#------------------------------------------------------------------------------ #$Date: 2019-11-17 07:35:15 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228690 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/54/85/1548531.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_1548531 loop_ _publ_author_name 'Jenks, Tyler C.' 'Bailey, Matthew D.' 'Hovey, Jessica L.' 'Fernando, Shanilke' 'Basnayake, Gihan' 'Cross, Michael E.' 'Li, Wen' 'Allen, Matthew J.' _publ_section_title ; First use of a divalent lanthanide for visible-light-promoted photoredox catalysis. ; _journal_issue 5 _journal_name_full 'Chemical science' _journal_page_first 1273 _journal_page_last 1278 _journal_paper_doi 10.1039/c7sc02479g _journal_volume 9 _journal_year 2018 _chemical_formula_moiety 'C18 H42 Eu N8, Cl4 Zn, C H4 O' _chemical_formula_sum 'C19 H46 Cl4 Eu N8 O Zn' _chemical_formula_weight 761.77 _chemical_properties_physical ', Air-sensitive' _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geom _audit_creation_date 2017-03-23 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324) ; _audit_update_record ; 2017-03-23 deposited with the CCDC. 2017-12-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 16.9858(10) _cell_length_b 18.4496(10) _cell_length_c 18.8816(11) _cell_measurement_reflns_used 9922 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 40.91 _cell_measurement_theta_min 2.47 _cell_volume 5917.1(6) _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 100.1 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_unetI/netI 0.0305 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 629649 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 46.135 _diffrn_reflns_theta_min 1.954 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.300 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.710 _exptl_crystal_description cube _exptl_crystal_F_000 3080 _exptl_crystal_preparation ', Luminescent' _refine_diff_density_max 2.430 _refine_diff_density_min -1.503 _refine_diff_density_rms 0.136 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 336 _refine_ls_number_reflns 25484 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0289 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0190P)^2^+4.1766P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.0625 _reflns_Friedel_coverage 0.000 _reflns_number_gt 17311 _reflns_number_total 25484 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7sc02479g2.cif _cod_data_source_block znreduced_europium_aza222_pbca _cod_depositor_comments 'Adding full bibliography for 1548531.cif.' _cod_database_code 1548531 _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, All N(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Others Fixed Sof: N4(0.8) C16A(0.8) H16A(0.8) H16B(0.8) C15A(0.8) H15A(0.8) H15B(0.8) C15B(0.2) H15C(0.2) H15D(0.2) C16B(0.2) H16C(0.2) H16D(0.2) N9(0.2) 3.a Ternary CH refined with riding coordinates: N6(H6), N5(H5), N3(H3), N2(H2), N4(H4), N7(H7) 3.b Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C1(H1A,H1B), C10(H10A,H10B), C13(H13A, H13B), C3(H3A,H3B), C17(H17A,H17B), C4(H4A,H4B), C2(H2A,H2B), C12(H12A,H12B), C5(H5A,H5B), C18(H18A,H18B), C14(H14A,H14B), C11(H11A,H11B), C6(H6A,H6B), C16A(H16A,H16B), C15A(H15A,H15B), C15B(H15C,H15D), C16B(H16C,H16D) 3.c Idealised Me refined as rotating group: C19(H19A,H19B,H19C) 3.d Idealised tetrahedral OH refined as rotating group: O1(H1) ; _shelx_res_file ; znreducedeuaza_pbca_m.res created by SHELXL-2014/7 TITL znreducedaza_pbca_m_a.res in Pbca REM Old TITL znreducedaza_pbca_m_a.res in Pbca REM SHELXT solution in Pbca REM R1 0.073, Rweak 0.001, Alpha 0.049, Orientation as input REM Formula found by SHELXT: C21 N7 Cl4 Eu Zn CELL 0.71073 16.9858 18.4496 18.8816 90 90 90 ZERR 8 0.001 0.001 0.0011 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Cl Eu N O Zn UNIT 152 368 32 8 64 8 8 L.S. 25 PLAN 2 TEMP -173.05 BIND N4 C14 FREE H16c H7 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.019000 4.176600 FVAR 0.12032 EU01 4 0.756866 0.361352 0.618025 11.00000 0.01106 0.01570 = 0.01291 -0.00005 0.00032 0.00105 ZN1 7 0.826911 0.342361 0.306689 11.00000 0.01900 0.02814 = 0.01429 -0.00176 0.00092 -0.00152 CL4 3 0.706771 0.331346 0.358977 11.00000 0.01764 0.03708 = 0.01646 -0.00172 0.00050 0.00103 CL2 3 0.886299 0.233345 0.295234 11.00000 0.02659 0.03766 = 0.02053 0.00159 0.00154 0.01057 CL3 3 0.800753 0.384851 0.195728 11.00000 0.04268 0.03790 = 0.01489 0.00292 0.00275 0.00875 CL1 3 0.903338 0.422277 0.364951 11.00000 0.02810 0.05639 = 0.03343 -0.01908 0.00568 -0.01798 O1 6 0.535465 0.507825 0.698799 11.00000 0.02590 0.03572 = 0.02960 -0.00101 0.00264 0.00244 AFIX 147 H1 2 0.564618 0.526317 0.729862 11.00000 -1.50000 AFIX 0 N6 5 0.624790 0.434852 0.576740 11.00000 0.01723 0.02583 = 0.01595 0.00095 -0.00112 0.00469 AFIX 13 H6 2 0.596196 0.450067 0.620583 11.00000 -1.20000 AFIX 0 N5 5 0.773806 0.266190 0.509646 11.00000 0.02070 0.01896 = 0.01696 -0.00031 -0.00037 -0.00105 AFIX 13 H5 2 0.755279 0.291133 0.465679 11.00000 -1.20000 AFIX 0 N1 5 0.891181 0.448999 0.628231 11.00000 0.01624 0.02261 = 0.02006 -0.00205 -0.00305 0.00060 N3 5 0.777963 0.457124 0.506051 11.00000 0.01778 0.01825 = 0.01765 0.00028 0.00056 0.00079 AFIX 13 H3 2 0.803706 0.429556 0.466769 11.00000 -1.20000 AFIX 0 N8 5 0.623418 0.273262 0.591630 11.00000 0.01566 0.02397 = 0.02092 0.00196 -0.00296 -0.00286 N2 5 0.896966 0.286844 0.616227 11.00000 0.01729 0.02403 = 0.01414 0.00109 0.00037 0.00560 AFIX 13 H2 2 0.904075 0.266072 0.664725 11.00000 -1.20000 AFIX 0 PART 1 N4 5 0.767478 0.444556 0.736847 10.80000 0.01752 0.02330 = 0.01638 -0.00175 -0.00036 0.00124 AFIX 13 H4 2 0.732600 0.487079 0.727146 11.00000 -1.20000 AFIX 0 PART 0 N7 5 0.680201 0.308873 0.734919 11.00000 0.02660 0.03238 = 0.01905 0.00380 0.00130 -0.00803 PART 2 AFIX 13 H7 2 0.715295 0.265856 0.741362 11.00000 -1.20000 AFIX 0 PART 0 C7 1 0.906131 0.485987 0.560219 11.00000 0.01785 0.02717 = 0.02740 0.00320 -0.00003 -0.00473 AFIX 23 H7A 2 0.931177 0.451393 0.527071 11.00000 -1.20000 H7B 2 0.943493 0.526356 0.568186 11.00000 -1.20000 AFIX 0 C8 1 0.831891 0.515631 0.526613 11.00000 0.02339 0.01904 = 0.02612 0.00338 -0.00279 -0.00278 AFIX 23 H8A 2 0.805092 0.548250 0.560554 11.00000 -1.20000 H8B 2 0.845984 0.544404 0.484210 11.00000 -1.20000 AFIX 0 C9 1 0.703385 0.486266 0.478242 11.00000 0.02305 0.02294 = 0.01583 0.00285 -0.00342 0.00134 AFIX 23 H9A 2 0.680451 0.451167 0.444370 11.00000 -1.20000 H9B 2 0.713997 0.531867 0.452307 11.00000 -1.20000 AFIX 0 C1 1 0.959699 0.403597 0.646967 11.00000 0.01548 0.03012 = 0.02684 -0.00464 -0.00579 0.00292 AFIX 23 H1A 2 0.956537 0.390735 0.697791 11.00000 -1.20000 H1B 2 1.008451 0.432070 0.639785 11.00000 -1.20000 AFIX 0 C10 1 0.644636 0.500920 0.536934 11.00000 0.02171 0.02253 = 0.02161 0.00125 -0.00267 0.00716 AFIX 23 H10A 2 0.666899 0.537308 0.569855 11.00000 -1.20000 H10B 2 0.595996 0.521494 0.516189 11.00000 -1.20000 AFIX 0 PART 1 C13 1 0.879376 0.504562 0.683746 11.00000 0.02321 0.02544 = 0.02825 -0.00779 -0.00492 -0.00037 AFIX 23 H13A 2 0.845314 0.543461 0.664627 11.00000 -1.20000 H13B 2 0.930931 0.526438 0.695629 11.00000 -1.20000 AFIX 0 PART 0 C3 1 0.896358 0.225218 0.566872 11.00000 0.02200 0.02038 = 0.01997 0.00168 0.00402 0.00658 AFIX 23 H3A 2 0.868407 0.183897 0.588934 11.00000 -1.20000 H3B 2 0.951152 0.209895 0.557115 11.00000 -1.20000 AFIX 0 C17 1 0.608555 0.266950 0.723034 11.00000 0.01876 0.03628 = 0.02351 0.01070 0.00194 -0.00075 AFIX 23 H17A 2 0.562730 0.300107 0.722786 11.00000 -1.20000 H17B 2 0.601443 0.232236 0.762500 11.00000 -1.20000 AFIX 0 C4 1 0.856164 0.245113 0.497805 11.00000 0.02413 0.02375 = 0.01599 -0.00226 0.00363 0.00061 AFIX 23 H4A 2 0.884763 0.285786 0.475271 11.00000 -1.20000 H4B 2 0.858019 0.203169 0.465145 11.00000 -1.20000 AFIX 0 C2 1 0.964636 0.334464 0.603506 11.00000 0.01565 0.02947 = 0.02470 -0.00221 -0.00041 0.00383 AFIX 23 H2A 2 0.966879 0.347055 0.552578 11.00000 -1.20000 H2B 2 1.013698 0.308325 0.615704 11.00000 -1.20000 AFIX 0 C12 1 0.553607 0.319153 0.580059 11.00000 0.01330 0.03438 = 0.02471 0.00550 -0.00383 -0.00173 AFIX 23 H12A 2 0.531857 0.334018 0.626484 11.00000 -1.20000 H12B 2 0.512784 0.290582 0.555137 11.00000 -1.20000 AFIX 0 C5 1 0.722109 0.203684 0.521007 11.00000 0.02768 0.02033 = 0.02785 -0.00456 0.00012 -0.00377 AFIX 23 H5A 2 0.738312 0.177747 0.564532 11.00000 -1.20000 H5B 2 0.726910 0.169763 0.480611 11.00000 -1.20000 AFIX 0 C18 1 0.611105 0.225777 0.653841 11.00000 0.02039 0.02598 = 0.02879 0.00743 -0.00237 -0.00671 AFIX 23 H18A 2 0.654183 0.189694 0.655912 11.00000 -1.20000 H18B 2 0.561004 0.199061 0.647813 11.00000 -1.20000 AFIX 0 PART 1 C14 1 0.842738 0.475343 0.750312 11.00000 0.03873 0.03308 = 0.01996 -0.00696 -0.00375 0.00741 AFIX 23 H14A 2 0.877679 0.437948 0.770951 11.00000 -1.20000 H14B 2 0.837318 0.515019 0.785274 11.00000 -1.20000 AFIX 0 PART 0 C11 1 0.572555 0.386303 0.536928 11.00000 0.01718 0.03147 = 0.02094 0.00368 -0.00575 0.00120 AFIX 23 H11A 2 0.598349 0.371917 0.492060 11.00000 -1.20000 H11B 2 0.523180 0.412109 0.525080 11.00000 -1.20000 AFIX 0 C6 1 0.637342 0.228243 0.528097 11.00000 0.02312 0.02733 = 0.02802 -0.00484 -0.00425 -0.00663 AFIX 23 H6A 2 0.622610 0.256369 0.485456 11.00000 -1.20000 H6B 2 0.602853 0.185040 0.530207 11.00000 -1.20000 AFIX 0 PART 1 C16A 1 0.662098 0.368108 0.786228 10.80000 0.01768 0.03227 = 0.01895 0.00177 0.00551 0.00324 AFIX 23 H16A 2 0.641613 0.346949 0.830748 10.80000 -1.20000 H16B 2 0.620939 0.400121 0.766236 10.80000 -1.20000 AFIX 0 C15A 1 0.735093 0.411919 0.801774 10.80000 0.02298 0.03297 = 0.01370 -0.00134 0.00276 0.00142 AFIX 23 H15A 2 0.722102 0.450737 0.836035 10.80000 -1.20000 H15B 2 0.775313 0.380190 0.823656 10.80000 -1.20000 AFIX 0 PART 0 C19 1 0.496212 0.563315 0.661391 11.00000 0.03429 0.05640 = 0.05188 0.02636 0.01829 0.00972 AFIX 137 H19A 2 0.463054 0.541786 0.624491 11.00000 -1.50000 H19B 2 0.535067 0.595565 0.639504 11.00000 -1.50000 H19C 2 0.463256 0.591127 0.694199 11.00000 -1.50000 AFIX 0 PART 2 C15B 1 0.688340 0.422031 0.781822 10.20000 0.02827 0.02940 = 0.02288 -0.00260 0.00530 0.00510 AFIX 23 H15C 2 0.693075 0.451221 0.825611 10.20000 -1.20000 H15D 2 0.633607 0.426656 0.764378 10.20000 -1.20000 AFIX 0 C16B 1 0.704606 0.345052 0.798523 10.20000 0.02267 0.03890 = 0.01454 0.00172 -0.00003 0.00179 AFIX 23 H16C 2 0.761257 0.337041 0.808040 10.20000 -1.20000 H16D 2 0.673562 0.328568 0.839872 10.20000 -1.20000 AFIX 0 N9 5 0.743679 0.451337 0.727104 10.20000 0.01992 0.01918 = 0.01884 -0.00171 0.00508 0.00008 HKLF 4 REM znreducedaza_pbca_m_a.res in Pbca REM R1 = 0.0289 for 17311 Fo > 4sig(Fo) and 0.0646 for all 25484 data REM 336 parameters refined using 0 restraints END WGHT 0.0190 4.1764 REM Highest difference peak 2.430, deepest hole -1.503, 1-sigma level 0.136 Q1 1 0.7579 0.3610 0.1465 11.00000 0.05 2.43 Q2 1 0.7297 0.3617 0.6191 11.00000 0.05 1.79 ; _shelx_res_checksum 91592 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, 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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Eu01 Eu 0.75687(2) 0.36135(2) 0.61802(2) 0.01323(1) Uani 1 1 d . . . . Zn1 Zn 0.82691(2) 0.34236(2) 0.30669(2) 0.02048(3) Uani 1 1 d . . . . Cl4 Cl 0.70677(2) 0.33135(2) 0.35898(2) 0.02372(5) Uani 1 1 d . . . . Cl2 Cl 0.88630(2) 0.23334(2) 0.29523(2) 0.02826(6) Uani 1 1 d . . . . Cl3 Cl 0.80075(3) 0.38485(2) 0.19573(2) 0.03183(7) Uani 1 1 d . . . . Cl1 Cl 0.90334(2) 0.42228(3) 0.36495(2) 0.03931(10) Uani 1 1 d . . . . O1 O 0.53546(7) 0.50782(6) 0.69880(6) 0.0304(2) Uani 1 1 d . . . . H1 H 0.5646 0.5263 0.7299 0.046 Uiso 1 1 calc GR . . . N6 N 0.62479(6) 0.43485(6) 0.57674(6) 0.01967(17) Uani 1 1 d . . . . H6 H 0.5962 0.4501 0.6206 0.024 Uiso 1 1 calc R . . . N5 N 0.77381(6) 0.26619(5) 0.50965(6) 0.01887(17) Uani 1 1 d . . . . H5 H 0.7553 0.2911 0.4657 0.023 Uiso 1 1 calc R . . . N1 N 0.89118(6) 0.44900(6) 0.62823(6) 0.01964(18) Uani 1 1 d . . . . N3 N 0.77796(6) 0.45712(5) 0.50605(6) 0.01789(16) Uani 1 1 d . . . . H3 H 0.8037 0.4296 0.4668 0.021 Uiso 1 1 calc R . . . N8 N 0.62342(6) 0.27326(6) 0.59163(6) 0.02019(18) Uani 1 1 d . . . . N2 N 0.89697(6) 0.28684(6) 0.61623(5) 0.01849(16) Uani 1 1 d . . . . H2 H 0.9041 0.2661 0.6647 0.022 Uiso 1 1 calc R . . . N4 N 0.76748(10) 0.44456(12) 0.73685(11) 0.0191(3) Uani 0.8 1 d . P A 1 H4 H 0.7326 0.4871 0.7271 0.023 Uiso 1 1 calc R . A 1 N7 N 0.68020(7) 0.30887(7) 0.73492(6) 0.0260(2) Uani 1 1 d . . . . H7 H 0.7153 0.2659 0.7414 0.031 Uiso 1 1 calc R . B 2 C7 C 0.90613(8) 0.48599(7) 0.56022(8) 0.0241(2) Uani 1 1 d . . . . H7A H 0.9312 0.4514 0.5271 0.029 Uiso 1 1 calc R . . . H7B H 0.9435 0.5264 0.5682 0.029 Uiso 1 1 calc R . . . C8 C 0.83189(8) 0.51563(7) 0.52661(7) 0.0229(2) Uani 1 1 d . . . . H8A H 0.8051 0.5482 0.5606 0.027 Uiso 1 1 calc R . . . H8B H 0.8460 0.5444 0.4842 0.027 Uiso 1 1 calc R . . . C9 C 0.70339(8) 0.48627(7) 0.47824(6) 0.0206(2) Uani 1 1 d . . . . H9A H 0.6805 0.4512 0.4444 0.025 Uiso 1 1 calc R . . . H9B H 0.7140 0.5319 0.4523 0.025 Uiso 1 1 calc R . . . C1 C 0.95970(7) 0.40360(8) 0.64697(8) 0.0241(2) Uani 1 1 d . . . . H1A H 0.9565 0.3907 0.6978 0.029 Uiso 1 1 calc R . . . H1B H 1.0085 0.4321 0.6398 0.029 Uiso 1 1 calc R . . . C10 C 0.64464(8) 0.50092(7) 0.53693(7) 0.0219(2) Uani 1 1 d . . . . H10A H 0.6669 0.5373 0.5699 0.026 Uiso 1 1 calc R . . . H10B H 0.5960 0.5215 0.5162 0.026 Uiso 1 1 calc R . . . C13 C 0.87938(8) 0.50456(7) 0.68375(8) 0.0256(2) Uani 1 1 d . . A 1 H13A H 0.8453 0.5435 0.6646 0.031 Uiso 1 1 calc R . A 1 H13B H 0.9309 0.5264 0.6956 0.031 Uiso 1 1 calc R . A 1 C3 C 0.89636(8) 0.22522(6) 0.56687(7) 0.0208(2) Uani 1 1 d . . . . H3A H 0.8684 0.1839 0.5889 0.025 Uiso 1 1 calc R . . . H3B H 0.9512 0.2099 0.5571 0.025 Uiso 1 1 calc R . . . C17 C 0.60856(8) 0.26695(8) 0.72303(8) 0.0262(3) Uani 1 1 d . . . . H17A H 0.5627 0.3001 0.7228 0.031 Uiso 1 1 calc R . . . H17B H 0.6014 0.2322 0.7625 0.031 Uiso 1 1 calc R . . . C4 C 0.85616(8) 0.24511(7) 0.49780(7) 0.0213(2) Uani 1 1 d . . . . H4A H 0.8848 0.2858 0.4753 0.026 Uiso 1 1 calc R . . . H4B H 0.8580 0.2032 0.4651 0.026 Uiso 1 1 calc R . . . C2 C 0.96464(7) 0.33446(8) 0.60351(7) 0.0233(2) Uani 1 1 d . . . . H2A H 0.9669 0.3471 0.5526 0.028 Uiso 1 1 calc R . . . H2B H 1.0137 0.3083 0.6157 0.028 Uiso 1 1 calc R . . . C12 C 0.55361(7) 0.31915(8) 0.58006(8) 0.0241(2) Uani 1 1 d . . . . H12A H 0.5319 0.3340 0.6265 0.029 Uiso 1 1 calc R . . . H12B H 0.5128 0.2906 0.5551 0.029 Uiso 1 1 calc R . . . C5 C 0.72211(9) 0.20368(7) 0.52101(8) 0.0253(2) Uani 1 1 d . . . . H5A H 0.7383 0.1777 0.5645 0.030 Uiso 1 1 calc R . . . H5B H 0.7269 0.1698 0.4806 0.030 Uiso 1 1 calc R . . . C18 C 0.61110(8) 0.22578(7) 0.65384(8) 0.0251(2) Uani 1 1 d . . . . H18A H 0.6542 0.1897 0.6559 0.030 Uiso 1 1 calc R . . . H18B H 0.5610 0.1991 0.6478 0.030 Uiso 1 1 calc R . . . C14 C 0.84274(10) 0.47534(8) 0.75031(8) 0.0306(3) Uani 1 1 d . . A 1 H14A H 0.8777 0.4379 0.7710 0.037 Uiso 1 1 calc R . A 1 H14B H 0.8373 0.5150 0.7853 0.037 Uiso 1 1 calc R . A 1 C11 C 0.57255(8) 0.38630(7) 0.53693(7) 0.0232(2) Uani 1 1 d . . . . H11A H 0.5983 0.3719 0.4921 0.028 Uiso 1 1 calc R . . . H11B H 0.5232 0.4121 0.5251 0.028 Uiso 1 1 calc R . . . C6 C 0.63734(8) 0.22824(8) 0.52810(8) 0.0262(2) Uani 1 1 d . . . . H6A H 0.6226 0.2564 0.4855 0.031 Uiso 1 1 calc R . . . H6B H 0.6029 0.1850 0.5302 0.031 Uiso 1 1 calc R . . . C16A C 0.66210(10) 0.36811(10) 0.78623(9) 0.0230(3) Uani 0.8 1 d . P A 1 H16A H 0.6416 0.3469 0.8307 0.028 Uiso 0.8 1 calc R P A 1 H16B H 0.6209 0.4001 0.7662 0.028 Uiso 0.8 1 calc R P A 1 C15A C 0.73509(10) 0.41192(10) 0.80177(8) 0.0232(3) Uani 0.8 1 d . P A 1 H15A H 0.7221 0.4507 0.8360 0.028 Uiso 0.8 1 calc R P A 1 H15B H 0.7753 0.3802 0.8237 0.028 Uiso 0.8 1 calc R P A 1 C19 C 0.49621(11) 0.56331(12) 0.66139(12) 0.0475(5) Uani 1 1 d . . . . H19A H 0.4631 0.5418 0.6245 0.071 Uiso 1 1 calc GR . . . H19B H 0.5351 0.5956 0.6395 0.071 Uiso 1 1 calc GR . . . H19C H 0.4633 0.5911 0.6942 0.071 Uiso 1 1 calc GR . . . C15B C 0.6883(5) 0.4220(4) 0.7818(4) 0.0269(13) Uani 0.2 1 d . P A 2 H15C H 0.6931 0.4512 0.8256 0.032 Uiso 0.2 1 calc R P A 2 H15D H 0.6336 0.4267 0.7644 0.032 Uiso 0.2 1 calc R P A 2 C16B C 0.7046(4) 0.3451(4) 0.7985(3) 0.0254(12) Uani 0.2 1 d . P A 2 H16C H 0.7613 0.3370 0.8080 0.030 Uiso 0.2 1 calc R P A 2 H16D H 0.6736 0.3286 0.8399 0.030 Uiso 0.2 1 calc R P A 2 N9 N 0.7437(4) 0.4513(4) 0.7271(4) 0.0193(11) Uani 0.2 1 d . P 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 Eu01 0.01106(2) 0.01570(2) 0.01291(2) -0.00005(2) 0.00032(2) 0.00105(1) Zn1 0.01900(6) 0.02814(7) 0.01429(6) -0.00176(5) 0.00092(5) -0.00152(5) Cl4 0.01764(12) 0.03708(15) 0.01646(12) -0.00172(11) 0.00050(9) 0.00103(10) Cl2 0.02659(15) 0.03766(16) 0.02053(13) 0.00159(12) 0.00154(11) 0.01057(12) Cl3 0.0427(2) 0.03790(17) 0.01489(12) 0.00292(12) 0.00275(13) 0.00875(15) Cl1 0.02810(17) 0.0564(2) 0.03343(18) -0.01908(17) 0.00568(14) -0.01798(16) O1 0.0259(5) 0.0357(5) 0.0296(5) -0.0010(4) 0.0026(4) 0.0024(4) N6 0.0172(4) 0.0258(4) 0.0160(4) 0.0009(3) -0.0011(3) 0.0047(3) N5 0.0207(4) 0.0190(4) 0.0170(4) -0.0003(3) -0.0004(3) -0.0011(3) N1 0.0162(4) 0.0226(4) 0.0201(5) -0.0020(3) -0.0031(3) 0.0006(3) N3 0.0178(4) 0.0183(4) 0.0177(4) 0.0003(3) 0.0006(3) 0.0008(3) N8 0.0157(4) 0.0240(4) 0.0209(5) 0.0020(4) -0.0030(3) -0.0029(3) N2 0.0173(4) 0.0240(4) 0.0141(4) 0.0011(3) 0.0004(3) 0.0056(3) N4 0.0175(8) 0.0233(7) 0.0164(7) -0.0018(5) -0.0004(6) 0.0012(6) N7 0.0266(5) 0.0324(5) 0.0191(5) 0.0038(4) 0.0013(4) -0.0080(4) C7 0.0179(5) 0.0272(5) 0.0274(6) 0.0032(5) 0.0000(4) -0.0047(4) C8 0.0234(5) 0.0190(5) 0.0261(6) 0.0034(4) -0.0028(5) -0.0028(4) C9 0.0231(5) 0.0229(5) 0.0158(5) 0.0028(4) -0.0034(4) 0.0013(4) C1 0.0155(5) 0.0301(6) 0.0268(6) -0.0046(5) -0.0058(4) 0.0029(4) C10 0.0217(5) 0.0225(5) 0.0216(5) 0.0012(4) -0.0027(4) 0.0072(4) C13 0.0232(6) 0.0254(5) 0.0283(6) -0.0078(5) -0.0049(5) -0.0004(4) C3 0.0220(5) 0.0204(4) 0.0200(5) 0.0017(4) 0.0040(4) 0.0066(4) C17 0.0188(5) 0.0363(7) 0.0235(6) 0.0107(5) 0.0019(4) -0.0007(5) C4 0.0241(5) 0.0237(5) 0.0160(5) -0.0023(4) 0.0036(4) 0.0006(4) C2 0.0156(5) 0.0295(6) 0.0247(6) -0.0022(5) -0.0004(4) 0.0038(4) C12 0.0133(5) 0.0344(6) 0.0247(6) 0.0055(5) -0.0038(4) -0.0017(4) C5 0.0277(6) 0.0203(5) 0.0278(6) -0.0046(4) 0.0001(5) -0.0038(4) C18 0.0204(5) 0.0260(5) 0.0288(6) 0.0074(5) -0.0024(5) -0.0067(4) C14 0.0387(8) 0.0331(6) 0.0200(6) -0.0070(5) -0.0037(5) 0.0074(6) C11 0.0172(5) 0.0315(6) 0.0209(5) 0.0037(4) -0.0058(4) 0.0012(4) C6 0.0231(6) 0.0273(6) 0.0280(6) -0.0048(5) -0.0042(5) -0.0066(4) C16A 0.0177(6) 0.0323(7) 0.0190(6) 0.0018(5) 0.0055(5) 0.0032(5) C15A 0.0230(7) 0.0330(7) 0.0137(6) -0.0013(5) 0.0028(5) 0.0014(6) C19 0.0343(9) 0.0564(11) 0.0519(11) 0.0264(9) 0.0183(8) 0.0097(8) C15B 0.028(3) 0.029(3) 0.023(3) -0.003(2) 0.005(2) 0.005(2) C16B 0.023(3) 0.039(3) 0.015(2) 0.002(2) 0.000(2) 0.002(2) N9 0.020(3) 0.019(2) 0.019(3) -0.002(2) 0.005(2) 0.000(2) 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' Cl Cl 0.1484 0.1585 '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' Zn Zn 0.2839 1.4301 '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 N6 Eu01 N1 113.65(3) N6 Eu01 N3 64.76(3) N6 Eu01 N8 65.04(3) N6 Eu01 N2 162.69(3) N6 Eu01 N7 90.86(4) N5 Eu01 N6 101.13(3) N5 Eu01 N1 109.82(3) N5 Eu01 N3 79.85(3) N5 Eu01 N8 65.21(3) N5 Eu01 N2 64.85(3) N5 Eu01 N4 168.31(4) N5 Eu01 N7 115.44(3) N1 Eu01 N8 173.80(3) N3 Eu01 N1 65.20(3) N3 Eu01 N8 109.52(3) N2 Eu01 N1 65.46(3) N2 Eu01 N3 101.36(3) N2 Eu01 N8 113.80(3) N4 Eu01 N6 90.55(4) N4 Eu01 N1 64.18(5) N4 Eu01 N3 105.06(5) N4 Eu01 N8 121.40(5) N4 Eu01 N2 103.57(4) N4 Eu01 N7 64.35(5) N7 Eu01 N1 122.37(3) N7 Eu01 N3 154.04(4) N7 Eu01 N8 63.81(3) N7 Eu01 N2 104.17(4) N9 Eu01 N6 80.90(15) N9 Eu01 N5 177.85(16) N9 Eu01 N1 69.79(17) N9 Eu01 N3 101.74(18) N9 Eu01 N8 115.32(17) N9 Eu01 N2 113.29(15) N9 Eu01 N7 63.63(18) Cl4 Zn1 Cl3 104.744(15) Cl2 Zn1 Cl4 111.233(15) Cl2 Zn1 Cl3 107.751(14) Cl1 Zn1 Cl4 111.314(15) Cl1 Zn1 Cl2 111.846(18) Cl1 Zn1 Cl3 109.639(18) C19 O1 H1 109.5 Eu01 N6 H6 107.6 C10 N6 Eu01 111.62(7) C10 N6 H6 107.6 C11 N6 Eu01 109.83(7) C11 N6 H6 107.6 C11 N6 C10 112.49(10) Eu01 N5 H5 107.2 C4 N5 Eu01 112.79(7) C4 N5 H5 107.2 C5 N5 Eu01 109.60(8) C5 N5 H5 107.2 C5 N5 C4 112.62(10) C7 N1 Eu01 110.30(7) C7 N1 C1 109.57(11) C7 N1 C13 108.62(11) C1 N1 Eu01 109.31(8) C1 N1 C13 109.27(10) C13 N1 Eu01 109.76(8) Eu01 N3 H3 107.3 C8 N3 Eu01 110.29(7) C8 N3 H3 107.3 C8 N3 C9 111.26(10) C9 N3 Eu01 113.11(7) C9 N3 H3 107.3 C12 N8 Eu01 109.90(8) C12 N8 C18 110.13(10) C12 N8 C6 109.35(11) C18 N8 Eu01 108.24(7) C6 N8 Eu01 109.70(7) C6 N8 C18 109.52(11) Eu01 N2 H2 106.6 C3 N2 Eu01 112.87(7) C3 N2 H2 106.6 C2 N2 Eu01 112.40(7) C2 N2 H2 106.6 C2 N2 C3 111.41(10) Eu01 N4 H4 104.6 C14 N4 Eu01 115.58(12) C14 N4 H4 104.6 C14 N4 C15A 110.51(15) C15A N4 Eu01 115.50(13) C15A N4 H4 104.6 Eu01 N7 H7 95.5 C17 N7 Eu01 117.38(8) C17 N7 H7 95.5 C17 N7 C16A 108.43(12) C16A N7 Eu01 111.23(9) C16B N7 Eu01 111.9(3) C16B N7 H7 95.5 C16B N7 C17 128.0(3) N1 C7 H7A 109.0 N1 C7 H7B 109.0 N1 C7 C8 112.85(11) H7A C7 H7B 107.8 C8 C7 H7A 109.0 C8 C7 H7B 109.0 N3 C8 C7 111.41(10) N3 C8 H8A 109.3 N3 C8 H8B 109.3 C7 C8 H8A 109.3 C7 C8 H8B 109.3 H8A C8 H8B 108.0 N3 C9 H9A 109.3 N3 C9 H9B 109.3 N3 C9 C10 111.76(10) H9A C9 H9B 107.9 C10 C9 H9A 109.3 C10 C9 H9B 109.3 N1 C1 H1A 109.0 N1 C1 H1B 109.0 N1 C1 C2 112.98(10) H1A C1 H1B 107.8 C2 C1 H1A 109.0 C2 C1 H1B 109.0 N6 C10 C9 112.13(10) N6 C10 H10A 109.2 N6 C10 H10B 109.2 C9 C10 H10A 109.2 C9 C10 H10B 109.2 H10A C10 H10B 107.9 N1 C13 H13A 108.8 N1 C13 H13B 108.8 N1 C13 C14 113.58(12) H13A C13 H13B 107.7 C14 C13 H13A 108.8 C14 C13 H13B 108.8 N2 C3 H3A 109.4 N2 C3 H3B 109.4 N2 C3 C4 111.16(10) H3A C3 H3B 108.0 C4 C3 H3A 109.4 C4 C3 H3B 109.4 N7 C17 H17A 109.2 N7 C17 H17B 109.2 N7 C17 C18 112.04(11) H17A C17 H17B 107.9 C18 C17 H17A 109.2 C18 C17 H17B 109.2 N5 C4 C3 111.21(10) N5 C4 H4A 109.4 N5 C4 H4B 109.4 C3 C4 H4A 109.4 C3 C4 H4B 109.4 H4A C4 H4B 108.0 N2 C2 C1 111.80(11) N2 C2 H2A 109.3 N2 C2 H2B 109.3 C1 C2 H2A 109.3 C1 C2 H2B 109.3 H2A C2 H2B 107.9 N8 C12 H12A 109.2 N8 C12 H12B 109.2 N8 C12 C11 112.22(11) H12A C12 H12B 107.9 C11 C12 H12A 109.2 C11 C12 H12B 109.2 N5 C5 H5A 109.6 N5 C5 H5B 109.6 N5 C5 C6 110.31(11) H5A C5 H5B 108.1 C6 C5 H5A 109.6 C6 C5 H5B 109.6 N8 C18 C17 113.10(11) N8 C18 H18A 109.0 N8 C18 H18B 109.0 C17 C18 H18A 109.0 C17 C18 H18B 109.0 H18A C18 H18B 107.8 N4 C14 C13 111.48(14) N4 C14 H14A 109.3 N4 C14 H14B 109.3 C13 C14 H14A 109.3 C13 C14 H14B 109.3 H14A C14 H14B 108.0 N6 C11 C12 110.59(10) N6 C11 H11A 109.5 N6 C11 H11B 109.5 C12 C11 H11A 109.5 C12 C11 H11B 109.5 H11A C11 H11B 108.1 N8 C6 C5 113.06(11) N8 C6 H6A 109.0 N8 C6 H6B 109.0 C5 C6 H6A 109.0 C5 C6 H6B 109.0 H6A C6 H6B 107.8 N7 C16A H16A 109.6 N7 C16A H16B 109.6 N7 C16A C15A 110.44(12) H16A C16A H16B 108.1 C15A C16A H16A 109.6 C15A C16A H16B 109.6 N4 C15A C16A 111.35(14) N4 C15A H15A 109.4 N4 C15A H15B 109.4 C16A C15A H15A 109.4 C16A C15A H15B 109.4 H15A C15A H15B 108.0 O1 C19 H19A 109.5 O1 C19 H19B 109.5 O1 C19 H19C 109.5 H19A C19 H19B 109.5 H19A C19 H19C 109.5 H19B C19 H19C 109.5 H15C C15B H15D 107.9 C16B C15B H15C 109.2 C16B C15B H15D 109.2 C16B C15B N9 112.1(6) N9 C15B H15C 109.2 N9 C15B H15D 109.2 N7 C16B C15B 102.4(5) N7 C16B H16C 111.3 N7 C16B H16D 111.3 C15B C16B H16C 111.3 C15B C16B H16D 111.3 H16C C16B H16D 109.2 C15B N9 Eu01 111.2(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Eu01 N6 2.7348(10) Eu01 N5 2.7116(10) Eu01 N1 2.8030(11) Eu01 N3 2.7786(10) Eu01 N8 2.8333(10) Eu01 N2 2.7484(10) Eu01 N4 2.724(2) Eu01 N7 2.7395(11) Eu01 N9 2.655(8) Zn1 Cl4 2.2760(4) Zn1 Cl2 2.2605(4) Zn1 Cl3 2.2807(4) Zn1 Cl1 2.2515(4) O1 H1 0.8400 O1 C19 1.411(2) N6 H6 1.0000 N6 C10 1.4712(17) N6 C11 1.4679(17) N5 H5 1.0000 N5 C4 1.4691(17) N5 C5 1.4653(17) N1 C7 1.4762(17) N1 C1 1.4769(16) N1 C13 1.4798(17) N3 H3 1.0000 N3 C8 1.4680(16) N3 C9 1.4729(16) N8 C12 1.4733(17) N8 C18 1.4802(17) N8 C6 1.4781(18) N2 H2 1.0000 N2 C3 1.4701(16) N2 C2 1.4665(17) N4 H4 1.0000 N4 C14 1.422(2) N4 C15A 1.472(3) N7 H7 1.0000 N7 C17 1.4593(18) N7 C16A 1.492(2) N7 C16B 1.435(7) C7 H7A 0.9900 C7 H7B 0.9900 C7 C8 1.5139(19) C8 H8A 0.9900 C8 H8B 0.9900 C9 H9A 0.9900 C9 H9B 0.9900 C9 C10 1.5156(18) C1 H1A 0.9900 C1 H1B 0.9900 C1 C2 1.5190(19) C10 H10A 0.9900 C10 H10B 0.9900 C13 H13A 0.9900 C13 H13B 0.9900 C13 C14 1.503(2) C3 H3A 0.9900 C3 H3B 0.9900 C3 C4 1.5171(18) C17 H17A 0.9900 C17 H17B 0.9900 C17 C18 1.512(2) C4 H4A 0.9900 C4 H4B 0.9900 C2 H2A 0.9900 C2 H2B 0.9900 C12 H12A 0.9900 C12 H12B 0.9900 C12 C11 1.5171(19) C5 H5A 0.9900 C5 H5B 0.9900 C5 C6 1.515(2) C18 H18A 0.9900 C18 H18B 0.9900 C14 H14A 0.9900 C14 H14B 0.9900 C11 H11A 0.9900 C11 H11B 0.9900 C6 H6A 0.9900 C6 H6B 0.9900 C16A H16A 0.9900 C16A H16B 0.9900 C16A C15A 1.509(2) C15A H15A 0.9900 C15A H15B 0.9900 C19 H19A 0.9800 C19 H19B 0.9800 C19 H19C 0.9800 C15B H15C 0.9900 C15B H15D 0.9900 C15B C16B 1.481(10) C15B N9 1.498(11) C16B H16C 0.9900 C16B H16D 0.9900