#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/93/4309363.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_4309363
loop_
_publ_author_name
'Alexander Jagst'
'Agustin Sánchez'
'Ezequiel M. Vázquez-López'
'Ulrich Abram'
_publ_contact_author
;
      Ulrich Abram
      Free University of Berlin     
      Institute of Chemistry             
      Fabeckstrasse 34-36                     
      D-14195 Berlin         
      Germany                          
;
_publ_contact_author_email       abram@chemie.fu-berlin.de
_publ_contact_author_fax         '0049 (0)30 838 52676'
_publ_contact_author_phone       '0049 (0)30 838 54002'
_publ_section_title
;
Controlled Ligand Deprotonation in Lanthanide Chelates with Asymmetric
Semicarbazone/Benzoylhydrazone or Semicarbazone/Thiosemicarbazone
Coordination Spheres
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5738
_journal_page_last               5744
_journal_paper_doi               10.1021/ic050556t
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         '[Eu(HDAPBHPSC)2]Cl*1.5iso-PrOH*H2O'
_chemical_formula_sum            'C50.5 H56 Cl Eu N12 O6.5'
_chemical_formula_weight         1122.48
_chemical_name_common            '[Eu(HDAPBHPSC)2]Cl*1.5iso-PrOH*H2O'
_chemical_name_systematic
;
Bis(2,6-diacetylpyridine benzoylhydrazonato-4-phenylsemicarbazone)-
europium(III)-chloride-iso-propanol-water-solvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.778(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.446(3)
_cell_length_b                   31.751(7)
_cell_length_c                   15.632(4)
_cell_measurement_reflns_used    1015
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.426
_cell_measurement_theta_min      2.384
_cell_volume                     5540(2)
_computing_cell_refinement       'Bruker Smart'
_computing_data_collection       'Bruker Smart'
_computing_data_reduction        'Bruker Smart'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'ccd area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1312
_diffrn_reflns_av_sigmaI/netI    0.1185
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            48520
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.85
_diffrn_standards_interval_time  '20sec / frame'
_exptl_absorpt_coefficient_mu    1.237
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.725105
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2300
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.554
_refine_diff_density_min         -1.842
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         10795
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0592
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0552P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                6724
_reflns_number_total             10795
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050556tsi20050411_050949_4.cif
_cod_data_source_block           ajl8eum
_cod_original_cell_volume        5541(2)
_cod_original_formula_sum        'C50.50 H56 Cl Eu N12 O6.50'
_cod_database_code               4309363
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu 0.87728(2) 0.157558(10) 0.05456(2) 0.01702(10) Uani 1 1 d . . .
Cl Cl 0.39934(15) 0.07009(6) -0.17443(12) 0.0393(5) Uani 1 1 d . . .
O18 O 1.0270(3) 0.10394(14) 0.0445(3) 0.0262(11) Uani 1 1 d . . .
O28 O 0.7521(3) 0.16061(15) 0.1559(3) 0.0232(9) Uani 1 1 d . . .
O48 O 0.8027(4) 0.13693(14) -0.1037(3) 0.0263(10) Uani 1 1 d . . .
O58 O 0.9575(4) 0.22345(14) 0.1110(3) 0.0273(11) Uani 1 1 d . . .
N1 N 0.8468(4) 0.21999(17) -0.0620(3) 0.0224(12) Uani 1 1 d . . .
N2 N 1.0491(4) 0.17650(17) -0.0248(3) 0.0219(12) Uani 1 1 d . . .
N3 N 1.1478(4) 0.15134(19) -0.0010(4) 0.0293(14) Uani 1 1 d . . .
N4 N 0.6725(4) 0.19367(17) 0.0093(3) 0.0216(12) Uani 1 1 d . . .
N5 N 0.5843(4) 0.18077(18) 0.0530(3) 0.0259(13) Uani 1 1 d . . .
N6 N 1.2235(5) 0.08761(19) 0.0495(4) 0.0355(15) Uani 1 1 d . . .
H6 H 1.2853 0.0949 0.0303 0.043 Uiso 1 1 calc R . .
N31 N 0.8866(4) 0.09201(16) 0.1657(3) 0.0206(12) Uani 1 1 d . . .
N32 N 0.7356(4) 0.09266(17) 0.0147(3) 0.0212(12) Uani 1 1 d . . .
N33 N 0.6599(4) 0.09643(18) -0.0658(3) 0.0260(13) Uani 1 1 d . . .
H33 H 0.5906 0.0846 -0.0784 0.039 Uiso 1 1 calc R . .
N34 N 1.0309(4) 0.15863(18) 0.2009(3) 0.0233(11) Uani 1 1 d . . .
N35 N 1.1085(4) 0.19286(17) 0.2145(3) 0.0232(12) Uani 1 1 d . . .
N36 N 0.6264(5) 0.12375(18) -0.2038(3) 0.0290(14) Uani 1 1 d . . .
H36 H 0.5544 0.1149 -0.2078 0.035 Uiso 1 1 calc R . .
C2 C 0.9405(6) 0.2340(2) -0.0936(4) 0.0275(16) Uani 1 1 d . . .
C3 C 0.9289(6) 0.2681(2) -0.1504(5) 0.0373(18) Uani 1 1 d . . .
H3 H 0.9944 0.2778 -0.1708 0.045 Uiso 1 1 calc R . .
C4 C 0.8194(7) 0.2873(3) -0.1760(5) 0.046(2) Uani 1 1 d . . .
H4 H 0.8102 0.3101 -0.2142 0.055 Uiso 1 1 calc R . .
C5 C 0.7241(6) 0.2730(2) -0.1452(5) 0.0380(18) Uani 1 1 d . . .
H5 H 0.6492 0.2856 -0.1626 0.046 Uiso 1 1 calc R . .
C6 C 0.7412(5) 0.2392(2) -0.0876(4) 0.0253(15) Uani 1 1 d . . .
C7 C 0.6430(5) 0.2232(2) -0.0478(4) 0.0280(16) Uani 1 1 d . . .
C8 C 0.5211(6) 0.2428(3) -0.0703(5) 0.043(2) Uani 1 1 d . . .
H8A H 0.4693 0.2285 -0.0391 0.064 Uiso 1 1 calc R . .
H8B H 0.4890 0.2404 -0.1323 0.064 Uiso 1 1 calc R . .
H8C H 0.5268 0.2719 -0.0539 0.064 Uiso 1 1 calc R . .
C9 C 1.0562(5) 0.2110(2) -0.0662(4) 0.0235(15) Uani 1 1 d . . .
C10 C 1.1663(6) 0.2260(3) -0.0902(5) 0.044(2) Uani 1 1 d . . .
H10A H 1.2310 0.2072 -0.0669 0.066 Uiso 1 1 calc R . .
H10B H 1.1854 0.2537 -0.0666 0.066 Uiso 1 1 calc R . .
H10C H 1.1542 0.2270 -0.1530 0.066 Uiso 1 1 calc R . .
C11 C 1.2310(7) 0.0498(3) 0.0968(5) 0.041(2) Uani 1 1 d . . .
C12 C 1.3405(8) 0.0397(3) 0.1519(5) 0.054(2) Uani 1 1 d . . .
H12 H 1.4065 0.0573 0.1553 0.065 Uiso 1 1 calc R . .
C13 C 1.3499(12) 0.0030(4) 0.2017(7) 0.082(4) Uani 1 1 d . . .
H13 H 1.4232 -0.0036 0.2384 0.098 Uiso 1 1 calc R . .
C14 C 1.2571(13) -0.0231(4) 0.1987(7) 0.083(4) Uani 1 1 d . . .
H14 H 1.2649 -0.0472 0.2331 0.100 Uiso 1 1 calc R . .
C15 C 1.1504(12) -0.0130(3) 0.1435(9) 0.089(4) Uani 1 1 d . . .
H15 H 1.0856 -0.0310 0.1399 0.107 Uiso 1 1 calc R . .
C16 C 1.1356(8) 0.0231(3) 0.0927(7) 0.061(3) Uani 1 1 d . . .
H16 H 1.0618 0.0293 0.0561 0.073 Uiso 1 1 calc R . .
C17 C 1.1267(5) 0.1138(2) 0.0313(4) 0.0255(16) Uani 1 1 d . . .
C21 C 0.5646(5) 0.1487(2) 0.1902(4) 0.0262(16) Uani 1 1 d . . .
C22 C 0.6154(6) 0.1211(2) 0.2556(4) 0.0309(17) Uani 1 1 d . . .
H22 H 0.6934 0.1117 0.2599 0.037 Uiso 1 1 calc R . .
C23 C 0.5505(6) 0.1074(2) 0.3152(5) 0.0387(19) Uani 1 1 d . . .
H23 H 0.5858 0.0891 0.3597 0.046 Uiso 1 1 calc R . .
C24 C 0.4357(7) 0.1205(3) 0.3094(5) 0.050(2) Uani 1 1 d . . .
H24 H 0.3921 0.1104 0.3488 0.060 Uiso 1 1 calc R . .
C25 C 0.3845(6) 0.1488(3) 0.2449(5) 0.041(2) Uani 1 1 d . . .
H25 H 0.3076 0.1588 0.2430 0.049 Uiso 1 1 calc R . .
C26 C 0.4460(5) 0.1624(2) 0.1831(4) 0.0343(17) Uani 1 1 d . . .
H26 H 0.4096 0.1802 0.1378 0.041 Uiso 1 1 calc R . .
C27 C 0.6383(5) 0.1648(2) 0.1283(4) 0.0214(15) Uani 1 1 d . . .
C31 C 0.8079(5) 0.0600(2) 0.1498(4) 0.0208(14) Uani 1 1 d . . .
C32 C 0.8066(6) 0.0282(2) 0.2114(4) 0.0335(17) Uani 1 1 d . . .
H32 H 0.7514 0.0063 0.1986 0.040 Uiso 1 1 calc R . .
C33 C 0.8862(6) 0.0293(3) 0.2901(5) 0.0413(19) Uani 1 1 d . . .
H33A H 0.8878 0.0078 0.3307 0.050 Uiso 1 1 calc R . .
C34 C 0.9646(6) 0.0627(2) 0.3089(5) 0.0335(17) Uani 1 1 d . . .
H34 H 1.0172 0.0646 0.3634 0.040 Uiso 1 1 calc R . .
C35 C 0.9645(5) 0.0936(2) 0.2459(4) 0.0229(15) Uani 1 1 d . . .
C36 C 1.0446(5) 0.1309(2) 0.2632(4) 0.0221(15) Uani 1 1 d . . .
C37 C 1.1299(6) 0.1348(3) 0.3499(4) 0.0386(19) Uani 1 1 d . . .
H37A H 1.1753 0.1603 0.3513 0.058 Uiso 1 1 calc R . .
H37B H 1.1833 0.1111 0.3587 0.058 Uiso 1 1 calc R . .
H37C H 1.0860 0.1355 0.3956 0.058 Uiso 1 1 calc R . .
C38 C 0.7217(5) 0.0617(2) 0.0647(4) 0.0244(15) Uani 1 1 d . . .
C40 C 0.6259(6) 0.0290(2) 0.0392(5) 0.0405(19) Uani 1 1 d . . .
H40A H 0.5786 0.0352 -0.0181 0.061 Uiso 1 1 calc R . .
H40B H 0.5756 0.0290 0.0808 0.061 Uiso 1 1 calc R . .
H40C H 0.6623 0.0018 0.0386 0.061 Uiso 1 1 calc R . .
C41 C 0.6534(6) 0.1404(2) -0.2802(4) 0.0313(17) Uani 1 1 d . . .
C42 C 0.5940(7) 0.1233(3) -0.3595(5) 0.048(2) Uani 1 1 d . . .
H42 H 0.5385 0.1018 -0.3604 0.058 Uiso 1 1 calc R . .
C43 C 0.6166(9) 0.1378(4) -0.4358(6) 0.070(3) Uani 1 1 d . . .
H43 H 0.5771 0.1261 -0.4888 0.085 Uiso 1 1 calc R . .
C44 C 0.6982(9) 0.1701(3) -0.4351(6) 0.067(3) Uani 1 1 d . . .
H44 H 0.7133 0.1798 -0.4877 0.081 Uiso 1 1 calc R . .
C45 C 0.7560(8) 0.1875(3) -0.3585(6) 0.057(2) Uani 1 1 d . . .
H45 H 0.8108 0.2092 -0.3583 0.069 Uiso 1 1 calc R . .
C46 C 0.7330(6) 0.1730(3) -0.2807(5) 0.0390(19) Uani 1 1 d . . .
H46 H 0.7715 0.1854 -0.2280 0.047 Uiso 1 1 calc R . .
C47 C 0.7020(5) 0.1202(2) -0.1245(4) 0.0233(15) Uani 1 1 d . . .
C51 C 1.1417(6) 0.2607(2) 0.1534(4) 0.0287(16) Uani 1 1 d . . .
C52 C 1.0980(7) 0.2941(2) 0.0990(5) 0.0404(19) Uani 1 1 d . . .
H52 H 1.0180 0.2947 0.0695 0.048 Uiso 1 1 calc R . .
C53 C 1.1741(8) 0.3265(3) 0.0885(5) 0.053(2) Uani 1 1 d . . .
H53 H 1.1445 0.3488 0.0515 0.064 Uiso 1 1 calc R . .
C54 C 1.2923(9) 0.3265(3) 0.1316(7) 0.072(3) Uani 1 1 d . . .
H54 H 1.3427 0.3485 0.1236 0.086 Uiso 1 1 calc R . .
C55 C 1.3352(8) 0.2938(3) 0.1865(7) 0.074(3) Uani 1 1 d . . .
H55 H 1.4151 0.2938 0.2163 0.088 Uiso 1 1 calc R . .
C56 C 1.2623(6) 0.2607(3) 0.1985(5) 0.045(2) Uani 1 1 d . . .
H56 H 1.2927 0.2386 0.2361 0.054 Uiso 1 1 calc R . .
C57 C 1.0631(5) 0.2237(2) 0.1594(4) 0.0235(15) Uani 1 1 d . . .
H3N H 1.213(6) 0.158(2) -0.016(4) 0.04(2) Uiso 1 1 d . . .
C61 C 0.0661(9) 0.3852(5) 0.2781(8) 0.118(5) Uani 1 1 d . . .
H61A H 0.1366 0.3908 0.3228 0.178 Uiso 1 1 calc R . .
H61B H 0.0743 0.3585 0.2514 0.178 Uiso 1 1 calc R . .
H61C H -0.0026 0.3847 0.3038 0.178 Uiso 1 1 calc R . .
C62 C 0.0516(8) 0.4173(4) 0.2135(7) 0.076(3) Uani 1 1 d . . .
H62 H 0.0395 0.4431 0.2448 0.091 Uiso 1 1 calc R . .
C63 C -0.0533(8) 0.4149(4) 0.1405(7) 0.090(4) Uani 1 1 d . . .
H63A H -0.0539 0.4387 0.1025 0.135 Uiso 1 1 calc R . .
H63B H -0.1248 0.4150 0.1629 0.135 Uiso 1 1 calc R . .
H63C H -0.0499 0.3894 0.1081 0.135 Uiso 1 1 calc R . .
O64 O 0.1552(5) 0.42554(19) 0.1801(4) 0.0441(15) Uani 1 1 d . . .
H65 H 0.210(6) 0.422(2) 0.218(5) 0.03(2) Uiso 1 1 d . . .
C71 C 1.2787(11) 0.0134(5) 0.4216(8) 0.030(3) Uiso 0.50 1 d P . .
H71A H 1.2044 0.0182 0.3802 0.045 Uiso 0.50 1 calc PR . .
H71B H 1.3011 -0.0156 0.4198 0.045 Uiso 0.50 1 calc PR . .
H71C H 1.3400 0.0309 0.4069 0.045 Uiso 0.50 1 calc PR . .
C72 C 1.2640(12) 0.0244(5) 0.5138(9) 0.040(4) Uiso 0.50 1 d P . .
H72 H 1.2169 -0.0002 0.5231 0.049 Uiso 0.50 1 calc PR . .
C73 C 1.3599(12) 0.0180(5) 0.5823(10) 0.041(4) Uiso 0.50 1 d P . .
H73A H 1.3375 0.0245 0.6365 0.061 Uiso 0.50 1 calc PR . .
H73B H 1.4249 0.0359 0.5757 0.061 Uiso 0.50 1 calc PR . .
H73C H 1.3846 -0.0109 0.5828 0.061 Uiso 0.50 1 calc PR . .
O74 O 1.1763(7) 0.0540(3) 0.5092(6) 0.033(2) Uiso 0.50 1 d P . .
H74 H 1.1926 0.0693 0.5525 0.050 Uiso 0.50 1 calc PR . .
O81 O 0.3745(4) 0.14035(18) -0.0333(3) 0.0403(14) Uani 1 1 d . . .
H81A H 0.437(5) 0.157(2) -0.012(4) 0.018(15) Uiso 1 1 d . . .
H81B H 0.3772 0.1292 -0.0736 0.030 Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
O28 Eu O58 87.49(15) . . ?
O28 Eu O18 127.56(14) . . ?
O58 Eu O18 114.73(14) . . ?
O28 Eu O48 123.06(13) . . ?
O58 Eu O48 127.84(14) . . ?
O18 Eu O48 81.14(14) . . ?
O28 Eu N34 78.37(14) . . ?
O58 Eu N34 61.53(16) . . ?
O18 Eu N34 73.38(16) . . ?
O48 Eu N34 153.94(15) . . ?
O28 Eu N4 60.90(15) . . ?
O58 Eu N4 87.89(15) . . ?
O18 Eu N4 154.74(16) . . ?
O48 Eu N4 75.79(15) . . ?
N34 Eu N4 130.26(16) . . ?
O28 Eu N32 75.85(15) . . ?
O58 Eu N32 162.27(14) . . ?
O18 Eu N32 80.93(15) . . ?
O48 Eu N32 60.18(15) . . ?
N34 Eu N32 119.43(17) . . ?
N4 Eu N32 78.79(16) . . ?
O28 Eu N2 160.01(16) . . ?
O58 Eu N2 72.83(16) . . ?
O18 Eu N2 61.22(15) . . ?
O48 Eu N2 73.80(14) . . ?
N34 Eu N2 88.92(15) . . ?
N4 Eu N2 120.21(16) . . ?
N32 Eu N2 124.09(15) . . ?
O28 Eu N1 114.93(15) . . ?
O58 Eu N1 65.16(15) . . ?
O18 Eu N1 117.50(14) . . ?
O48 Eu N1 63.70(15) . . ?
N34 Eu N1 124.19(17) . . ?
N4 Eu N1 60.33(15) . . ?
N32 Eu N1 116.36(16) . . ?
N2 Eu N1 60.18(15) . . ?
O28 Eu N31 62.81(15) . . ?
O58 Eu N31 118.89(15) . . ?
O18 Eu N31 64.91(14) . . ?
O48 Eu N31 112.86(15) . . ?
N34 Eu N31 60.85(16) . . ?
N4 Eu N31 115.23(15) . . ?
N32 Eu N31 58.58(16) . . ?
N2 Eu N31 123.77(15) . . ?
N1 Eu N31 174.55(14) . . ?
O28 Eu C57 93.62(15) . . ?
O58 Eu C57 20.89(15) . . ?
O18 Eu C57 95.41(15) . . ?
O48 Eu C57 136.23(15) . . ?
N34 Eu C57 43.95(17) . . ?
N4 Eu C57 108.31(16) . . ?
N32 Eu C57 162.74(16) . . ?
N2 Eu C57 66.73(15) . . ?
N1 Eu C57 80.35(16) . . ?
N31 Eu C57 104.54(16) . . ?
O28 Eu C27 20.35(14) . . ?
O58 Eu C27 95.37(15) . . ?
O18 Eu C27 137.69(15) . . ?
O48 Eu C27 103.95(14) . . ?
N34 Eu C27 98.62(15) . . ?
N4 Eu C27 42.78(16) . . ?
N32 Eu C27 66.90(15) . . ?
N2 Eu C27 160.97(17) . . ?
N1 Eu C27 101.54(15) . . ?
N31 Eu C27 74.86(15) . . ?
C57 Eu C27 107.15(15) . . ?
C17 O18 Eu 121.2(4) . . ?
C27 O28 Eu 119.9(4) . . ?
C47 O48 Eu 117.4(4) . . ?
C57 O58 Eu 117.5(4) . . ?
C6 N1 C2 118.7(6) . . ?
C6 N1 Eu 121.3(4) . . ?
C2 N1 Eu 120.0(4) . . ?
C9 N2 N3 119.7(5) . . ?
C9 N2 Eu 124.9(4) . . ?
N3 N2 Eu 113.5(4) . . ?
C17 N3 N2 114.6(5) . . ?
C7 N4 N5 116.4(5) . . ?
C7 N4 Eu 126.9(4) . . ?
N5 N4 Eu 116.7(4) . . ?
C27 N5 N4 107.7(5) . . ?
C17 N6 C11 125.7(6) . . ?
C31 N31 C35 118.1(5) . . ?
C31 N31 Eu 122.3(4) . . ?
C35 N31 Eu 119.1(4) . . ?
C38 N32 N33 119.2(5) . . ?
C38 N32 Eu 127.7(4) . . ?
N33 N32 Eu 112.6(4) . . ?
C47 N33 N32 115.1(5) . . ?
C36 N34 N35 116.8(5) . . ?
C36 N34 Eu 127.4(4) . . ?
N35 N34 Eu 115.9(4) . . ?
C57 N35 N34 109.4(5) . . ?
C47 N36 C41 126.6(5) . . ?
N1 C2 C3 121.2(6) . . ?
N1 C2 C9 117.5(6) . . ?
C3 C2 C9 121.3(6) . . ?
C4 C3 C2 119.0(6) . . ?
C5 C4 C3 120.0(7) . . ?
C4 C5 C6 118.5(7) . . ?
N1 C6 C5 122.5(6) . . ?
N1 C6 C7 115.8(6) . . ?
C5 C6 C7 121.6(6) . . ?
N4 C7 C6 115.6(5) . . ?
N4 C7 C8 123.5(6) . . ?
C6 C7 C8 120.7(6) . . ?
N2 C9 C10 124.0(6) . . ?
N2 C9 C2 114.3(5) . . ?
C10 C9 C2 121.6(6) . . ?
C16 C11 C12 119.1(8) . . ?
C16 C11 N6 123.2(7) . . ?
C12 C11 N6 117.6(7) . . ?
C11 C12 C13 119.0(10) . . ?
C14 C13 C12 122.4(11) . . ?
C13 C14 C15 117.8(11) . . ?
C14 C15 C16 122.4(11) . . ?
C11 C16 C15 119.2(9) . . ?
O18 C17 N3 122.4(6) . . ?
O18 C17 N6 123.0(6) . . ?
N3 C17 N6 114.6(5) . . ?
O18 C17 Eu 39.8(3) . . ?
N3 C17 Eu 84.1(4) . . ?
N6 C17 Eu 157.8(5) . . ?
C22 C21 C26 119.9(6) . . ?
C22 C21 C27 119.3(5) . . ?
C26 C21 C27 120.8(6) . . ?
C21 C22 C23 120.0(6) . . ?
C24 C23 C22 120.9(7) . . ?
C23 C24 C25 119.6(7) . . ?
C24 C25 C26 120.8(7) . . ?
C25 C26 C21 118.7(7) . . ?
O28 C27 N5 125.9(5) . . ?
O28 C27 C21 114.8(5) . . ?
N5 C27 C21 119.3(5) . . ?
O28 C27 Eu 39.7(3) . . ?
N5 C27 Eu 88.6(3) . . ?
C21 C27 Eu 148.3(4) . . ?
N31 C31 C32 121.9(6) . . ?
N31 C31 C38 115.3(5) . . ?
C32 C31 C38 122.8(6) . . ?
C33 C32 C31 119.7(7) . . ?
C32 C33 C34 119.2(7) . . ?
C33 C34 C35 119.6(7) . . ?
N31 C35 C34 121.5(6) . . ?
N31 C35 C36 116.5(5) . . ?
C34 C35 C36 122.0(6) . . ?
N34 C36 C35 116.0(5) . . ?
N34 C36 C37 124.9(6) . . ?
C35 C36 C37 119.1(6) . . ?
N32 C38 C31 115.3(5) . . ?
N32 C38 C40 123.3(6) . . ?
C31 C38 C40 121.3(6) . . ?
C46 C41 C42 118.9(7) . . ?
C46 C41 N36 123.8(6) . . ?
C42 C41 N36 117.3(7) . . ?
C43 C42 C41 120.1(9) . . ?
C42 C43 C44 120.4(9) . . ?
C45 C44 C43 120.5(8) . . ?
C44 C45 C46 119.5(9) . . ?
C45 C46 C41 120.6(8) . . ?
O48 C47 N36 125.0(6) . . ?
O48 C47 N33 120.5(6) . . ?
N36 C47 N33 114.5(5) . . ?
C52 C51 C56 119.4(7) . . ?
C52 C51 C57 120.1(6) . . ?
C56 C51 C57 120.4(6) . . ?
C53 C52 C51 119.6(7) . . ?
C54 C53 C52 121.4(8) . . ?
C55 C54 C53 119.1(8) . . ?
C54 C55 C56 121.4(9) . . ?
C55 C56 C51 119.2(8) . . ?
O58 C57 N35 124.2(6) . . ?
O58 C57 C51 118.1(6) . . ?
N35 C57 C51 117.7(6) . . ?
O58 C57 Eu 41.6(3) . . ?
N35 C57 Eu 88.2(4) . . ?
C51 C57 Eu 146.2(4) . . ?
C61 C62 O64 114.7(9) . . ?
C61 C62 C63 117.7(9) . . ?
O64 C62 C63 109.3(9) . . ?
O74 C72 C73 126.7(14) . . ?
O74 C72 C71 110.0(12) . . ?
C73 C72 C71 117.8(12) . . ?
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
Eu O28 2.361(4) . ?
Eu O58 2.375(4) . ?
Eu O18 2.446(4) . ?
Eu O48 2.519(4) . ?
Eu N34 2.559(5) . ?
Eu N4 2.564(5) . ?
Eu N32 2.611(5) . ?
Eu N2 2.617(5) . ?
Eu N1 2.663(5) . ?
Eu N31 2.698(5) . ?
Eu C57 3.174(6) . ?
Eu C27 3.202(6) . ?
O18 C17 1.244(7) . ?
O28 C27 1.285(7) . ?
O48 C47 1.244(7) . ?
O58 C57 1.277(7) . ?
N1 C6 1.334(8) . ?
N1 C2 1.351(7) . ?
N2 C9 1.283(8) . ?
N2 N3 1.367(7) . ?
N3 C17 1.338(9) . ?
N4 C7 1.287(8) . ?
N4 N5 1.400(6) . ?
N5 C27 1.306(8) . ?
N6 C17 1.363(8) . ?
N6 C11 1.403(9) . ?
N31 C31 1.344(8) . ?
N31 C35 1.369(7) . ?
N32 C38 1.287(8) . ?
N32 N33 1.367(7) . ?
N33 C47 1.357(8) . ?
N34 C36 1.297(8) . ?
N34 N35 1.389(7) . ?
N35 C57 1.330(8) . ?
N36 C47 1.350(8) . ?
N36 C41 1.402(8) . ?
C2 C3 1.389(9) . ?
C2 C9 1.490(9) . ?
C3 C4 1.371(10) . ?
C4 C5 1.364(9) . ?
C5 C6 1.386(9) . ?
C6 C7 1.489(9) . ?
C7 C8 1.497(8) . ?
C9 C10 1.472(9) . ?
C11 C16 1.371(11) . ?
C11 C12 1.392(10) . ?
C12 C13 1.392(14) . ?
C13 C14 1.340(15) . ?
C14 C15 1.368(15) . ?
C15 C16 1.384(13) . ?
C21 C22 1.373(9) . ?
C21 C26 1.406(8) . ?
C21 C27 1.507(8) . ?
C22 C23 1.384(9) . ?
C23 C24 1.361(10) . ?
C24 C25 1.381(10) . ?
C25 C26 1.384(9) . ?
C31 C32 1.399(9) . ?
C31 C38 1.472(9) . ?
C32 C33 1.360(10) . ?
C33 C34 1.378(10) . ?
C34 C35 1.388(9) . ?
C35 C36 1.485(9) . ?
C36 C37 1.490(9) . ?
C38 C40 1.498(9) . ?
C41 C46 1.381(10) . ?
C41 C42 1.386(10) . ?
C42 C43 1.355(11) . ?
C43 C44 1.384(13) . ?
C44 C45 1.352(13) . ?
C45 C46 1.380(10) . ?
C51 C52 1.383(10) . ?
C51 C56 1.404(9) . ?
C51 C57 1.495(9) . ?
C52 C53 1.382(10) . ?
C53 C54 1.372(12) . ?
C54 C55 1.369(13) . ?
C55 C56 1.380(11) . ?
C61 C62 1.417(14) . ?
C62 O64 1.420(10) . ?
C62 C63 1.464(13) . ?
C71 C72 1.527(19) . ?
C72 O74 1.365(16) . ?
C72 C73 1.370(19) . ?
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
N33 H33 Cl 0.86 2.41 3.199(5) 153.0 .
N36 H36 Cl 0.86 2.42 3.224(5) 155.9 .
O64 H65 Cl 0.77(7) 2.45(7) 3.192(6) 164(7) 4_566
N6 H6 O81 0.86 2.14 2.909(8) 149.3 1_655
N3 H3N O81 0.86(7) 2.00(7) 2.773(7) 149(7) 1_655
O74 H74 O64 0.82 2.14 2.812(11) 139.5 4_666
O81 H81A N5 0.90(6) 1.91(6) 2.793(7) 165(6) .
O81 H81B Cl 0.729(5) 2.499(2) 3.194(5) 159.9(4) .
