#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:30:19 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224774 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/80/7058076.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_7058076
loop_
_publ_author_name
'Kumar, Manesh'
'Sheikh, Haq Nawaz'
'Fraconetti, Antonio'
'Zaręba, Jan K.'
'Sahoo, Subash Chandra'
'Frontera, Antonio'
_publ_section_title
;
 2,5-Furandicarboxylic acid as a linker for lanthanide coordination
 polymers: the role of heteroaromatic π--π stacking and hydrogen bonding
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2179
_journal_paper_doi               10.1039/C8NJ05701J
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C21 H19 Eu2 N O19, C3 H7 N O, 2.25(H2 O)'
_chemical_formula_sum            'C24 H30.5 Eu2 N2 O22.25'
_chemical_formula_weight         1006.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-12-14
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_audit_update_record
;
2018-12-14 deposited with the CCDC.
2019-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.8190(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3278(2)
_cell_length_b                   21.1127(3)
_cell_length_c                   15.6552(2)
_cell_measurement_reflns_used    24538
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.3900
_cell_measurement_theta_min      3.2950
_cell_volume                     3406.00(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  -3.00   0.50    8.00    --   -9.95 -55.00 -92.00  130
  2  ω      1.00  53.00   0.50    8.00    --   -9.95  55.00  50.00  104
  3  ω    -53.00 -23.00   0.50    8.00    --   10.22 -55.00 -92.00   60
  4  ω     20.00  70.00   0.50    8.00    --   10.22  55.00  50.00  100
  5  ω    -58.00 -32.00   0.50    8.00    --   -9.95 125.00   0.00   52
  6  ω    -45.00 -19.00   0.50    8.00    --   -9.95 125.00 150.00   52
  7  ω    -58.00  -4.00   0.50    8.00    --   -9.95 125.00  30.00  108
  8  ω    -49.00  20.00   0.50    8.00    --   10.22 -38.00 -30.00  138
  9  ω    -38.00  26.00   0.50    8.00    --   10.22 -57.00 150.00  128
 10  ω      4.00  59.00   0.50    8.00    --   10.22-125.00 -60.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30388
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.416
_diffrn_reflns_theta_min         3.245
_exptl_absorpt_coefficient_mu    3.741
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.964
_exptl_crystal_description       block
_exptl_crystal_F_000             1970
_exptl_crystal_recrystallization_method hydrothermal
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.826
_refine_diff_density_min         -1.193
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         7219
_refine_ls_number_restraints     308
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0348P)²+11.1327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0826
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6721
_reflns_number_total             7219
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj05701j2.cif
_cod_data_source_block           kasm-f3
_cod_depositor_comments
'Adding full bibliography for 7058075--7058079.cif.'
_cod_original_formula_sum        'C24 H30.50 Eu2 N2 O22.25'
_cod_database_code               7058076
_shelx_shelxl_version_number     2018/3
_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) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 H22B-H23G
 2.3 with sigma of 0.02
 C23-H23C \\sim H23B-H23A
 with sigma of 0.02
3. Rigid bond restraints
 H24A, C24, H24B, H24C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
5. Others
 Fixed Sof: C22A(0.35) H22A(0.35) C23(0.35) H23A(0.35) H23B(0.35) H23C(0.35)
 C24(0.35) H24A(0.35) H24B(0.35) H24C(0.35) C22(0.65) H22(0.65) C23A(0.65)
 H23D(0.65) H23E(0.65) H23F(0.65) C24A(0.65) H24D(0.65) H24E(0.65) H24F(0.65)
 O23(0.25) H23G(0.25) H23H(0.25)
6.a Riding coordinates:
 O22(H22B,H22C), O23(H23G,H23H)
6.b Free rotating group:
 O21(H21D,H21E)
6.c Rotating group:
 O17(H17A,H17B), O16(H16A,H16B), O18(H18A,H18B)
6.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C3(H3), C9(H9), C15(H15), C16(H16), C19(H19), C22A(H22A),
 C22(H22)
6.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C23A(H23D,H23E,H23F), C24A(H24D,H24E,H24F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.48077(2) 0.53314(2) 0.63068(2) 0.01957(7) Uani 1 1 d . U . . .
Eu2 Eu 0.95601(2) 0.50751(2) 0.87250(2) 0.01773(7) Uani 1 1 d . U . . .
O11 O 1.0582(3) 0.43319(15) 0.99713(19) 0.0231(6) Uani 1 1 d . U . . .
O6 O 0.3824(3) 0.46810(15) 0.5213(2) 0.0267(7) Uani 1 1 d . U . . .
O4 O 0.2095(3) 0.54796(16) 1.05506(19) 0.0250(7) Uani 1 1 d . U . . .
O5 O 0.1763(3) 0.53655(17) 0.9127(2) 0.0293(8) Uani 1 1 d . U . . .
O2 O 0.7607(3) 0.56352(16) 0.84323(19) 0.0252(7) Uani 1 1 d . U . . .
O13 O 1.0590(3) 0.27186(14) 0.93146(19) 0.0255(7) Uani 1 1 d . U . . .
O3 O 0.4324(3) 0.55778(15) 0.89358(17) 0.0194(6) Uani 1 1 d . U . . .
O12 O 1.0050(3) 0.39017(17) 0.87183(19) 0.0315(8) Uani 1 1 d . U . . .
O15 O 1.1195(3) 0.10916(15) 0.9763(2) 0.0303(7) Uani 1 1 d . U . . .
O7 O 0.3097(3) 0.41505(17) 0.4070(2) 0.0324(8) Uani 1 1 d . U . . .
O17 O 0.6469(3) 0.44965(17) 0.6314(2) 0.0307(7) Uani 1 1 d . U . . .
H17A H 0.720213 0.465017 0.648582 0.046 Uiso 1 1 d GR . . . .
H17B H 0.650800 0.435156 0.580964 0.046 Uiso 1 1 d GR . . . .
O14 O 1.0348(3) 0.15487(16) 0.8592(2) 0.0291(7) Uani 1 1 d . U . . .
O8 O 0.1533(3) 0.45181(15) 0.59517(18) 0.0231(7) Uani 1 1 d . U . . .
O9 O 0.0858(3) 0.48400(17) 0.7488(2) 0.0289(7) Uani 1 1 d . U . . .
O16 O 0.2782(3) 0.56247(17) 0.6889(2) 0.0367(8) Uani 1 1 d . U . . .
H16A H 0.292480 0.589183 0.729265 0.055 Uiso 1 1 d GR . . . .
H16B H 0.242843 0.529601 0.708530 0.055 Uiso 1 1 d GR . . . .
O10 O -0.1197(3) 0.46137(18) 0.71995(19) 0.0307(8) Uani 1 1 d . U . . .
O18 O 0.9981(3) 0.60915(18) 0.8063(2) 0.0378(9) Uani 1 1 d . U . . .
H18A H 0.959871 0.610474 0.756334 0.057 Uiso 1 1 d GR . . . .
H18B H 1.079534 0.613463 0.802401 0.057 Uiso 1 1 d GR . . . .
O1 O 0.5816(3) 0.5511(2) 0.7609(2) 0.0432(10) Uani 1 1 d . U . . .
C13 C 1.0461(4) 0.3857(2) 0.9481(3) 0.0213(9) Uani 1 1 d . U . . .
C6 C 0.2447(4) 0.5486(2) 0.9800(3) 0.0203(9) Uani 1 1 d . U . . .
O19 O 0.4073(4) 0.4424(2) 0.7083(3) 0.0491(10) Uani 1 1 d . U . . .
C7 C 0.2943(4) 0.4380(2) 0.4795(3) 0.0213(9) Uani 1 1 d . U . . .
O20 O 1.2394(4) 0.6656(2) 0.7952(3) 0.0565(11) Uani 1 1 d . U . . .
C18 C 1.0860(4) 0.1577(2) 0.9335(3) 0.0246(9) Uani 1 1 d . U . . .
O21 O 0.8315(5) 0.6739(2) 0.6959(4) 0.0683(14) Uani 1 1 d . U . . .
H21D H 0.779854 0.645753 0.674729 0.102 Uiso 1 1 d G . . . .
H21E H 0.787918 0.704862 0.713413 0.102 Uiso 1 1 d G . . . .
C2 C 0.5618(4) 0.5700(2) 0.9052(3) 0.0208(9) Uani 1 1 d . U . . .
C14 C 1.0862(4) 0.3231(2) 0.9837(3) 0.0231(9) Uani 1 1 d . U . . .
C12 C -0.0048(4) 0.4643(2) 0.6987(3) 0.0230(9) Uani 1 1 d . U . . .
C8 C 0.1643(4) 0.4308(2) 0.5133(3) 0.0218(9) Uani 1 1 d . U . . .
C5 C 0.3832(4) 0.5647(2) 0.9721(3) 0.0221(9) Uani 1 1 d . U . . .
C1 C 0.6407(4) 0.5609(2) 0.8309(2) 0.0184(8) Uani 1 1 d . U . . .
C4 C 0.4783(4) 0.5811(3) 1.0311(3) 0.0283(10) Uani 1 1 d . U . . .
H4 H 0.469394 0.588891 1.088913 0.034 Uiso 1 1 calc R . . . .
C17 C 1.1064(5) 0.2199(2) 0.9750(3) 0.0275(10) Uani 1 1 d . U . . .
C10 C -0.0400(4) 0.4190(3) 0.5431(3) 0.0299(11) Uani 1 1 d . U . . .
H10 H -0.127959 0.409207 0.538060 0.036 Uiso 1 1 calc R . . . .
C3 C 0.5939(4) 0.5843(2) 0.9880(3) 0.0272(10) Uani 1 1 d . U . . .
H3 H 0.676142 0.594252 1.011997 0.033 Uiso 1 1 calc R . . . .
C9 C 0.0499(5) 0.4105(2) 0.4794(3) 0.0300(11) Uani 1 1 d . U . . .
H9 H 0.032473 0.394077 0.424704 0.036 Uiso 1 1 calc R . . . .
C11 C 0.0255(4) 0.4437(2) 0.6119(3) 0.0222(9) Uani 1 1 d . U . . .
N1 N 0.3841(6) 0.3463(3) 0.7673(4) 0.0564(14) Uani 1 1 d . U . . .
C15 C 1.1485(5) 0.3042(2) 1.0567(3) 0.0313(11) Uani 1 1 d . U . . .
H15 H 1.177441 0.330021 1.102242 0.038 Uiso 1 1 calc R . . . .
C16 C 1.1622(5) 0.2376(2) 1.0520(3) 0.0329(11) Uani 1 1 d . U . . .
H16 H 1.201746 0.211190 1.093539 0.039 Uiso 1 1 calc R . . . .
C19 C 1.3365(6) 0.6880(3) 0.8299(5) 0.0527(16) Uani 1 1 d . U . . .
H19 H 1.413473 0.682065 0.803309 0.063 Uiso 1 1 calc R . . . .
N2 N 1.3437(7) 0.7203(3) 0.9023(5) 0.0724(18) Uani 1 1 d . U . . .
O22 O 0.6249(8) 0.7573(5) 0.7331(5) 0.150(4) Uani 1 1 d . U . . .
H22B H 0.670202 0.774674 0.696293 0.226 Uiso 1 1 d DR . . . .
H22C H 0.548503 0.772524 0.728863 0.226 Uiso 1 1 d R . . . .
C21 C 1.4658(11) 0.7462(5) 0.9360(9) 0.119(4) Uani 1 1 d . U . . .
H21A H 1.533818 0.732325 0.901494 0.179 Uiso 1 1 calc GR . . . .
H21B H 1.483610 0.731928 0.993813 0.179 Uiso 1 1 calc GR . . . .
H21C H 1.461364 0.791633 0.935130 0.179 Uiso 1 1 calc GR . . . .
C20 C 1.2307(13) 0.7274(7) 0.9496(9) 0.155(6) Uani 1 1 d . U . . .
H20A H 1.197860 0.769733 0.942819 0.233 Uiso 1 1 calc GR . . . .
H20B H 1.252904 0.719275 1.009145 0.233 Uiso 1 1 calc GR . . . .
H20C H 1.165448 0.697803 0.928654 0.233 Uiso 1 1 calc GR . . . .
C22A C 0.4509(15) 0.3901(9) 0.7292(11) 0.044(4) Uani 0.35 1 d . U P A 1
H22A H 0.535972 0.380835 0.717511 0.053 Uiso 0.35 1 calc R . P A 1
C23 C 0.255(2) 0.3485(10) 0.7794(19) 0.079(7) Uani 0.35 1 d D U P A 1
H23A H 0.241099 0.375355 0.827407 0.118 Uiso 0.35 1 calc DGR . P A 1
H23B H 0.224524 0.306607 0.790446 0.118 Uiso 0.35 1 calc DGR . P A 1
H23C H 0.209405 0.365177 0.729041 0.118 Uiso 0.35 1 calc DGR . P A 1
C24 C 0.463(3) 0.2835(10) 0.794(2) 0.088(8) Uani 0.35 1 d . U P A 1
H24A H 0.552152 0.288662 0.781010 0.132 Uiso 0.35 1 calc GR U P A 1
H24B H 0.426302 0.248228 0.761639 0.132 Uiso 0.35 1 calc GR U P A 1
H24C H 0.458082 0.275789 0.853636 0.132 Uiso 0.35 1 calc GR U P A 1
C22 C 0.3523(8) 0.4076(5) 0.7539(5) 0.044(2) Uani 0.65 1 d . U P A 2
H22 H 0.283061 0.423793 0.782036 0.053 Uiso 0.65 1 calc R . P A 2
C23A C 0.483(2) 0.3183(10) 0.7298(17) 0.189(11) Uani 0.65 1 d . U P A 2
H23D H 0.478055 0.328395 0.669842 0.284 Uiso 0.65 1 calc GR . P A 2
H23E H 0.478189 0.273261 0.736922 0.284 Uiso 0.65 1 calc GR . P A 2
H23F H 0.564190 0.333467 0.755883 0.284 Uiso 0.65 1 calc GR . P A 2
C24A C 0.3019(17) 0.3092(6) 0.8215(9) 0.092(5) Uani 0.65 1 d . U P A 2
H24D H 0.281575 0.334093 0.870196 0.138 Uiso 0.65 1 calc GR . P A 2
H24E H 0.347228 0.271576 0.840651 0.138 Uiso 0.65 1 calc GR . P A 2
H24F H 0.223113 0.297721 0.789265 0.138 Uiso 0.65 1 calc GR . P A 2
O23 O 0.834(5) 0.892(2) 0.693(4) 0.27(3) Uiso 0.25 1 d . U P . .
H23G H 0.795656 0.856236 0.685551 0.400 Uiso 0.25 1 d DR . P . .
H23H H 0.807846 0.909536 0.737371 0.400 Uiso 0.25 1 d R . P . .
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
Eu1 Eu1 H16B 122.2 3_666 .
O6 Eu1 Eu1 29.89(6) 3_666 3_666
O6 Eu1 Eu1 36.76(7) . 3_666
O6 Eu1 O6 66.65(11) . 3_666
O6 Eu1 O15 75.46(11) . 2_656
O6 Eu1 O7 114.46(10) . 3_666
O6 Eu1 O17 81.57(11) . .
O6 Eu1 O14 126.56(11) . 2_656
O6 Eu1 O16 94.63(12) . .
O6 Eu1 H16B 87.3 . .
O6 Eu1 H16B 149.0 3_666 .
O6 Eu1 O19 76.74(14) . .
O6 Eu1 C7 24.35(10) 3_666 3_666
O6 Eu1 C7 90.77(11) . 3_666
O6 Eu1 C18 101.27(12) . 2_656
O6 Eu1 C18 80.65(11) 3_666 2_656
O15 Eu1 Eu1 68.71(7) 2_656 3_666
O15 Eu1 O6 69.64(10) 2_656 3_666
O15 Eu1 O7 83.60(12) 2_656 3_666
O15 Eu1 O14 51.35(10) 2_656 2_656
O15 Eu1 H16B 88.4 2_656 .
O15 Eu1 C7 77.84(12) 2_656 3_666
O15 Eu1 C18 25.82(12) 2_656 2_656
O7 Eu1 Eu1 77.72(7) 3_666 3_666
O7 Eu1 O6 47.85(9) 3_666 3_666
O7 Eu1 O14 68.98(11) 3_666 2_656
O7 Eu1 H16B 153.8 3_666 .
O7 Eu1 C7 23.73(11) 3_666 3_666
O7 Eu1 C18 73.29(13) 3_666 2_656
O17 Eu1 Eu1 70.58(7) . 3_666
O17 Eu1 O6 67.17(10) . 3_666
O17 Eu1 O15 136.26(11) . 2_656
O17 Eu1 O7 72.76(12) . 3_666
O17 Eu1 O14 139.45(11) . 2_656
O17 Eu1 H16B 127.4 . .
O17 Eu1 C7 65.66(12) . 3_666
O17 Eu1 C18 143.70(12) . 2_656
O14 Eu1 Eu1 112.73(7) 2_656 3_666
O14 Eu1 O6 95.55(10) 2_656 3_666
O14 Eu1 H16B 86.6 2_656 .
O14 Eu1 C7 83.57(11) 2_656 3_666
O14 Eu1 C18 25.63(11) 2_656 2_656
O16 Eu1 Eu1 124.77(9) . 3_666
O16 Eu1 O6 143.86(11) . 3_666
O16 Eu1 O15 75.95(12) . 2_656
O16 Eu1 O7 138.80(12) . 3_666
O16 Eu1 O17 143.41(12) . .
O16 Eu1 O14 70.29(11) . 2_656
O16 Eu1 H16B 16.6 . .
O16 Eu1 C7 150.92(12) . 3_666
O16 Eu1 C18 72.84(12) . 2_656
O1 Eu1 Eu1 146.55(9) . 3_666
O1 Eu1 O6 122.09(11) . 3_666
O1 Eu1 O6 154.05(15) . .
O1 Eu1 O15 130.05(14) . 2_656
O1 Eu1 O7 77.76(12) . 3_666
O1 Eu1 O17 80.63(13) . .
O1 Eu1 O14 78.70(14) . 2_656
O1 Eu1 O16 88.56(13) . .
O1 Eu1 H16B 88.7 . .
O1 Eu1 O19 79.66(15) . .
O1 Eu1 C7 98.88(12) . 3_666
O1 Eu1 C18 104.27(15) . 2_656
O19 Eu1 Eu1 105.57(11) . 3_666
O19 Eu1 O6 127.06(13) . 3_666
O19 Eu1 O15 135.83(13) . 2_656
O19 Eu1 O7 139.63(13) . 3_666
O19 Eu1 O17 70.86(13) . .
O19 Eu1 O14 137.34(13) . 2_656
O19 Eu1 O16 72.85(13) . .
O19 Eu1 H16B 56.6 . .
O19 Eu1 C7 136.06(13) . 3_666
O19 Eu1 C18 145.33(13) . 2_656
C7 Eu1 Eu1 54.08(8) 3_666 3_666
C7 Eu1 H16B 166.2 3_666 .
C18 Eu1 Eu1 90.01(9) 2_656 3_666
C18 Eu1 H16B 88.8 2_656 .
C18 Eu1 C7 78.08(12) 2_656 3_666
O11 Eu2 Eu2 34.93(6) . 3_767
O11 Eu2 Eu2 39.35(8) 3_767 3_767
O11 Eu2 O11 74.28(11) 3_767 .
O11 Eu2 O4 76.66(10) 3_767 3_667
O11 Eu2 O12 122.45(10) 3_767 .
O11 Eu2 O9 146.46(10) 3_767 1_655
O11 Eu2 O10 157.65(10) 3_767 1_655
O11 Eu2 O18 85.71(12) 3_767 .
O11 Eu2 C13 98.53(11) 3_767 .
O11 Eu2 C13 25.32(10) . .
O11 Eu2 C12 166.28(12) 3_767 1_655
O11 Eu2 C12 115.15(11) . 1_655
O4 Eu2 Eu2 67.57(7) 3_667 3_767
O4 Eu2 O11 68.23(10) 3_667 .
O4 Eu2 O12 71.05(11) 3_667 .
O4 Eu2 O9 134.94(11) 3_667 1_655
O4 Eu2 O10 93.98(10) 3_667 1_655
O4 Eu2 O18 141.17(11) 3_667 .
O4 Eu2 C13 66.67(11) 3_667 .
O4 Eu2 C12 115.58(12) 3_667 1_655
O5 Eu2 Eu2 67.32(7) 1_655 3_767
O5 Eu2 O11 75.79(10) 1_655 3_767
O5 Eu2 O11 68.67(10) 1_655 .
O5 Eu2 O4 133.53(11) 1_655 3_667
O5 Eu2 O12 93.72(12) 1_655 .
O5 Eu2 O9 72.76(11) 1_655 1_655
O5 Eu2 O10 123.27(10) 1_655 1_655
O5 Eu2 O18 72.14(12) 1_655 .
O5 Eu2 C13 81.34(12) 1_655 .
O5 Eu2 C12 97.85(12) 1_655 1_655
O2 Eu2 Eu2 111.35(7) . 3_767
O2 Eu2 O11 136.84(10) . .
O2 Eu2 O11 78.71(11) . 3_767
O2 Eu2 O4 73.22(11) . 3_667
O2 Eu2 O5 134.99(12) . 1_655
O2 Eu2 O12 131.28(12) . .
O2 Eu2 O9 116.69(11) . 1_655
O2 Eu2 O10 79.15(10) . 1_655
O2 Eu2 O18 69.50(11) . .
O2 Eu2 C13 139.21(11) . .
O2 Eu2 C12 98.35(11) . 1_655
O12 Eu2 Eu2 84.00(7) . 3_767
O12 Eu2 O11 49.98(9) . .
O12 Eu2 O10 71.53(11) . 1_655
O12 Eu2 C13 24.68(11) . .
O12 Eu2 C12 69.53(11) . 1_655
O9 Eu2 Eu2 131.13(8) 1_655 3_767
O9 Eu2 O11 104.23(10) 1_655 .
O9 Eu2 O12 71.44(11) 1_655 .
O9 Eu2 O10 50.52(10) 1_655 1_655
O9 Eu2 C13 88.08(11) 1_655 .
O9 Eu2 C12 25.10(11) 1_655 1_655
O10 Eu2 Eu2 153.38(8) 1_655 3_767
O10 Eu2 O11 121.48(10) 1_655 .
O10 Eu2 C13 96.16(12) 1_655 .
O10 Eu2 C12 25.42(11) 1_655 1_655
O18 Eu2 Eu2 117.01(9) . 3_767
O18 Eu2 O11 139.20(11) . .
O18 Eu2 O12 145.10(11) . .
O18 Eu2 O9 73.88(12) . 1_655
O18 Eu2 O10 89.46(12) . 1_655
O18 Eu2 C13 151.28(12) . .
O18 Eu2 C12 80.73(13) . 1_655
C13 Eu2 Eu2 59.52(8) . 3_767
C12 Eu2 Eu2 149.07(9) 1_655 3_767
C12 Eu2 C13 92.40(12) 1_655 .
Eu2 O11 Eu2 105.72(11) 3_767 .
C13 O11 Eu2 90.2(3) . .
C13 O11 Eu2 156.7(3) . 3_767
Eu1 O6 Eu1 113.35(11) . 3_666
C7 O6 Eu1 86.7(2) . 3_666
C7 O6 Eu1 158.3(3) . .
C6 O4 Eu2 134.7(3) . 3_667
C6 O5 Eu2 138.0(3) . 1_455
C1 O2 Eu2 147.1(3) . .
C17 O13 C14 106.4(3) . .
C2 O3 C5 106.2(3) . .
C13 O12 Eu2 97.2(3) . .
C18 O15 Eu1 94.6(3) . 2_646
C7 O7 Eu1 101.9(3) . 3_666
Eu1 O17 H17A 109.5 . .
Eu1 O17 H17B 109.3 . .
H17A O17 H17B 109.6 . .
C18 O14 Eu1 90.8(3) . 2_646
C8 O8 C11 106.2(3) . .
C12 O9 Eu2 97.8(2) . 1_455
Eu1 O16 H16A 109.7 . .
Eu1 O16 H16B 109.2 . .
H16A O16 H16B 109.3 . .
C12 O10 Eu2 89.6(3) . 1_455
Eu2 O18 H18A 109.5 . .
Eu2 O18 H18B 109.2 . .
H18A O18 H18B 109.3 . .
C1 O1 Eu1 177.8(3) . .
O11 C13 Eu2 64.5(2) . .
O11 C13 C14 117.7(4) . .
O12 C13 Eu2 58.1(2) . .
O12 C13 O11 122.5(4) . .
O12 C13 C14 119.8(4) . .
C14 C13 Eu2 177.3(3) . .
O4 C6 O5 127.1(4) . .
O4 C6 C5 115.0(4) . .
O5 C6 C5 117.9(4) . .
C22A O19 Eu1 136.4(7) . .
C22 O19 Eu1 165.0(6) . .
O6 C7 Eu1 68.9(2) . 3_666
O6 C7 C8 120.4(4) . .
O7 C7 Eu1 54.3(2) . 3_666
O7 C7 O6 122.3(4) . .
O7 C7 C8 117.2(4) . .
C8 C7 Eu1 164.8(3) . 3_666
O15 C18 Eu1 59.6(2) . 2_646
O15 C18 C17 117.7(4) . .
O14 C18 Eu1 63.5(2) . 2_646
O14 C18 O15 122.8(4) . .
O14 C18 C17 119.5(4) . .
C17 C18 Eu1 172.1(3) . 2_646
H21D O21 H21E 109.4 . .
O3 C2 C1 117.3(3) . .
C3 C2 O3 110.2(4) . .
C3 C2 C1 132.3(4) . .
O13 C14 C13 115.9(4) . .
C15 C14 O13 110.0(4) . .
C15 C14 C13 134.1(4) . .
O9 C12 Eu2 57.1(2) . 1_455
O9 C12 O10 122.1(4) . .
O9 C12 C11 118.5(4) . .
O10 C12 Eu2 64.9(2) . 1_455
O10 C12 C11 119.4(4) . .
C11 C12 Eu2 175.7(3) . 1_455
O8 C8 C7 115.8(4) . .
C9 C8 O8 110.5(4) . .
C9 C8 C7 133.6(4) . .
O3 C5 C6 117.9(4) . .
C4 C5 O3 110.3(4) . .
C4 C5 C6 131.6(4) . .
O2 C1 C2 117.9(4) . .
O1 C1 O2 125.1(4) . .
O1 C1 C2 117.0(4) . .
C5 C4 H4 126.7 . .
C5 C4 C3 106.5(4) . .
C3 C4 H4 126.7 . .
O13 C17 C18 117.4(4) . .
C16 C17 O13 109.9(4) . .
C16 C17 C18 132.7(5) . .
C9 C10 H10 126.4 . .
C11 C10 H10 126.4 . .
C11 C10 C9 107.2(4) . .
C2 C3 C4 106.7(4) . .
C2 C3 H3 126.6 . .
C4 C3 H3 126.6 . .
C8 C9 C10 106.4(4) . .
C8 C9 H9 126.8 . .
C10 C9 H9 126.8 . .
O8 C11 C12 113.8(4) . .
C10 C11 O8 109.6(4) . .
C10 C11 C12 136.6(4) . .
C22A N1 C23 125.9(13) . .
C22A N1 C24 115.2(13) . .
C23 N1 C24 118.8(13) . .
C22 N1 C23A 122.4(11) . .
C22 N1 C24A 117.3(8) . .
C23A N1 C24A 120.3(12) . .
C14 C15 H15 126.4 . .
C14 C15 C16 107.2(4) . .
C16 C15 H15 126.4 . .
C17 C16 C15 106.4(4) . .
C17 C16 H16 126.8 . .
C15 C16 H16 126.8 . .
O20 C19 H19 117.0 . .
O20 C19 N2 125.9(7) . .
N2 C19 H19 117.0 . .
C19 N2 C21 120.4(8) . .
C19 N2 C20 119.8(8) . .
C20 N2 C21 119.7(9) . .
H22B O22 H22C 109.5 . .
N2 C21 H21A 109.5 . .
N2 C21 H21B 109.5 . .
N2 C21 H21C 109.5 . .
H21A C21 H21B 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
N2 C20 H20A 109.5 . .
N2 C20 H20B 109.5 . .
N2 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
O19 C22A N1 123.8(13) . .
O19 C22A H22A 118.1 . .
N1 C22A H22A 118.1 . .
N1 C23 H23A 109.5 . .
N1 C23 H23B 109.5 . .
N1 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
N1 C24 H24A 109.5 . .
N1 C24 H24B 109.5 . .
N1 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
O19 C22 N1 124.3(8) . .
O19 C22 H22 117.9 . .
N1 C22 H22 117.9 . .
N1 C23A H23D 109.5 . .
N1 C23A H23E 109.5 . .
N1 C23A H23F 109.5 . .
H23D C23A H23E 109.5 . .
H23D C23A H23F 109.5 . .
H23E C23A H23F 109.5 . .
N1 C24A H24D 109.5 . .
N1 C24A H24E 109.5 . .
N1 C24A H24F 109.5 . .
H24D C24A H24E 109.5 . .
H24D C24A H24F 109.5 . .
H24E C24A H24F 109.5 . .
H23G O23 H23H 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 Eu1 4.3672(4) 3_666
Eu1 O6 2.847(3) 3_666
Eu1 O6 2.370(3) .
Eu1 O15 2.494(3) 2_656
Eu1 O7 2.529(3) 3_666
Eu1 O17 2.459(3) .
Eu1 O14 2.581(3) 2_656
Eu1 O16 2.418(3) .
Eu1 H16B 2.8157 .
Eu1 O1 2.259(3) .
Eu1 O19 2.418(4) .
Eu1 C7 3.046(4) 3_666
Eu1 C18 2.883(5) 2_656
Eu2 Eu2 4.0473(4) 3_767
Eu2 O11 2.666(3) .
Eu2 O11 2.407(3) 3_767
Eu2 O4 2.416(3) 3_667
Eu2 O5 2.400(3) 1_655
Eu2 O2 2.357(3) .
Eu2 O12 2.529(3) .
Eu2 O9 2.479(3) 1_655
Eu2 O10 2.649(3) 1_655
Eu2 O18 2.435(4) .
Eu2 C13 2.955(4) .
Eu2 C12 2.923(4) 1_655
O11 C13 1.264(5) .
O6 C7 1.258(5) .
O4 C6 1.253(5) .
O5 C6 1.255(5) .
O2 C1 1.243(5) .
O13 C14 1.375(5) .
O13 C17 1.365(6) .
O3 C2 1.362(5) .
O3 C5 1.368(5) .
O12 C13 1.244(5) .
O15 C18 1.260(6) .
O7 C7 1.253(5) .
O17 H17A 0.8509 .
O17 H17B 0.8495 .
O14 C18 1.247(5) .
O8 C8 1.368(5) .
O8 C11 1.374(5) .
O9 C12 1.252(5) .
O16 H16A 0.8523 .
O16 H16B 0.8507 .
O10 C12 1.255(5) .
O18 H18A 0.8526 .
O18 H18B 0.8518 .
O1 C1 1.235(5) .
C13 C14 1.483(6) .
C6 C5 1.484(6) .
O19 C22A 1.228(19) .
O19 C22 1.195(9) .
C7 C8 1.484(6) .
O20 C19 1.206(8) .
C18 C17 1.474(7) .
O21 H21D 0.8507 .
O21 H21E 0.8491 .
C2 C1 1.477(5) .
C2 C3 1.351(6) .
C14 C15 1.335(7) .
C12 C11 1.479(5) .
C8 C9 1.333(6) .
C5 C4 1.348(6) .
C4 H4 0.9300 .
C4 C3 1.411(6) .
C17 C16 1.353(7) .
C10 H10 0.9300 .
C10 C9 1.419(6) .
C10 C11 1.339(6) .
C3 H3 0.9300 .
C9 H9 0.9300 .
N1 C22A 1.320(16) .
N1 C23 1.36(2) .
N1 C24 1.60(2) .
N1 C22 1.348(11) .
N1 C23A 1.350(17) .
N1 C24A 1.466(12) .
C15 H15 0.9300 .
C15 C16 1.417(7) .
C16 H16 0.9300 .
C19 H19 0.9300 .
C19 N2 1.320(9) .
N2 C21 1.442(11) .
N2 C20 1.431(13) .
O22 H22B 0.8499 .
O22 H22C 0.8503 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C22A H22A 0.9300 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C22 H22 0.9300 .
C23A H23D 0.9600 .
C23A H23E 0.9600 .
C23A H23F 0.9600 .
C24A H24D 0.9600 .
C24A H24E 0.9600 .
C24A H24F 0.9600 .
O23 H23G 0.8498 .
O23 H23H 0.8499 .
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
_geom_hbond_publ_flag
C23A^b H23F^b O23 0.96 1.77 2.66(7) 153.6 2_646 yes
O17 H17A O10 0.85 1.93 2.711(5) 151.2 1_655 yes
O17 H17B O15 0.85 1.90 2.725(5) 164.7 4_565 yes
O16 H16A O20 0.85 2.01 2.785(6) 150.6 1_455 yes
O16 H16B O9 0.85 2.02 2.796(5) 150.8 . yes
O18 H18A O21 0.85 2.07 2.725(6) 133.2 . yes
O18 H18B O20 0.85 1.99 2.777(5) 152.6 . yes
O21 H21D O7 0.85 2.00 2.817(6) 161.9 3_666 yes
O21 H21E O22 0.85 2.06 2.856(11) 156.9 . yes
O22 H22B O23 0.85 3.00 3.64(2) 134.8 . yes
