#------------------------------------------------------------------------------ #$Date: 2021-03-23 07:39:14 +0200 (Tue, 23 Mar 2021) $ #$Revision: 263235 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242502.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_7242502 loop_ _publ_author_name 'Feng, Lu' 'Zeng, Tian-Yu' 'Hou, Hao-Bo' 'Zhou, Hong' 'Tian, Jian' _publ_section_title ; Theoretical hydrogen bonding calculations and proton conduction for Eu(iii)-based metal--organic framework ; _journal_issue 19 _journal_name_full 'RSC Advances' _journal_page_first 11495 _journal_page_last 11499 _journal_paper_doi 10.1039/D1RA01528A _journal_volume 11 _journal_year 2021 _chemical_formula_moiety '0.25(C60 H80 Eu8 N24 O64), 4.5(H4 O2)' _chemical_formula_sum 'C15 H38 Eu2 N6 O25' _chemical_formula_weight 1006.43 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2020-11-10 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-01-05 deposited with the CCDC. 2021-03-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.265(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.7130(11) _cell_length_b 16.7745(15) _cell_length_c 14.7977(13) _cell_measurement_reflns_used 1776 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 24.94 _cell_measurement_theta_min 3.67 _cell_volume 3154.9(5) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 173.0 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'PHOTON 100 CMOS detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0914 _diffrn_reflns_av_unetI/netI 0.0934 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 8457 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.364 _diffrn_reflns_theta_min 2.792 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 4.048 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.5661 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 2014)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.119 _exptl_crystal_description needle _exptl_crystal_F_000 1984 _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.882 _refine_diff_density_min -0.835 _refine_diff_density_rms 0.198 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 243 _refine_ls_number_reflns 2880 _refine_ls_number_restraints 474 _refine_ls_restrained_S_all 0.962 _refine_ls_R_factor_all 0.0810 _refine_ls_R_factor_gt 0.0392 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0195P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.0700 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1981 _reflns_number_total 2880 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; 11.res created by SHELXL-2014/7 TITL 11_a.res in C2/c REM Old TITL 11_a.res in C2/c REM SHELXT solution in C2/c REM R1 0.093, Rweak 0.006, Alpha 0.045, Orientation as input REM Formula found by SHELXT: C8 N8 O7 Eu CELL 0.71073 12.713 16.7745 14.7977 90 91.265 90 ZERR 4 0.0011 0.0015 0.0013 0 0.004 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H Eu N O UNIT 60 152 8 24 100 SIMU 0.01 0.02 3.8 $C $N $O L.S. 20 PLAN 20 TEMP -100.15 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.019500 FVAR 0.18604 0.41903 EU1 3 0.875975 0.801646 0.556037 11.00000 0.01051 0.01033 = 0.00798 -0.00056 0.00058 -0.00149 O3 5 0.693493 0.783421 0.580018 11.00000 0.01082 0.01427 = 0.01373 0.00333 0.00282 0.00108 O7 5 0.291679 0.614475 0.944745 11.00000 0.01405 0.01919 = 0.01237 -0.00450 -0.00402 0.00231 O8 5 0.144937 0.670919 0.884720 11.00000 0.01343 0.01292 = 0.01458 -0.00340 -0.00059 0.00256 O6 5 0.377485 0.327240 0.719760 11.00000 0.02049 0.01804 = 0.01408 -0.00531 -0.00335 0.00398 O4 5 0.523724 0.765493 0.563763 11.00000 0.01499 0.02708 = 0.01916 -0.00423 0.00089 -0.00189 O5 5 0.325419 0.428346 0.636269 11.00000 0.02238 0.01704 = 0.01704 -0.00061 -0.00231 -0.00132 O1 5 0.993624 0.908069 0.502295 11.00000 0.01543 0.02602 = 0.03125 0.01062 -0.00095 -0.00362 AFIX 7 H1A 2 0.961133 0.935931 0.460147 11.00000 -1.50000 H1B 2 1.046702 0.886459 0.474592 11.00000 -1.50000 AFIX 0 O2 5 1.049147 0.773270 0.620145 11.00000 0.02062 0.02282 = 0.01832 -0.00532 -0.00211 0.00398 AFIX 7 H2A 2 1.068199 0.724920 0.605223 11.00000 -1.50000 H2B 2 1.045517 0.771688 0.679105 11.00000 -1.50000 AFIX 6 O11 5 1.000000 0.622490 0.750000 10.50000 0.03596 0.03612 = 0.04364 0.00000 -0.01282 0.00000 H11A 2 0.954701 0.592480 0.777151 10.50000 -1.50000 H11B 2 0.961900 0.652445 0.714175 10.50000 -1.50000 AFIX 0 N2 4 0.408496 0.653232 0.767981 11.00000 0.01584 0.01410 = 0.01663 -0.00173 0.00503 0.00068 C8 1 0.223659 0.623655 0.883822 11.00000 0.01267 0.01572 = 0.01380 -0.00152 0.00529 -0.00094 N1 4 0.500000 0.770050 0.750000 10.50000 0.01335 0.01357 = 0.01468 0.00000 0.00792 0.00000 N4 4 0.326410 0.531847 0.788291 11.00000 0.01227 0.01351 = 0.01599 -0.00363 0.00569 0.00137 C1 1 0.601445 0.785531 0.611690 11.00000 0.01733 0.01764 = 0.01540 -0.00241 0.00188 0.00075 AFIX 6 O9 5 0.305547 0.571370 0.548660 11.00000 0.03045 0.03531 = 0.03640 0.01185 0.00148 -0.00060 H9A 2 0.302668 0.535848 0.591399 11.00000 -1.50000 H9B 2 0.258450 0.560449 0.506868 11.00000 -1.50000 AFIX 0 C6 1 0.346619 0.398986 0.712932 11.00000 0.01051 0.01264 = 0.01672 -0.00322 0.00000 -0.00240 N3 4 0.500000 0.528879 0.750000 10.50000 0.01538 0.01468 = 0.01521 0.00000 0.00364 0.00000 C2 1 0.587461 0.809995 0.709577 11.00000 0.01859 0.02190 = 0.01690 -0.00121 0.00293 -0.00151 AFIX 23 H2C 2 0.652597 0.797480 0.744646 11.00000 -1.20000 H2D 2 0.576197 0.868328 0.712475 11.00000 -1.20000 AFIX 0 C7 1 0.228466 0.572773 0.798800 11.00000 0.01476 0.01621 = 0.01663 -0.00281 0.00178 -0.00442 AFIX 23 H7A 2 0.171066 0.532927 0.799970 11.00000 -1.20000 H7B 2 0.215791 0.607389 0.745479 11.00000 -1.20000 AFIX 0 C3 1 0.500000 0.688742 0.750000 10.50000 0.01496 0.02026 = 0.01350 0.00000 0.00669 0.00000 C5 1 0.333753 0.445538 0.799511 11.00000 0.01465 0.01640 = 0.01465 -0.00602 0.00377 -0.00101 AFIX 23 H5A 2 0.269417 0.426603 0.829301 11.00000 -1.20000 H5B 2 0.394298 0.433586 0.840510 11.00000 -1.20000 AFIX 0 O10 5 0.386303 0.913090 0.554758 11.00000 0.05061 0.05413 = 0.05763 -0.01671 -0.01491 0.01997 AFIX 3 H10A 2 0.409783 0.865570 0.567398 11.00000 -1.50000 H10B 2 0.393103 0.939260 0.605308 11.00000 -1.50000 AFIX 0 C4 1 0.415151 0.572739 0.767819 11.00000 0.01667 0.01604 = 0.01225 -0.00333 0.00264 -0.00068 AFIX 6 O12 5 0.954530 0.505457 0.876913 11.00000 0.06388 0.05534 = 0.06347 0.01893 -0.00474 0.00425 H12A 2 0.964791 0.554017 0.858552 11.00000 -1.50000 H12B 2 0.914352 0.510489 0.923414 11.00000 -1.50000 AFIX 0 PART 1 O13 5 0.748280 0.706468 0.887504 21.00000 0.04185 0.04519 = 0.03694 -0.01250 0.00491 -0.00605 AFIX 3 H13A 2 0.764210 0.687779 0.834744 21.00000 -1.50000 H13B 2 0.691580 0.683149 0.906124 21.00000 -1.50000 AFIX 6 PART 0 PART 2 O13A 5 0.748757 0.741028 0.926557 -21.00000 0.06208 0.05764 = 0.06613 -0.01104 0.01636 -0.01120 H13C 2 0.695891 0.766611 0.949089 -21.00000 -1.50000 H13D 2 0.784233 0.717522 0.969856 -21.00000 -1.50000 AFIX 0 HKLF 4 REM 11_a.res in C2/c REM R1 = 0.0392 for 1981 Fo > 4sig(Fo) and 0.0810 for all 2880 data REM 243 parameters refined using 474 restraints END WGHT 0.0195 0.0000 REM Highest difference peak 0.882, deepest hole -0.835, 1-sigma level 0.198 Q1 1 0.8571 0.6936 0.8307 11.00000 0.05 0.88 Q2 1 0.9739 0.7486 0.5696 11.00000 0.05 0.81 Q3 1 0.8607 0.7625 0.4962 11.00000 0.05 0.80 Q4 1 0.1992 0.4536 0.8034 11.00000 0.05 0.78 Q5 1 1.1196 0.8961 0.4493 11.00000 0.05 0.77 Q6 1 0.1268 0.5915 0.9474 11.00000 0.05 0.76 Q7 1 0.3372 0.6531 1.0015 11.00000 0.05 0.73 Q8 1 0.3533 0.6218 0.9175 11.00000 0.05 0.71 Q9 1 0.6561 0.8026 0.9628 11.00000 0.05 0.71 Q10 1 0.2184 0.3729 0.6277 11.00000 0.05 0.70 Q11 1 0.6774 0.7280 0.9185 11.00000 0.05 0.70 Q12 1 0.8738 0.5697 0.8164 11.00000 0.05 0.68 Q13 1 0.9035 0.4654 1.0235 11.00000 0.05 0.67 Q14 1 0.7262 0.7204 0.5584 11.00000 0.05 0.67 Q15 1 0.6634 0.6405 0.9032 11.00000 0.05 0.65 Q16 1 0.3973 0.3809 0.6267 11.00000 0.05 0.64 Q17 1 0.9567 0.5927 0.8471 11.00000 0.05 0.64 Q18 1 0.3914 0.5382 0.8320 11.00000 0.05 0.64 Q19 1 0.3012 0.6716 0.9052 11.00000 0.05 0.62 Q20 1 0.7540 0.8312 0.7836 11.00000 0.05 0.61 REM The information below was added by Olex2. REM REM R1 = 0.0392 for 1981 Fo > 4sig(Fo) and 0.0810 for all 8596 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.88, deepest hole -0.83 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0810 REM R1_gt = 0.0392 REM wR_ref = 0.0700 REM GOOF = 0.998 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 8596 REM Reflections_gt = 1981 REM Parameters = n/a REM Hole = -0.83 REM Peak = 0.88 REM Flack = n/a ; _cod_data_source_file d1ra01528a2.cif _cod_data_source_block 11 _cod_database_code 7242502 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5 times of: All O(H,H) groups 2. Uiso/Uaniso restraints and constraints C8 \\sim C1 \\sim C6 \\sim C2 \\sim C7 \\sim C3 \\sim C5 \\sim C4 \\sim N2 \\sim N1 \\sim N4 \\sim N3 \\sim O3 \\sim O7 \\sim O8 \\sim O6 \\sim O4 \\sim O5 \\sim O1 \\sim O2 \\sim O11 \\sim O9 \\sim O10 \\sim O12 \\sim O13 \\sim O13A: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02 3. Others Sof(O13A)=Sof(H13C)=Sof(H13D)=1-FVAR(1) Sof(O13)=Sof(H13A)=Sof(H13B)=FVAR(1) Fixed Sof: H11A(0.5) H11B(0.5) 4.a Riding coordinates: O10(H10A,H10B), O13(H13A,H13B) 4.b Free rotating group: O11(H11A,H11B), O9(H9A,H9B), O12(H12A,H12B), O13A(H13C,H13D) 4.c Rotating group: O1(H1A,H1B), O2(H2A,H2B) 4.d Secondary CH2 refined with riding coordinates: C2(H2C,H2D), C7(H7A,H7B), C5(H5A,H5B) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 0.87598(3) 0.80165(2) 0.55604(2) 0.00960(10) Uani 1 1 d . . . . . O3 O 0.6935(4) 0.7834(3) 0.5800(3) 0.0129(11) Uani 1 1 d . U . . . O7 O 0.2917(4) 0.6145(3) 0.9447(3) 0.0153(11) Uani 1 1 d . U . . . O8 O 0.1449(4) 0.6709(3) 0.8847(3) 0.0137(11) Uani 1 1 d . U . . . O6 O 0.3775(4) 0.3272(3) 0.7198(3) 0.0176(11) Uani 1 1 d . U . . . O4 O 0.5237(4) 0.7655(3) 0.5638(4) 0.0204(11) Uani 1 1 d . U . . . O5 O 0.3254(4) 0.4283(3) 0.6363(3) 0.0189(11) Uani 1 1 d . U . . . O1 O 0.9936(4) 0.9081(3) 0.5023(4) 0.0243(14) Uani 1 1 d . U . . . H1A H 0.9611 0.9359 0.4601 0.036 Uiso 1 1 d GR . . . . H1B H 1.0467 0.8865 0.4746 0.036 Uiso 1 1 d GR . . . . O2 O 1.0491(4) 0.7733(3) 0.6201(4) 0.0206(13) Uani 1 1 d . U . . . H2A H 1.0682 0.7249 0.6052 0.031 Uiso 1 1 d GR . . . . H2B H 1.0455 0.7717 0.6791 0.031 Uiso 1 1 d GR . . . . O11 O 1.0000 0.6225(6) 0.7500 0.039(2) Uani 1 2 d S TU P . . H11A H 0.9547 0.5925 0.7772 0.058 Uiso 0.5 1 d G . . . . H11B H 0.9619 0.6524 0.7142 0.058 Uiso 0.5 1 d G . . . . N2 N 0.4085(5) 0.6532(3) 0.7680(4) 0.0155(11) Uani 1 1 d . U . . . C8 C 0.2237(6) 0.6237(4) 0.8838(5) 0.0140(14) Uani 1 1 d . U . . . N1 N 0.5000 0.7700(5) 0.7500 0.0138(15) Uani 1 2 d S TU P . . N4 N 0.3264(5) 0.5318(3) 0.7883(4) 0.0138(11) Uani 1 1 d . U . . . C1 C 0.6014(6) 0.7855(4) 0.6117(5) 0.0168(14) Uani 1 1 d . U . . . O9 O 0.3055(5) 0.5714(3) 0.5487(5) 0.0340(14) Uani 1 1 d . U . . . H9A H 0.3027 0.5358 0.5914 0.051 Uiso 1 1 d G . . . . H9B H 0.2584 0.5604 0.5069 0.051 Uiso 1 1 d G . . . . C6 C 0.3466(6) 0.3990(4) 0.7129(5) 0.0133(13) Uani 1 1 d . U . . . N3 N 0.5000 0.5289(5) 0.7500 0.0150(14) Uani 1 2 d S TU P . . C2 C 0.5875(6) 0.8100(5) 0.7096(5) 0.0191(14) Uani 1 1 d . U . . . H2C H 0.6526 0.7975 0.7446 0.023 Uiso 1 1 calc R . . . . H2D H 0.5762 0.8683 0.7125 0.023 Uiso 1 1 calc R . . . . C7 C 0.2285(6) 0.5728(4) 0.7988(5) 0.0158(13) Uani 1 1 d . U . . . H7A H 0.1711 0.5329 0.8000 0.019 Uiso 1 1 calc R . . . . H7B H 0.2158 0.6074 0.7455 0.019 Uiso 1 1 calc R . . . . C3 C 0.5000 0.6887(6) 0.7500 0.0161(15) Uani 1 2 d S TU P . . C5 C 0.3338(6) 0.4455(4) 0.7995(5) 0.0152(13) Uani 1 1 d . U . . . H5A H 0.2694 0.4266 0.8293 0.018 Uiso 1 1 calc R . . . . H5B H 0.3943 0.4336 0.8405 0.018 Uiso 1 1 calc R . . . . O10 O 0.3863(5) 0.9131(4) 0.5548(5) 0.0544(17) Uani 1 1 d . U . . . H10A H 0.4098 0.8656 0.5674 0.082 Uiso 1 1 d R . . . . H10B H 0.3931 0.9393 0.6053 0.082 Uiso 1 1 d R . . . . C4 C 0.4152(6) 0.5727(4) 0.7678(5) 0.0150(12) Uani 1 1 d . U . . . O12 O 0.9545(6) 0.5055(4) 0.8769(5) 0.061(2) Uani 1 1 d . U . . . H12A H 0.9648 0.5540 0.8586 0.091 Uiso 1 1 d G . . . . H12B H 0.9144 0.5105 0.9234 0.091 Uiso 1 1 d G . . . . O13 O 0.7483(13) 0.7065(13) 0.8875(14) 0.041(3) Uani 0.42(2) 1 d . U . A 1 H13A H 0.7642 0.6878 0.8347 0.062 Uiso 0.42(2) 1 d R . . A 1 H13B H 0.6916 0.6831 0.9061 0.062 Uiso 0.42(2) 1 d R . . A 1 O13A O 0.7488(13) 0.7410(12) 0.9266(13) 0.062(4) Uani 0.58(2) 1 d . U . A 2 H13C H 0.6959 0.7666 0.9491 0.093 Uiso 0.58(2) 1 d G . . A 2 H13D H 0.7842 0.7175 0.9699 0.093 Uiso 0.58(2) 1 d G . . A 2 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 0.01051(17) 0.01033(16) 0.00798(17) -0.0006(2) 0.00058(12) -0.0015(2) O3 0.011(2) 0.014(3) 0.014(2) 0.003(2) 0.003(2) 0.0011(19) O7 0.014(2) 0.019(2) 0.012(2) -0.005(2) -0.004(2) 0.002(2) O8 0.013(2) 0.013(2) 0.015(3) -0.0034(19) -0.001(2) 0.0026(19) O6 0.020(3) 0.018(2) 0.014(3) -0.005(2) -0.003(2) 0.004(2) O4 0.015(2) 0.027(2) 0.019(3) -0.004(2) 0.001(2) -0.002(2) O5 0.022(2) 0.017(2) 0.017(2) -0.001(2) -0.002(2) -0.001(2) O1 0.015(3) 0.026(3) 0.031(4) 0.011(3) -0.001(3) -0.004(2) O2 0.021(3) 0.023(3) 0.018(3) -0.005(2) -0.002(2) 0.004(2) O11 0.036(5) 0.036(5) 0.044(6) 0.000 -0.013(4) 0.000 N2 0.016(2) 0.014(2) 0.017(2) -0.002(2) 0.005(2) 0.001(2) C8 0.013(3) 0.016(3) 0.014(3) -0.002(3) 0.005(3) -0.001(3) N1 0.013(3) 0.014(3) 0.015(3) 0.000 0.008(3) 0.000 N4 0.012(2) 0.014(2) 0.016(2) -0.004(2) 0.006(2) 0.001(2) C1 0.017(3) 0.018(3) 0.015(3) -0.002(3) 0.002(3) 0.001(3) O9 0.030(3) 0.035(3) 0.036(3) 0.012(3) 0.001(3) -0.001(3) C6 0.011(3) 0.013(3) 0.017(3) -0.003(3) 0.000(3) -0.002(2) N3 0.015(3) 0.015(3) 0.015(3) 0.000 0.004(3) 0.000 C2 0.019(3) 0.022(3) 0.017(3) -0.001(3) 0.003(3) -0.002(3) C7 0.015(3) 0.016(3) 0.017(3) -0.003(2) 0.002(2) -0.004(2) C3 0.015(3) 0.020(3) 0.014(3) 0.000 0.007(3) 0.000 C5 0.015(3) 0.016(3) 0.015(3) -0.006(2) 0.004(2) -0.001(2) O10 0.051(4) 0.054(4) 0.058(4) -0.017(4) -0.015(3) 0.020(3) C4 0.017(2) 0.016(2) 0.012(2) -0.003(2) 0.003(2) -0.001(2) O12 0.064(5) 0.055(4) 0.063(5) 0.019(4) -0.005(4) 0.004(4) O13 0.042(5) 0.045(6) 0.037(6) -0.013(5) 0.005(5) -0.006(6) O13A 0.062(7) 0.058(9) 0.066(9) -0.011(7) 0.016(7) -0.011(7) 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' 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' 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 O3 Eu1 Eu1 39.17(12) . 7_666 ? O3 Eu1 Eu1 35.13(9) 7_666 7_666 ? O3 Eu1 O3 74.30(16) . 7_666 ? O3 Eu1 O7 75.83(16) . 8_565 ? O3 Eu1 O8 73.06(16) . 2_656 ? O3 Eu1 O6 82.05(16) . 3 ? O3 Eu1 O4 124.64(17) . 7_666 ? O3 Eu1 O5 77.20(16) . 3 ? O3 Eu1 O1 137.84(16) . . ? O3 Eu1 O2 142.92(16) . . ? O3 Eu1 C1 100.28(19) . 7_666 ? O3 Eu1 C1 25.98(17) 7_666 7_666 ? O3 Eu1 C6 152.72(18) 7_666 3 ? O3 Eu1 C6 78.89(18) . 3 ? O7 Eu1 Eu1 68.01(12) 8_565 7_666 ? O7 Eu1 O3 69.66(15) 8_565 7_666 ? O7 Eu1 O6 124.54(16) 8_565 3 ? O7 Eu1 O4 90.26(17) 8_565 7_666 ? O7 Eu1 O5 73.43(17) 8_565 3 ? O7 Eu1 O1 67.67(17) 8_565 . ? O7 Eu1 O2 140.45(16) 8_565 . ? O7 Eu1 C1 76.09(18) 8_565 7_666 ? O7 Eu1 C6 99.06(19) 8_565 3 ? O8 Eu1 Eu1 69.88(13) 2_656 7_666 ? O8 Eu1 O3 75.00(16) 2_656 7_666 ? O8 Eu1 O7 137.85(18) 2_656 8_565 ? O8 Eu1 O6 78.26(16) 2_656 3 ? O8 Eu1 O4 84.73(16) 2_656 7_666 ? O8 Eu1 O5 124.83(16) 2_656 3 ? O8 Eu1 O1 149.07(17) 2_656 . ? O8 Eu1 O2 77.45(16) 2_656 . ? O8 Eu1 C1 82.22(18) 2_656 7_666 ? O8 Eu1 C6 102.05(18) 2_656 3 ? O6 Eu1 Eu1 118.42(11) 3 7_666 ? O6 Eu1 O3 148.38(14) 3 7_666 ? O6 Eu1 O4 142.29(18) 3 7_666 ? O6 Eu1 O5 52.16(16) 3 3 ? O6 Eu1 O1 101.49(17) 3 . ? O6 Eu1 C1 158.74(18) 3 7_666 ? O6 Eu1 C6 26.13(18) 3 3 ? O4 Eu1 Eu1 85.76(13) 7_666 7_666 ? O4 Eu1 O3 50.89(16) 7_666 7_666 ? O4 Eu1 O5 149.28(16) 7_666 3 ? O4 Eu1 C1 25.34(18) 7_666 7_666 ? O4 Eu1 C6 156.33(19) 7_666 3 ? O5 Eu1 Eu1 110.63(12) 3 7_666 ? O5 Eu1 O3 137.63(17) 3 7_666 ? O5 Eu1 C1 149.08(19) 3 7_666 ? O5 Eu1 C6 26.03(18) 3 3 ? O1 Eu1 Eu1 131.98(13) . 7_666 ? O1 Eu1 O3 110.13(16) . 7_666 ? O1 Eu1 O4 76.90(17) . 7_666 ? O1 Eu1 O5 72.87(16) . 3 ? O1 Eu1 C1 90.96(18) . 7_666 ? O1 Eu1 C6 86.55(19) . 3 ? O2 Eu1 Eu1 142.60(11) . 7_666 ? O2 Eu1 O3 118.95(15) . 7_666 ? O2 Eu1 O6 70.23(16) . 3 ? O2 Eu1 O4 73.35(18) . 7_666 ? O2 Eu1 O5 102.69(17) . 3 ? O2 Eu1 O1 73.56(17) . . ? O2 Eu1 C1 97.45(19) . 7_666 ? O2 Eu1 C6 85.89(19) . 3 ? C1 Eu1 Eu1 61.11(14) 7_666 7_666 ? C6 Eu1 Eu1 117.90(14) 3 7_666 ? C6 Eu1 C1 175.1(2) 3 7_666 ? Eu1 O3 Eu1 105.70(16) . 7_666 ? C1 O3 Eu1 90.1(4) . 7_666 ? C1 O3 Eu1 164.2(5) . . ? C8 O7 Eu1 135.8(5) . 8_466 ? C8 O8 Eu1 132.1(5) . 2_656 ? C6 O6 Eu1 95.2(4) . 3_445 ? C1 O4 Eu1 96.6(4) . 7_666 ? C6 O5 Eu1 92.4(4) . 3_445 ? Eu1 O1 H1A 109.6 . . ? Eu1 O1 H1B 109.2 . . ? H1A O1 H1B 104.1 . . ? Eu1 O2 H2A 109.7 . . ? Eu1 O2 H2B 109.2 . . ? H2A O2 H2B 104.1 . . ? H11A O11 H11B 104.5 . . ? C3 N2 C4 112.9(7) . . ? O7 C8 O8 127.0(7) . . ? O7 C8 C7 119.3(6) . . ? O8 C8 C7 113.7(7) . . ? C2 N1 C2 124.5(8) . 2_656 ? C3 N1 C2 117.7(4) . 2_656 ? C3 N1 C2 117.7(4) . . ? C7 N4 C5 121.1(6) . . ? C4 N4 C7 120.6(6) . . ? C4 N4 C5 118.3(6) . . ? O3 C1 Eu1 64.0(4) . 7_666 ? O3 C1 C2 119.2(7) . . ? O4 C1 Eu1 58.0(4) . 7_666 ? O4 C1 O3 120.4(7) . . ? O4 C1 C2 120.4(6) . . ? C2 C1 Eu1 165.4(5) . 7_666 ? H9A O9 H9B 109.4 . . ? O6 C6 Eu1 58.6(4) . 3_445 ? O6 C6 C5 117.5(7) . . ? O5 C6 Eu1 61.5(4) . 3_445 ? O5 C6 O6 120.1(6) . . ? O5 C6 C5 122.4(6) . . ? C5 C6 Eu1 176.1(5) . 3_445 ? C4 N3 C4 113.2(8) 2_656 . ? N1 C2 C1 112.2(6) . . ? N1 C2 H2C 109.2 . . ? N1 C2 H2D 109.2 . . ? C1 C2 H2C 109.2 . . ? C1 C2 H2D 109.2 . . ? H2C C2 H2D 107.9 . . ? C8 C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? N4 C7 C8 114.1(7) . . ? N4 C7 H7A 108.7 . . ? N4 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? N2 C3 N2 127.2(10) . 2_656 ? N2 C3 N1 116.4(5) . . ? N2 C3 N1 116.4(5) 2_656 . ? N4 C5 C6 115.1(6) . . ? N4 C5 H5A 108.5 . . ? N4 C5 H5B 108.5 . . ? C6 C5 H5A 108.5 . . ? C6 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? H10A O10 H10B 104.5 . . ? N2 C4 N4 116.8(6) . . ? N3 C4 N2 126.9(7) . . ? N3 C4 N4 116.3(6) . . ? H12A O12 H12B 104.5 . . ? H13A O13 H13B 109.5 . . ? H13C O13A H13D 109.5 . . ? 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 Eu1 3.9721(8) 7_666 ? Eu1 O3 2.374(4) . ? Eu1 O3 2.606(5) 7_666 ? Eu1 O7 2.400(5) 8_565 ? Eu1 O8 2.379(4) 2_656 ? Eu1 O6 2.460(5) 3 ? Eu1 O4 2.477(5) 7_666 ? Eu1 O5 2.525(5) 3 ? Eu1 O1 2.472(4) . ? Eu1 O2 2.425(5) . ? Eu1 C1 2.900(7) 7_666 ? Eu1 C6 2.869(7) 3 ? O3 Eu1 2.606(5) 7_666 ? O3 C1 1.271(8) . ? O7 Eu1 2.400(5) 8_466 ? O7 C8 1.245(9) . ? O8 Eu1 2.379(4) 2_656 ? O8 C8 1.277(8) . ? O6 Eu1 2.460(5) 3_445 ? O6 C6 1.269(8) . ? O4 Eu1 2.477(5) 7_666 ? O4 C1 1.250(9) . ? O5 Eu1 2.525(5) 3_445 ? O5 C6 1.260(9) . ? O1 H1A 0.8756 . ? O1 H1B 0.8758 . ? O2 H2A 0.8761 . ? O2 H2B 0.8751 . ? O11 H11A 0.8699 . ? O11 H11B 0.8699 . ? N2 C3 1.339(7) . ? N2 C4 1.353(8) . ? C8 C7 1.523(9) . ? N1 C2 1.440(7) . ? N1 C2 1.440(7) 2_656 ? N1 C3 1.364(12) . ? N4 C7 1.433(8) . ? N4 C5 1.460(8) . ? N4 C4 1.360(8) . ? C1 Eu1 2.900(7) 7_666 ? C1 C2 1.520(9) . ? O9 H9A 0.8703 . ? O9 H9B 0.8707 . ? C6 Eu1 2.869(7) 3_445 ? C6 C5 1.512(9) . ? N3 C4 1.337(8) 2_656 ? N3 C4 1.337(8) . ? C2 H2C 0.9900 . ? C2 H2D 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C3 N2 1.339(7) 2_656 ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? O10 H10A 0.8701 . ? O10 H10B 0.8700 . ? O12 H12A 0.8694 . ? O12 H12B 0.8701 . ? O13 H13A 0.8694 . ? O13 H13B 0.8702 . ? O13A H13C 0.8700 . ? O13A H13D 0.8699 . ?