . ? C3 C8 1.543(8) . ? C4 C5 1.434(8) . ? C4 S1 1.708(6) . ? C5 H5 0.9500 . ? C5 C6 1.425(9) . ? C6 H6 0.9500 . ? C6 C7 1.323(10) . ? C7 H7 0.9500 . ? C7 S1 1.677(7) . ? C8 H8 1.0000 . ? C8 F1 1.358(7) . ? C8 F2 1.343(8) . ? C9 C10 1.416(9) . ? C9 C12 1.452(9) . ? C10 H10 0.9500 . ? C10 C11 1.381(9) . ? C11 C16 1.547(10) . ? C12 C13 1.356(10) . ? C12 S2 1.721(7) . ? C13 H13 0.9500 . ? C13 C14 1.415(10) . ? C14 H14 0.9500 . ? C14 C15 1.344(11) . ? C15 H15 0.9500 . ? C15 S2 1.706(8) . ? C16 H16 1.0000 . ? C16 F3 1.385(9) . ? C16 F4 1.341(10) . ? C17 C18 1.400(9) . ? C17 C20 1.457(8) . ? C18 H18 0.9500 . ? C18 C19 1.365(9) . ? C19 C24 1.532(9) . ? C20 C21 1.441(9) . ? C20 S3 1.704(7) . ? C21 H21 0.9500 . ? C21 C22 1.496(9) . ? S3 C23 1.594(8) . ? C22 H22 0.9500 . ? C22 C23 1.289(7) . ? C23 H23 0.9500 . ? C24 H24 1.0000 . ? C24 F5 1.369(9) . ? C24 F6 1.347(9) . ? C25 H25 0.9500 . ? C25 C26 1.394(10) . ? C26 H26 0.9500 . ? C26 C27 1.351(10) . ? C27 H27 0.9500 . ? C27 C28 1.395(10) . ? C28 C29 1.398(9) . ? C28 C35 1.439(10) . ? C29 C34 1.442(8) . ? C30 H30 0.9500 . ? C30 C31 1.412(9) . ? C31 H31 0.9500 . ? C31 C32 1.372(10) . ? C32 H32 0.9500 . ? C32 C33 1.393(9) . ? C33 C34 1.409(9) . ? C33 C36 1.430(10) . ? C35 H35 0.9500 . ? C35 C36 1.353(11) . ? C36 H36 0.9500 . ? 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 Eu1 N1 C25 C26 170.4(5) . . . . ? Eu1 N1 C29 C28 -170.6(5) . . . . ? Eu1 N1 C29 C34 10.1(7) . . . . ? Eu1 N2 C30 C31 -171.4(5) . . . . ? Eu1 N2 C34 C29 -8.6(7) . . . . ? Eu1 N2 C34 C33 170.4(4) . . . . ? Eu1 O1 C1 C2 0.7(11) . . . . ? Eu1 O1 C1 C4 179.1(4) . . . . ? Eu1 O2 C3 C2 -2.0(12) . . . . ? Eu1 O2 C3 C8 -179.5(4) . . . . ? Eu1 O3 C9 C10 7.5(11) . . . . ? Eu1 O3 C9 C12 -176.6(4) . . . . ? Eu1 O4 C11 C10 -19.0(11) . . . . ? Eu1 O4 C11 C16 167.6(5) . . . . ? Eu1 O5 C17 C18 2.0(11) . . . . ? Eu1 O5 C17 C20 -178.2(4) . . . . ? Eu1 O6 C19 C18 -2.6(12) . . . . ? Eu1 O6 C19 C24 176.4(5) . . . . ? N1 C25 C26 C27 0.2(10) . . . . ? N1 C29 C34 N2 -1.0(8) . . . . ? N1 C29 C34 C33 180.0(5) . . . . ? N2 C30 C31 C32 1.0(10) . . . . ? O1 C1 C2 C3 2.4(11) . . . . ? O1 C1 C4 C5 -178.2(7) . . . . ? O1 C1 C4 S1 -2.2(9) . . . . ? O2 C3 C8 F1 -174.4(6) . . . . ? O2 C3 C8 F2 66.8(8) . . . . ? O3 C9 C10 C11 9.5(12) . . . . ? O3 C9 C12 C13 -179.2(8) . . . . ? O3 C9 C12 S2 -2.3(9) . . . . ? O4 C11 C16 F3 -35.8(10) . . . . ? O4 C11 C16 F4 76.3(9) . . . . ? O5 C17 C18 C19 0.2(12) . . . . ? O5 C17 C20 C21 -168.6(5) . . . . ? O5 C17 C20 S3 7.8(8) . . . . ? O6 C19 C24 F5 -44.1(9) . . . . ? O6 C19 C24 F6 71.8(8) . . . . ? C1 C2 C3 O2 -1.8(12) . . . . ? C1 C2 C3 C8 175.6(6) . . . . ? C1 C4 C5 C6 179.0(7) . . . . ? C1 C4 S1 C7 -178.6(6) . . . . ? C2 C1 C4 C5 0.3(11) . . . . ? C2 C1 C4 S1 176.3(5) . . . . ? C2 C3 C8 F1 7.8(10) . . . . ? C2 C3 C8 F2 -111.0(7) . . . . ? C4 C1 C2 C3 -176.0(6) . . . . ? C4 C5 C6 C7 -2.6(10) . . . . ? C5 C4 S1 C7 -1.9(6) . . . . ? C5 C6 C7 S1 1.3(10) . . . . ? C6 C7 S1 C4 0.4(7) . . . . ? C9 C10 C11 O4 -3.4(13) . . . . ? C9 C10 C11 C16 170.2(7) . . . . ? C9 C12 C13 C14 176.0(8) . . . . ? C9 C12 S2 C15 -176.7(6) . . . . ? C10 C9 C12 C13 -3.1(13) . . . . ? C10 C9 C12 S2 173.8(6) . . . . ? C10 C11 C16 F3 150.0(7) . . . . ? C10 C11 C16 F4 -97.8(8) . . . . ? C12 C9 C10 C11 -166.3(7) . . . . ? C12 C13 C14 C15 0.7(13) . . . . ? C13 C12 S2 C15 0.8(7) . . . . ? C13 C14 C15 S2 -0.1(11) . . . . ? C14 C15 S2 C12 -0.4(8) . . . . ? C17 C18 C19 O6 0.2(14) . . . . ? C17 C18 C19 C24 -178.8(7) . . . . ? C17 C20 C21 C22 176.5(7) . . . . ? C17 C20 S3 C23 -176.8(6) . . . . ? C18 C17 C20 C21 11.2(9) . . . . ? C18 C17 C20 S3 -172.3(6) . . . . ? C18 C19 C24 F5 135.0(8) . . . . ? C18 C19 C24 F6 -109.0(8) . . . . ? C20 C17 C18 C19 -179.6(7) . . . . ? C20 C21 C22 C23 0.0(2) . . . . ? C20 S3 C23 C22 -0.1(4) . . . . ? C21 C20 S3 C23 0.0(3) . . . . ? C21 C22 C23 S3 0.1(4) . . . . ? S3 C20 C21 C22 -0.01(17) . . . . ? C25 N1 C29 C28 0.2(9) . . . . ? C25 N1 C29 C34 -179.1(5) . . . . ? C25 C26 C27 C28 -0.3(11) . . . . ? C26 C27 C28 C29 0.4(10) . . . . ? C26 C27 C28 C35 -178.7(7) . . . . ? C27 C28 C29 N1 -0.4(10) . . . . ? C27 C28 C29 C34 178.9(6) . . . . ? C27 C28 C35 C36 -179.0(7) . . . . ? C28 C29 C34 N2 179.7(6) . . . . ? C28 C29 C34 C33 0.6(9) . . . . ? C28 C35 C36 C33 -0.5(12) . . . . ? C29 N1 C25 C26 -0.1(9) . . . . ? C29 C28 C35 C36 1.9(11) . . . . ? C30 N2 C34 C29 179.1(6) . . . . ? C30 N2 C34 C33 -1.8(9) . . . . ? C30 C31 C32 C33 -1.6(10) . . . . ? C31 C32 C33 C34 0.6(10) . . . . ? C31 C32 C33 C36 180.0(6) . . . . ? C32 C33 C34 N2 1.2(9) . . . . ? C32 C33 C34 C29 -179.8(6) . . . . ? C32 C33 C36 C35 179.8(7) . . . . ? C34 N2 C30 C31 0.7(10) . . . . ? C34 C33 C36 C35 -0.8(11) . . . . ? C35 C28 C29 N1 178.7(6) . . . . ? C35 C28 C29 C34 -2.0(9) . . . . ? C36 C33 C34 N2 -178.2(6) . . . . ? C36 C33 C34 C29 0.8(9) . . . . ? S1 C4 C5 C6 2.8(8) . . . . ? S2 C12 C13 C14 -1.0(10) . . . . ?