#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:26:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179246 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/66/4316656.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_4316656
loop_
_publ_author_name
'Pierre Thuéry'
_publ_section_title
;
 Second-Sphere Tethering of Rare-Earth Ions to Cucurbit[6]uril by
 Iminodiacetic Acid Involving Carboxylic Group Encapsulation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9078
_journal_page_last               9085
_journal_paper_doi               10.1021/ic101396a
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C43 H72 Eu N27 O35'
_chemical_formula_weight         1679.24
_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                 101.429(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.7030(4)
_cell_length_b                   19.3079(3)
_cell_length_c                   24.6247(8)
_cell_measurement_reflns_used    153510
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.93
_cell_volume                     6385.9(3)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and four ω scans with 2° steps (483 frames)'
_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  0.0708
_diffrn_reflns_av_sigmaI/netI    0.0684
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            153510
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.103
_exptl_absorpt_correction_T_max  0.838
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             3448
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         2.201
_refine_diff_density_min         -1.585
_refine_diff_density_rms         0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     979
_refine_ls_number_reflns         11955
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.1058
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1195P)²+66.0935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2795
_refine_ls_wR_factor_ref         0.2848
_reflns_number_gt                10808
_reflns_number_total             11974
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101396a_si_001_11.cif
_cod_data_source_block           11
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4316656
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 0.19507(3) 0.00678(3) 0.66300(2) 0.0415(2) Uani 1 1 d . . .
O1 O 0.0858(5) -0.0271(5) 0.7279(3) 0.059(2) Uani 1 1 d . . .
O2 O 0.1731(7) -0.0682(6) 0.8052(4) 0.072(3) Uani 1 1 d . . .
O3 O 0.0234(5) 0.0477(4) 0.6368(3) 0.0484(18) Uani 1 1 d . . .
O4 O -0.4112(4) 0.1335(3) 0.6050(3) 0.0348(13) Uani 1 1 d . . .
O5 O 0.0380(5) 0.1400(4) 0.7601(3) 0.0534(19) Uani 1 1 d . . .
O6 O -0.3827(4) 0.2524(3) 0.7015(3) 0.0381(14) Uani 1 1 d . . .
O7 O 0.0108(5) 0.0818(4) 0.8942(4) 0.064(2) Uani 1 1 d . . .
O8 O -0.4250(4) 0.1812(4) 0.8294(3) 0.0425(15) Uani 1 1 d . . .
O9 O -0.0668(5) -0.0836(4) 0.9132(4) 0.0538(19) Uani 1 1 d . . .
O10 O -0.4964(5) 0.0090(4) 0.8384(3) 0.0464(17) Uani 1 1 d . . .
O11 O -0.1042(5) -0.1868(6) 0.7925(3) 0.070(3) Uani 1 1 d . . .
O12 O -0.5335(4) -0.0975(4) 0.7312(3) 0.0428(16) Uani 1 1 d . . .
O13 O -0.0675(5) -0.1215(4) 0.6617(5) 0.074(3) Uani 1 1 d . . .
O14 O -0.4983(4) -0.0318(4) 0.6094(3) 0.0386(14) Uani 1 1 d . . .
O15 O 0.1101(8) -0.0284(4) 0.5616(4) 0.086(2) Uani 1 1 d DU . .
O16 O 0.1130(6) -0.1042(5) 0.6228(3) 0.0674(18) Uani 1 1 d DU . .
O17 O 0.0656(7) -0.1312(5) 0.5342(4) 0.083(2) Uani 1 1 d DU . .
O18 O 0.2798(6) -0.0690(6) 0.7343(3) 0.073(3) Uani 1 1 d . . .
H18A H 0.2703 -0.0656 0.7700 0.087 Uiso 1 1 d R . .
H18B H 0.3464 -0.0758 0.7435 0.087 Uiso 1 1 d R . .
O19 O 0.2062(6) 0.0988(5) 0.7285(4) 0.072(3) Uani 1 1 d . . .
H19A H 0.1451 0.1011 0.7368 0.086 Uiso 1 1 d R . .
H19B H 0.2383 0.1049 0.7620 0.086 Uiso 1 1 d R . .
O20 O 0.2081(12) 0.1008(9) 0.6036(7) 0.141(5) Uani 1 1 d U . .
H20A H 0.2532 0.1286 0.6072 0.169 Uiso 1 1 d R . .
H20B H 0.1567 0.1110 0.5678 0.169 Uiso 1 1 d R . .
O21 O 0.3038(5) -0.0586(4) 0.6140(3) 0.0499(18) Uani 1 1 d . . .
H21A H 0.3659 -0.0487 0.6197 0.060 Uiso 1 1 d R . .
H21B H 0.3040 -0.0987 0.5977 0.060 Uiso 1 1 d R . .
O22 O 0.3702(7) 0.0399(6) 0.6890(5) 0.084(3) Uani 1 1 d U . .
H22A H 0.3951 0.0697 0.6688 0.101 Uiso 1 1 d R . .
H22B H 0.3922 0.0616 0.7249 0.101 Uiso 1 1 d R . .
O23 O 0.2896(7) -0.1826(5) 0.5562(4) 0.064(2) Uani 1 1 d . . .
O24 O 0.3541(8) -0.2621(5) 0.5156(4) 0.076(3) Uani 1 1 d . . .
O25 O 0.4297(6) -0.1627(5) 0.5293(3) 0.063(2) Uani 1 1 d . . .
O26 O 0.3099(10) 0.0278(10) 0.8333(6) 0.118(4) Uani 0.50 1 d PU . .
O27 O 0.2426(10) -0.0665(8) 0.9172(5) 0.105(4) Uani 1 1 d U . .
O28 O 0.3430(6) 0.1066(5) 0.8232(4) 0.065(2) Uani 0.50 1 d PU . .
O29 O 0.3852(9) 0.1110(9) 0.5690(5) 0.117(4) Uani 1 1 d U . .
O30 O 0.5005(7) 0.1390(7) 0.7210(4) 0.091(3) Uani 1 1 d . . .
O31 O 0.2167(12) 0.0831(10) 0.9077(8) 0.067(4) Uani 1 1 d U . .
O32 O 0.0892(8) -0.1760(6) 0.9398(4) 0.084(3) Uani 1 1 d U . .
O33 O -0.0355(18) -0.2656(14) 0.5169(10) 0.098(7) Uani 0.50 1 d P . .
O34 O 0.0798(11) 0.1844(7) 0.5435(6) 0.052(4) Uani 0.50 1 d P . .
O35 O 0.556(2) -0.2626(16) 0.4734(11) 0.112(8) Uani 1 1 d U . .
O36 O 0.239(2) 0.2106(14) 0.9658(11) 0.105(7) Uani 0.50 1 d PU . .
O37 O 0.4364(14) -0.0971(12) 0.9484(7) 0.069(5) Uani 0.50 1 d PU . .
O38 O 0.5562(14) -0.0285(13) 1.0254(9) 0.079(5) Uani 0.50 1 d PU . .
O39 O 0.5337(19) 0.0463(17) 1.0308(11) 0.105(7) Uani 0.50 1 d PU . .
N2 N -0.1280(5) 0.0366(4) 0.5768(4) 0.043(2) Uani 1 1 d . . .
N3 N -0.0830(5) 0.1382(4) 0.6117(3) 0.0335(16) Uani 1 1 d . . .
N4 N -0.2562(5) 0.1751(4) 0.5977(3) 0.0295(14) Uani 1 1 d . . .
N5 N -0.3014(5) 0.0698(4) 0.5647(3) 0.0270(14) Uani 1 1 d . . .
N6 N -0.0677(5) 0.2066(4) 0.6953(3) 0.0381(17) Uani 1 1 d . . .
N7 N -0.0613(5) 0.2248(4) 0.7851(3) 0.0332(16) Uani 1 1 d . . .
N8 N -0.2322(5) 0.2652(4) 0.7624(3) 0.0362(17) Uani 1 1 d . . .
N9 N -0.2330(5) 0.2593(4) 0.6726(3) 0.0313(15) Uani 1 1 d . . .
N10 N -0.0927(5) 0.1775(4) 0.8717(3) 0.0336(16) Uani 1 1 d . . .
N11 N -0.1331(6) 0.0981(4) 0.9286(4) 0.045(2) Uani 1 1 d . . .
N12 N -0.3062(5) 0.1336(4) 0.8987(3) 0.0334(16) Uani 1 1 d . . .
N13 N -0.2621(5) 0.2205(4) 0.8484(3) 0.0337(16) Uani 1 1 d . . .
N14 N -0.1886(5) -0.0196(4) 0.9387(4) 0.0391(18) Uani 1 1 d . . .
N15 N -0.2295(5) -0.1225(4) 0.9022(3) 0.0376(17) Uani 1 1 d . . .
N16 N -0.4023(5) -0.0853(4) 0.8753(3) 0.0353(16) Uani 1 1 d . . .
N17 N -0.3622(5) 0.0179(4) 0.9112(4) 0.0388(17) Uani 1 1 d . . .
N18 N -0.2523(6) -0.1979(5) 0.8215(3) 0.046(2) Uani 1 1 d . . .
N19 N -0.2517(6) -0.2089(5) 0.7315(3) 0.047(2) Uani 1 1 d . . .
N20 N -0.4281(5) -0.1794(5) 0.7086(3) 0.0384(17) Uani 1 1 d . . .
N21 N -0.4260(5) -0.1615(4) 0.7965(3) 0.0345(16) Uani 1 1 d . . .
N22 N -0.2259(5) -0.1661(4) 0.6427(3) 0.0384(17) Uani 1 1 d . . .
N23 N -0.1894(5) -0.0786(4) 0.5908(5) 0.055(3) Uani 1 1 d . . .
N24 N -0.3638(5) -0.0464(4) 0.5680(3) 0.0296(14) Uani 1 1 d . . .
N25 N -0.3991(5) -0.1300(4) 0.6227(3) 0.0337(16) Uani 1 1 d . . .
N26 N 0.0966(11) -0.0907(5) 0.5729(4) 0.088(4) Uani 1 1 d DU . .
N27 N 0.3566(8) -0.2015(5) 0.5345(3) 0.052(2) Uani 1 1 d . . .
C1 C 0.0951(8) -0.0411(6) 0.7773(5) 0.051(3) Uani 1 1 d . . .
C2 C 0.0100(11) -0.0333(9) 0.8079(6) 0.076(4) Uani 1 1 d U . .
H2A H -0.0002 -0.0781 0.8237 0.091 Uiso 1 1 calc R . .
H2B H 0.0324 -0.0021 0.8388 0.091 Uiso 1 1 calc R . .
N1 N -0.1012(6) 0.0050(6) 0.7220(4) 0.087(4) Uani 1 1 d GU . .
C3 C -0.0890(6) -0.0082(5) 0.7784(4) 0.059(3) Uani 1 1 d G . .
C4 C -0.1676(8) 0.0025(7) 0.8055(3) 0.114(6) Uani 1 1 d GU . .
H4 H -0.1594 -0.0063 0.8432 0.137 Uiso 1 1 calc R . .
C5 C -0.2586(7) 0.0264(7) 0.7760(4) 0.100(5) Uani 1 1 d GU . .
H5 H -0.3112 0.0336 0.7941 0.120 Uiso 1 1 calc R . .
C6 C -0.2708(6) 0.0396(7) 0.7196(4) 0.075(4) Uani 1 1 d G . .
H6 H -0.3317 0.0555 0.6999 0.089 Uiso 1 1 calc R . .
C7 C -0.1922(7) 0.0288(7) 0.6926(3) 0.121(7) Uani 1 1 d GU . .
H7 H -0.2004 0.0376 0.6548 0.145 Uiso 1 1 calc R . .
C8 C -0.0559(6) 0.0730(5) 0.6106(4) 0.0333(19) Uani 1 1 d . . .
C9 C -0.2059(6) 0.0825(4) 0.5481(4) 0.0310(17) Uani 1 1 d . . .
H9 H -0.2117 0.0811 0.5078 0.037 Uiso 1 1 calc R . .
C10 C -0.1739(6) 0.1548(4) 0.5726(3) 0.0284(17) Uani 1 1 d . . .
H10 H -0.1625 0.1877 0.5442 0.034 Uiso 1 1 calc R . .
C11 C -0.3313(6) 0.1277(4) 0.5903(3) 0.0284(17) Uani 1 1 d . . .
C12 C -0.0252(6) 0.1899(6) 0.6474(4) 0.041(2) Uani 1 1 d . . .
H12A H 0.0421 0.1727 0.6599 0.049 Uiso 1 1 calc R . .
H12B H -0.0212 0.2318 0.6262 0.049 Uiso 1 1 calc R . .
C13 C -0.2711(6) 0.2463(4) 0.6142(3) 0.0281(16) Uani 1 1 d . . .
H13A H -0.2385 0.2774 0.5925 0.034 Uiso 1 1 calc R . .
H13B H -0.3418 0.2566 0.6058 0.034 Uiso 1 1 calc R . .
C14 C -0.0238(6) 0.1848(5) 0.7476(4) 0.041(2) Uani 1 1 d . . .
C15 C -0.1296(6) 0.2683(5) 0.6969(4) 0.0318(18) Uani 1 1 d . . .
H15 H -0.1016 0.3090 0.6817 0.038 Uiso 1 1 calc R . .
C16 C -0.1298(6) 0.2774(5) 0.7598(4) 0.0318(18) Uani 1 1 d . . .
H16 H -0.1080 0.3238 0.7731 0.038 Uiso 1 1 calc R . .
C17 C -0.2922(6) 0.2572(4) 0.7114(4) 0.0285(17) Uani 1 1 d . . .
C18 C -0.0265(6) 0.2175(5) 0.8444(4) 0.0316(18) Uani 1 1 d . . .
H18C H 0.0383 0.1953 0.8512 0.038 Uiso 1 1 calc R . .
H18D H -0.0183 0.2632 0.8610 0.038 Uiso 1 1 calc R . .
C19 C -0.2730(6) 0.2781(5) 0.8116(4) 0.0345(19) Uani 1 1 d . . .
H19C H -0.2398 0.3180 0.8310 0.041 Uiso 1 1 calc R . .
H19D H -0.3432 0.2893 0.8005 0.041 Uiso 1 1 calc R . .
C20 C -0.0648(6) 0.1171(5) 0.8977(5) 0.046(2) Uani 1 1 d . . .
C21 C -0.1742(6) 0.2081(5) 0.8910(4) 0.0319(18) Uani 1 1 d . . .
H21 H -0.1534 0.2505 0.9121 0.038 Uiso 1 1 calc R . .
C22 C -0.2068(6) 0.1521(5) 0.9284(4) 0.0351(19) Uani 1 1 d . . .
H22 H -0.2073 0.1695 0.9658 0.042 Uiso 1 1 calc R . .
C23 C -0.3402(6) 0.1794(5) 0.8554(4) 0.0332(18) Uani 1 1 d . . .
C24 C -0.1236(7) 0.0370(5) 0.9623(5) 0.049(3) Uani 1 1 d . . .
H24A H -0.1382 0.0488 0.9982 0.059 Uiso 1 1 calc R . .
H24B H -0.0551 0.0211 0.9683 0.059 Uiso 1 1 calc R . .
C25 C -0.3723(6) 0.0899(5) 0.9226(4) 0.036(2) Uani 1 1 d . . .
H25A H -0.3589 0.0968 0.9624 0.043 Uiso 1 1 calc R . .
H25B H -0.4405 0.1040 0.9083 0.043 Uiso 1 1 calc R . .
C26 C -0.1536(6) -0.0765(5) 0.9175(4) 0.041(2) Uani 1 1 d . . .
C27 C -0.2906(6) -0.0275(5) 0.9450(4) 0.0334(18) Uani 1 1 d . . .
H27 H -0.2960 -0.0254 0.9841 0.040 Uiso 1 1 calc R . .
C28 C -0.3200(6) -0.0999(5) 0.9200(3) 0.0312(18) Uani 1 1 d . . .
H28 H -0.3388 -0.1316 0.9473 0.037 Uiso 1 1 calc R . .
C29 C -0.4284(6) -0.0173(5) 0.8714(4) 0.036(2) Uani 1 1 d . . .
C30 C -0.2153(8) -0.1901(6) 0.8796(4) 0.048(3) Uani 1 1 d . . .
H30A H -0.1446 -0.2004 0.8873 0.058 Uiso 1 1 calc R . .
H30B H -0.2475 -0.2243 0.8990 0.058 Uiso 1 1 calc R . .
C31 C -0.4635(6) -0.1385(5) 0.8444(4) 0.038(2) Uani 1 1 d . . .
H31A H -0.4668 -0.1778 0.8685 0.046 Uiso 1 1 calc R . .
H31B H -0.5305 -0.1208 0.8324 0.046 Uiso 1 1 calc R . .
C32 C -0.1922(7) -0.1962(6) 0.7828(4) 0.049(3) Uani 1 1 d . . .
C33 C -0.3561(7) -0.2178(5) 0.7972(4) 0.040(2) Uani 1 1 d . . .
H33 H -0.3769 -0.2599 0.8140 0.048 Uiso 1 1 calc R . .
C34 C -0.3542(7) -0.2275(5) 0.7352(4) 0.039(2) Uani 1 1 d . . .
H34 H -0.3704 -0.2751 0.7229 0.046 Uiso 1 1 calc R . .
C35 C -0.4687(6) -0.1415(5) 0.7443(4) 0.0333(19) Uani 1 1 d . . .
C36 C -0.2109(8) -0.2204(6) 0.6829(4) 0.046(2) Uani 1 1 d . . .
H36A H -0.1399 -0.2282 0.6944 0.056 Uiso 1 1 calc R . .
H36B H -0.2399 -0.2625 0.6651 0.056 Uiso 1 1 calc R . .
C37 C -0.4620(6) -0.1737(5) 0.6491(4) 0.0348(19) Uani 1 1 d . . .
H37A H -0.4644 -0.2196 0.6329 0.042 Uiso 1 1 calc R . .
H37B H -0.5291 -0.1551 0.6415 0.042 Uiso 1 1 calc R . .
C38 C -0.1534(7) -0.1220(5) 0.6345(5) 0.052(3) Uani 1 1 d . . .
C39 C -0.3161(5) -0.1584(4) 0.6011(3) 0.0289(17) Uani 1 1 d . . .
H39 H -0.3340 -0.2008 0.5797 0.035 Uiso 1 1 calc R . .
C40 C -0.2899(6) -0.0972(4) 0.5646(4) 0.0343(19) Uani 1 1 d . . .
H40 H -0.2932 -0.1120 0.5262 0.041 Uiso 1 1 calc R . .
C41 C -0.4287(6) -0.0663(5) 0.6007(4) 0.0320(18) Uani 1 1 d . . .
C42 C -0.1247(8) -0.0368(6) 0.5636(8) 0.073(4) Uani 1 1 d . . .
H42A H -0.0568 -0.0533 0.5747 0.087 Uiso 1 1 calc R . .
H42B H -0.1444 -0.0427 0.5238 0.087 Uiso 1 1 calc R . .
C43 C -0.3726(6) 0.0191(4) 0.5382(4) 0.0290(17) Uani 1 1 d . . .
H43A H -0.3628 0.0112 0.5008 0.035 Uiso 1 1 calc R . .
H43B H -0.4394 0.0372 0.5358 0.035 Uiso 1 1 calc R . .
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'
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
O20 Eu O19 81.0(5) . . ?
O20 Eu O18 146.8(5) . . ?
O19 Eu O18 90.1(3) . . ?
O20 Eu O3 77.0(4) . . ?
O19 Eu O3 82.3(3) . . ?
O18 Eu O3 133.7(3) . . ?
O20 Eu O22 76.7(5) . . ?
O19 Eu O22 72.5(3) . . ?
O18 Eu O22 70.1(4) . . ?
O3 Eu O22 146.0(3) . . ?
O20 Eu O21 87.9(5) . . ?
O19 Eu O21 139.1(3) . . ?
O18 Eu O21 78.0(3) . . ?
O3 Eu O21 133.3(2) . . ?
O22 Eu O21 66.5(3) . . ?
O20 Eu O1 136.9(5) . . ?
O19 Eu O1 74.1(4) . . ?
O18 Eu O1 68.6(3) . . ?
O3 Eu O1 65.4(2) . . ?
O22 Eu O1 125.9(3) . . ?
O21 Eu O1 133.2(3) . . ?
O20 Eu O16 119.4(5) . . ?
O19 Eu O16 149.3(3) . . ?
O18 Eu O16 83.3(3) . . ?
O3 Eu O16 80.8(3) . . ?
O22 Eu O16 131.5(3) . . ?
O21 Eu O16 68.7(3) . . ?
O1 Eu O16 75.6(3) . . ?
O20 Eu O15 71.6(5) . . ?
O19 Eu O15 142.5(3) . . ?
O18 Eu O15 126.6(3) . . ?
O3 Eu O15 67.1(3) . . ?
O22 Eu O15 123.0(4) . . ?
O21 Eu O15 66.2(3) . . ?
O1 Eu O15 109.5(3) . . ?
O16 Eu O15 47.9(2) . . ?
C1 O1 Eu 137.6(7) . . ?
C8 O3 Eu 163.1(6) . . ?
N26 O15 Eu 95.4(6) . . ?
N26 O16 Eu 101.0(6) . . ?
Eu O18 H18A 121.2 . . ?
Eu O18 H18B 126.2 . . ?
H18A O18 H18B 95.6 . . ?
Eu O19 H19A 104.7 . . ?
Eu O19 H19B 134.5 . . ?
H19A O19 H19B 95.6 . . ?
Eu O20 H20A 126.3 . . ?
Eu O20 H20B 123.6 . . ?
H20A O20 H20B 110.0 . . ?
Eu O21 H21A 119.1 . . ?
Eu O21 H21B 138.0 . . ?
H21A O21 H21B 100.4 . . ?
Eu O22 H22A 119.9 . . ?
Eu O22 H22B 117.7 . . ?
H22A O22 H22B 98.5 . . ?
C8 N2 C42 126.2(8) . . ?
C8 N2 C9 111.0(7) . . ?
C42 N2 C9 122.3(9) . . ?
C8 N3 C10 114.0(7) . . ?
C8 N3 C12 123.1(7) . . ?
C10 N3 C12 122.9(7) . . ?
C11 N4 C10 113.2(7) . . ?
C11 N4 C13 121.8(7) . . ?
C10 N4 C13 122.6(7) . . ?
C11 N5 C43 121.3(6) . . ?
C11 N5 C9 110.7(6) . . ?
C43 N5 C9 123.2(7) . . ?
C14 N6 C12 121.5(8) . . ?
C14 N6 C15 111.7(7) . . ?
C12 N6 C15 122.0(8) . . ?
C14 N7 C16 113.9(7) . . ?
C14 N7 C18 121.9(7) . . ?
C16 N7 C18 124.0(7) . . ?
C17 N8 C16 113.2(7) . . ?
C17 N8 C19 121.7(7) . . ?
C16 N8 C19 123.2(7) . . ?
C17 N9 C15 112.7(7) . . ?
C17 N9 C13 122.5(7) . . ?
C15 N9 C13 124.4(7) . . ?
C20 N10 C21 111.6(8) . . ?
C20 N10 C18 122.3(7) . . ?
C21 N10 C18 122.4(7) . . ?
C20 N11 C24 123.3(9) . . ?
C20 N11 C22 111.0(8) . . ?
C24 N11 C22 125.2(9) . . ?
C23 N12 C25 122.7(7) . . ?
C23 N12 C22 111.5(7) . . ?
C25 N12 C22 122.4(7) . . ?
C23 N13 C19 123.1(7) . . ?
C23 N13 C21 111.7(7) . . ?
C19 N13 C21 123.8(7) . . ?
C26 N14 C27 112.5(8) . . ?
C26 N14 C24 122.1(8) . . ?
C27 N14 C24 124.3(9) . . ?
C26 N15 C30 122.7(8) . . ?
C26 N15 C28 111.7(8) . . ?
C30 N15 C28 124.8(8) . . ?
C29 N16 C28 113.5(7) . . ?
C29 N16 C31 122.2(8) . . ?
C28 N16 C31 123.3(8) . . ?
C29 N17 C25 123.0(8) . . ?
C29 N17 C27 112.6(8) . . ?
C25 N17 C27 123.9(8) . . ?
C32 N18 C30 123.3(8) . . ?
C32 N18 C33 112.6(8) . . ?
C30 N18 C33 123.6(9) . . ?
C32 N19 C36 122.3(8) . . ?
C32 N19 C34 112.5(8) . . ?
C36 N19 C34 123.3(8) . . ?
C35 N20 C34 113.6(7) . . ?
C35 N20 C37 121.8(8) . . ?
C34 N20 C37 124.5(8) . . ?
C35 N21 C31 121.9(7) . . ?
C35 N21 C33 112.6(7) . . ?
C31 N21 C33 124.2(8) . . ?
C38 N22 C36 123.8(8) . . ?
C38 N22 C39 112.3(8) . . ?
C36 N22 C39 123.4(8) . . ?
C38 N23 C40 111.1(8) . . ?
C38 N23 C42 122.7(9) . . ?
C40 N23 C42 123.1(11) . . ?
C41 N24 C40 113.2(7) . . ?
C41 N24 C43 122.8(7) . . ?
C40 N24 C43 124.0(7) . . ?
C41 N25 C37 123.0(7) . . ?
C41 N25 C39 112.6(7) . . ?
C37 N25 C39 121.5(7) . . ?
O16 N26 O17 126.8(9) . . ?
O16 N26 O15 114.7(8) . . ?
O17 N26 O15 118.4(8) . . ?
O16 N26 Eu 55.4(5) . . ?
O17 N26 Eu 173.3(10) . . ?
O15 N26 Eu 60.1(5) . . ?
O23 N27 O24 118.6(11) . . ?
O23 N27 O25 123.2(10) . . ?
O24 N27 O25 118.2(12) . . ?
O1 C1 O2 122.8(11) . . ?
O1 C1 C2 122.2(10) . . ?
O2 C1 C2 114.8(11) . . ?
C3 C2 C1 120.4(10) . . ?
C3 C2 H2A 107.2 . . ?
C1 C2 H2A 107.2 . . ?
C3 C2 H2B 107.2 . . ?
C1 C2 H2B 107.2 . . ?
H2A C2 H2B 106.9 . . ?
C3 N1 C7 120.0 . . ?
N1 C3 C4 120.0 . . ?
N1 C3 C2 117.8(7) . . ?
C4 C3 C2 122.2(7) . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 N1 120.0 . . ?
C6 C7 H7 120.0 . . ?
N1 C7 H7 120.0 . . ?
O3 C8 N3 125.8(9) . . ?
O3 C8 N2 124.7(9) . . ?
N3 C8 N2 109.5(7) . . ?
N2 C9 N5 111.9(7) . . ?
N2 C9 C10 103.6(6) . . ?
N5 C9 C10 103.9(6) . . ?
N2 C9 H9 112.3 . . ?
N5 C9 H9 112.3 . . ?
C10 C9 H9 112.3 . . ?
N4 C10 N3 114.7(7) . . ?
N4 C10 C9 103.1(6) . . ?
N3 C10 C9 101.5(6) . . ?
N4 C10 H10 112.2 . . ?
N3 C10 H10 112.2 . . ?
C9 C10 H10 112.2 . . ?
O4 C11 N4 126.5(8) . . ?
O4 C11 N5 124.8(8) . . ?
N4 C11 N5 108.7(7) . . ?
N6 C12 N3 112.7(7) . . ?
N6 C12 H12A 109.1 . . ?
N3 C12 H12A 109.1 . . ?
N6 C12 H12B 109.1 . . ?
N3 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
N9 C13 N4 113.3(7) . . ?
N9 C13 H13A 108.9 . . ?
N4 C13 H13A 108.9 . . ?
N9 C13 H13B 108.9 . . ?
N4 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
O5 C14 N7 124.5(9) . . ?
O5 C14 N6 127.7(9) . . ?
N7 C14 N6 107.7(8) . . ?
N9 C15 N6 114.7(7) . . ?
N9 C15 C16 103.3(7) . . ?
N6 C15 C16 103.5(7) . . ?
N9 C15 H15 111.6 . . ?
N6 C15 H15 111.6 . . ?
C16 C15 H15 111.6 . . ?
N8 C16 N7 115.2(7) . . ?
N8 C16 C15 102.6(6) . . ?
N7 C16 C15 102.7(7) . . ?
N8 C16 H16 111.9 . . ?
N7 C16 H16 111.9 . . ?
C15 C16 H16 111.9 . . ?
O6 C17 N8 126.6(8) . . ?
O6 C17 N9 125.6(8) . . ?
N8 C17 N9 107.7(7) . . ?
N10 C18 N7 114.0(7) . . ?
N10 C18 H18C 108.8 . . ?
N7 C18 H18C 108.8 . . ?
N10 C18 H18D 108.8 . . ?
N7 C18 H18D 108.8 . . ?
H18C C18 H18D 107.6 . . ?
N13 C19 N8 112.8(7) . . ?
N13 C19 H19C 109.0 . . ?
N8 C19 H19C 109.0 . . ?
N13 C19 H19D 109.0 . . ?
N8 C19 H19D 109.0 . . ?
H19C C19 H19D 107.8 . . ?
O7 C20 N10 126.6(10) . . ?
O7 C20 N11 123.8(9) . . ?
N10 C20 N11 109.6(8) . . ?
N10 C21 N13 114.9(7) . . ?
N10 C21 C22 104.3(7) . . ?
N13 C21 C22 104.5(6) . . ?
N10 C21 H21 110.9 . . ?
N13 C21 H21 110.9 . . ?
C22 C21 H21 110.9 . . ?
N11 C22 N12 114.0(8) . . ?
N11 C22 C21 102.8(7) . . ?
N12 C22 C21 103.0(7) . . ?
N11 C22 H22 112.1 . . ?
N12 C22 H22 112.1 . . ?
C21 C22 H22 112.1 . . ?
O8 C23 N13 127.4(9) . . ?
O8 C23 N12 124.4(8) . . ?
N13 C23 N12 108.2(7) . . ?
N11 C24 N14 114.0(8) . . ?
N11 C24 H24A 108.7 . . ?
N14 C24 H24A 108.7 . . ?
N11 C24 H24B 108.7 . . ?
N14 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N17 C25 N12 113.2(7) . . ?
N17 C25 H25A 108.9 . . ?
N12 C25 H25A 108.9 . . ?
N17 C25 H25B 108.9 . . ?
N12 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
O9 C26 N14 123.5(9) . . ?
O9 C26 N15 127.3(10) . . ?
N14 C26 N15 109.1(8) . . ?
N14 C27 N17 115.6(8) . . ?
N14 C27 C28 103.5(7) . . ?
N17 C27 C28 103.1(7) . . ?
N14 C27 H27 111.3 . . ?
N17 C27 H27 111.3 . . ?
C28 C27 H27 111.4 . . ?
N16 C28 N15 114.3(7) . . ?
N16 C28 C27 103.3(7) . . ?
N15 C28 C27 102.7(7) . . ?
N16 C28 H28 112.0 . . ?
N15 C28 H28 112.0 . . ?
C27 C28 H28 112.0 . . ?
O10 C29 N16 127.2(9) . . ?
O10 C29 N17 125.3(9) . . ?
N16 C29 N17 107.5(8) . . ?
N18 C30 N15 115.5(8) . . ?
N18 C30 H30A 108.4 . . ?
N15 C30 H30A 108.4 . . ?
N18 C30 H30B 108.4 . . ?
N15 C30 H30B 108.4 . . ?
H30A C30 H30B 107.5 . . ?
N21 C31 N16 112.6(7) . . ?
N21 C31 H31A 109.1 . . ?
N16 C31 H31A 109.1 . . ?
N21 C31 H31B 109.1 . . ?
N16 C31 H31B 109.1 . . ?
H31A C31 H31B 107.8 . . ?
O11 C32 N19 126.7(10) . . ?
O11 C32 N18 125.6(9) . . ?
N19 C32 N18 107.7(8) . . ?
N21 C33 N18 113.0(8) . . ?
N21 C33 C34 102.7(7) . . ?
N18 C33 C34 103.2(7) . . ?
N21 C33 H33 112.4 . . ?
N18 C33 H33 112.4 . . ?
C34 C33 H33 112.4 . . ?
N20 C34 N19 114.2(8) . . ?
N20 C34 C33 103.0(7) . . ?
N19 C34 C33 103.6(7) . . ?
N20 C34 H34 111.8 . . ?
N19 C34 H34 111.8 . . ?
C33 C34 H34 111.8 . . ?
O12 C35 N20 125.3(9) . . ?
O12 C35 N21 126.9(9) . . ?
N20 C35 N21 107.9(8) . . ?
N22 C36 N19 115.9(8) . . ?
N22 C36 H36A 108.3 . . ?
N19 C36 H36A 108.3 . . ?
N22 C36 H36B 108.3 . . ?
N19 C36 H36B 108.3 . . ?
H36A C36 H36B 107.4 . . ?
N25 C37 N20 113.4(7) . . ?
N25 C37 H37A 108.9 . . ?
N20 C37 H37A 108.9 . . ?
N25 C37 H37B 108.9 . . ?
N20 C37 H37B 108.9 . . ?
H37A C37 H37B 107.7 . . ?
O13 C38 N22 125.1(11) . . ?
O13 C38 N23 125.1(10) . . ?
N22 C38 N23 109.8(8) . . ?
N22 C39 N25 113.6(7) . . ?
N22 C39 C40 102.8(7) . . ?
N25 C39 C40 102.2(7) . . ?
N22 C39 H39 112.5 . . ?
N25 C39 H39 112.5 . . ?
C40 C39 H39 112.5 . . ?
N24 C40 N23 115.4(7) . . ?
N24 C40 C39 103.8(6) . . ?
N23 C40 C39 103.8(7) . . ?
N24 C40 H40 111.1 . . ?
N23 C40 H40 111.1 . . ?
C39 C40 H40 111.1 . . ?
O14 C41 N24 125.1(8) . . ?
O14 C41 N25 126.9(8) . . ?
N24 C41 N25 108.0(7) . . ?
N2 C42 N23 112.8(10) . . ?
N2 C42 H42A 109.0 . . ?
N23 C42 H42A 109.0 . . ?
N2 C42 H42B 109.0 . . ?
N23 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
N5 C43 N24 112.4(6) . . ?
N5 C43 H43A 109.1 . . ?
N24 C43 H43A 109.1 . . ?
N5 C43 H43B 109.1 . . ?
N24 C43 H43B 109.1 . . ?
H43A C43 H43B 107.9 . . ?
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 O20 2.360(16) . ?
Eu O19 2.384(8) . ?
Eu O18 2.400(9) . ?
Eu O3 2.444(6) . ?
Eu O22 2.442(9) . ?
Eu O21 2.446(7) . ?
Eu O1 2.484(7) . ?
Eu O16 2.529(9) . ?
Eu O15 2.627(10) . ?
O1 C1 1.227(13) . ?
O2 C1 1.264(13) . ?
O3 C8 1.248(10) . ?
O4 C11 1.226(10) . ?
O5 C14 1.207(12) . ?
O6 C17 1.218(10) . ?
O7 C20 1.258(12) . ?
O8 C23 1.212(10) . ?
O9 C26 1.223(11) . ?
O10 C29 1.218(12) . ?
O11 C32 1.197(13) . ?
O12 C35 1.225(11) . ?
O13 C38 1.233(12) . ?
O14 C41 1.217(10) . ?
O15 N26 1.256(8) . ?
O16 N26 1.232(8) . ?
O17 N26 1.241(8) . ?
O18 H18A 0.9181 . ?
O18 H18B 0.9047 . ?
O19 H19A 0.9006 . ?
O19 H19B 0.8628 . ?
O20 H20A 0.8104 . ?
O20 H20B 1.0316 . ?
O21 H21A 0.8564 . ?
O21 H21B 0.8718 . ?
O22 H22A 0.8729 . ?
O22 H22B 0.9702 . ?
O23 N27 1.206(13) . ?
O24 N27 1.257(13) . ?
O25 N27 1.277(12) . ?
N2 C8 1.355(12) . ?
N2 C42 1.457(14) . ?
N2 C9 1.457(11) . ?
N3 C8 1.315(12) . ?
N3 C10 1.450(10) . ?
N3 C12 1.456(11) . ?
N4 C11 1.361(11) . ?
N4 C10 1.444(11) . ?
N4 C13 1.459(10) . ?
N5 C11 1.383(11) . ?
N5 C43 1.443(10) . ?
N5 C9 1.466(10) . ?
N6 C14 1.376(13) . ?
N6 C12 1.451(12) . ?
N6 C15 1.468(11) . ?
N7 C14 1.377(12) . ?
N7 C16 1.438(11) . ?
N7 C18 1.452(11) . ?
N8 C17 1.366(11) . ?
N8 C16 1.436(10) . ?
N8 C19 1.455(11) . ?
N9 C17 1.370(11) . ?
N9 C15 1.435(10) . ?
N9 C13 1.451(11) . ?
N10 C20 1.348(13) . ?
N10 C21 1.426(11) . ?
N10 C18 1.453(11) . ?
N11 C20 1.368(13) . ?
N11 C24 1.434(13) . ?
N11 C22 1.451(12) . ?
N12 C23 1.392(12) . ?
N12 C25 1.446(11) . ?
N12 C22 1.457(11) . ?
N13 C23 1.371(11) . ?
N13 C19 1.424(12) . ?
N13 C21 1.451(10) . ?
N14 C26 1.345(13) . ?
N14 C27 1.445(11) . ?
N14 C24 1.456(13) . ?
N15 C26 1.362(13) . ?
N15 C30 1.448(13) . ?
N15 C28 1.460(11) . ?
N16 C29 1.360(12) . ?
N16 C28 1.440(11) . ?
N16 C31 1.443(12) . ?
N17 C29 1.377(12) . ?
N17 C25 1.430(12) . ?
N17 C27 1.450(12) . ?
N18 C32 1.378(14) . ?
N18 C30 1.429(12) . ?
N18 C33 1.481(12) . ?
N19 C32 1.382(13) . ?
N19 C36 1.435(12) . ?
N19 C34 1.471(13) . ?
N20 C35 1.346(12) . ?
N20 C34 1.433(11) . ?
N20 C37 1.452(11) . ?
N21 C35 1.358(12) . ?
N21 C31 1.446(11) . ?
N21 C33 1.448(12) . ?
N22 C38 1.353(13) . ?
N22 C36 1.429(13) . ?
N22 C39 1.448(10) . ?
N23 C38 1.376(15) . ?
N23 C40 1.445(11) . ?
N23 C42 1.457(15) . ?
N24 C41 1.367(11) . ?
N24 C40 1.423(10) . ?
N24 C43 1.456(11) . ?
N25 C41 1.373(12) . ?
N25 C37 1.448(11) . ?
N25 C39 1.454(10) . ?
C1 C2 1.517(17) . ?
C2 C3 1.487(16) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N1 C3 1.3900 . ?
N1 C7 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 H4 0.9300 . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 C7 1.3900 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C9 C10 1.549(11) . ?
C9 H9 0.9800 . ?
C10 H10 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 C16 1.561(12) . ?
C15 H15 0.9800 . ?
C16 H16 0.9800 . ?
C18 H18C 0.9700 . ?
C18 H18D 0.9700 . ?
C19 H19C 0.9700 . ?
C19 H19D 0.9700 . ?
C21 C22 1.543(13) . ?
C21 H21 0.9800 . ?
C22 H22 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C27 C28 1.548(13) . ?
C27 H27 0.9800 . ?
C28 H28 0.9800 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C33 C34 1.542(13) . ?
C33 H33 0.9800 . ?
C34 H34 0.9800 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C39 C40 1.569(12) . ?
C39 H39 0.9800 . ?
C40 H40 0.9800 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
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
O18 H18A O2 0.92 1.73 2.492(13) 138.6 .
O18 H18B O12 0.90 1.78 2.632(9) 155.6 1_655
O19 H19A O5 0.90 1.84 2.695(11) 157.8 .
O19 H19B O28 0.86 1.86 2.691(11) 160.2 .
O20 H20A O29 0.81 2.22 2.73(2) 121.3 .
O20 H20B O34 1.03 1.80 2.62(2) 133.7 .
O21 H21A O14 0.86 1.96 2.785(9) 163.0 1_655
O21 H21B O23 0.87 1.90 2.772(12) 172.9 .
O22 H22A O29 0.87 2.56 3.302(19) 143.1 .
