#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/98/2239899.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2239899
loop_
_publ_author_name
'White, Frankie'
'Sykora, Richard E.'
_publ_section_title
;
 Crystal structure of
 di-μ-benzato-κ⁴O:O'-bis[aqua(benzato-κO)(benzato-κ²O,O')(2,2':6',2''-terpyridine-κ³N,N',N'')europium(III)]--benzoic
 acid (1/2)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m328
_journal_page_last               m329
_journal_paper_doi               10.1107/S1600536814018182
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac
'[Eu2 (C7 H5 O2)6 (C15 H11 N3)2 (H2 O)2], 2C7 H6 O2'
_chemical_formula_moiety         'C72 H56 Eu2 N6 O14, 2(C7 H6 O2)'
_chemical_formula_sum            'C86 H68 Eu2 N6 O18'
_chemical_formula_weight         1777.38
_chemical_name_systematic
'Di-μ-benzato-κ⁴O:O'-bis[aqua(benzato-κO)(benzato-κ²O,O')(2,2':6',2''-terpyridine-κ³N,N',N'')europium(III)]--benzoic acid (1/2)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                102.568(4)
_cell_angle_beta                 111.400(5)
_cell_angle_gamma                108.583(5)
_cell_formula_units_Z            1
_cell_length_a                   11.8435(5)
_cell_length_b                   13.9470(7)
_cell_length_c                   14.0090(7)
_cell_measurement_reflns_used    5349
_cell_measurement_temperature    180
_cell_measurement_theta_max      26.4260
_cell_measurement_theta_min      3.3250
_cell_volume                     1890.4(2)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2014)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2014)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2014)'
_computing_molecular_graphics
'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009) and publCIF
(Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      180
_diffrn_detector_area_resol_mean 16.0514
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Agilent Xcalibur Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12682
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    1.721
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2014)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.052
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.531
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         6921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0390
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0205P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0653
_refine_ls_wR_factor_ref         0.0700
_reflns_number_gt                5919
_reflns_number_total             6921
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pj2014sup1.cf
_cod_data_source_block           I
_cod_original_cell_volume        1890.40(16)
_cod_database_code               2239899
_cod_database_fobs_code          2239899
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Eu Eu1 0.60725(2) 0.901818(18) 0.607785(17) 0.01686(7) Uani d 1
N N3 0.4478(3) 0.7011(3) 0.5632(3) 0.0206(8) Uani d 1
O O3 0.6498(3) 0.7737(2) 0.4829(2) 0.0231(7) Uani d 1
O O9 0.5811(3) 0.9085(2) 0.7688(2) 0.0237(7) Uani d 1
O O4 0.4730(3) 0.8045(2) 0.4030(2) 0.0231(7) Uani d 1
O O1 0.7127(3) 1.0054(2) 0.5254(2) 0.0289(7) Uani d 1
O O8 0.7071(3) 1.0699(3) 0.9073(2) 0.0356(8) Uani d 1
N N1 0.8631(3) 0.9976(3) 0.7433(3) 0.0241(8) Uani d 1
O O7 0.8924(4) 0.3302(3) -0.0132(3) 0.0461(9) Uani d 1
N N2 0.7144(3) 0.7916(3) 0.7133(2) 0.0186(8) Uani d 1
C C6 0.8428(4) 0.8412(4) 0.7946(3) 0.0218(10) Uani d 1
C C25 0.3769(4) 0.6313(3) 0.2020(3) 0.0246(10) Uani d 1
H H25 0.3164 0.6570 0.2107 0.030 Uiso calc 1
C C17 0.7978(4) 1.1095(3) 0.4350(3) 0.0211(10) Uani d 1
C C24 0.5068(4) 0.6743(3) 0.2884(3) 0.0205(9) Uani d 1
C C23 0.5477(4) 0.7567(3) 0.3978(3) 0.0187(9) Uani d 1
C C16 0.6934(4) 1.0641(3) 0.4701(3) 0.0196(9) Uani d 1
C C10 0.6377(4) 0.6881(4) 0.6939(3) 0.0212(10) Uani d 1
C C1 0.9367(4) 1.0985(4) 0.7559(4) 0.0330(11) Uani d 1
H H1 0.8960 1.1277 0.7075 0.040 Uiso calc 1
C C31 0.9065(4) 0.4374(4) 0.1515(3) 0.0254(10) Uani d 1
C C38 0.5944(4) 0.9156(3) 0.9417(3) 0.0202(9) Uani d 1
C C43 0.5257(4) 0.8029(4) 0.9017(3) 0.0255(10) Uani d 1
H H43 0.4975 0.7619 0.8285 0.031 Uiso calc 1
C C37 0.6298(4) 0.9697(4) 0.8685(3) 0.0237(10) Uani d 1
C C29 0.5979(4) 0.6380(4) 0.2737(3) 0.0267(11) Uani d 1
H H29 0.6857 0.6673 0.3305 0.032 Uiso calc 1
C C3 1.1281(5) 1.1201(4) 0.9069(4) 0.0408(13) Uani d 1
H H3 1.2166 1.1616 0.9628 0.049 Uiso calc 1
C C42 0.4985(4) 0.7505(4) 0.9696(4) 0.0330(11) Uani d 1
H H42 0.4526 0.6747 0.9420 0.040 Uiso calc 1
C C15 0.3195(4) 0.6563(4) 0.4855(4) 0.0293(11) Uani d 1
H H15 0.2864 0.7014 0.4568 0.035 Uiso calc 1
C C11 0.4957(4) 0.6357(3) 0.6054(3) 0.0219(10) Uani d 1
C C39 0.6353(5) 0.9755(4) 1.0512(3) 0.0304(11) Uani d 1
H H39 0.6821 1.0512 1.0795 0.036 Uiso calc 1
C C41 0.5395(5) 0.8111(4) 1.0781(4) 0.0386(13) Uani d 1
H H41 0.5217 0.7761 1.1239 0.046 Uiso calc 1
C C26 0.3368(5) 0.5508(4) 0.1032(3) 0.0300(11) Uani d 1
H H26 0.2493 0.5213 0.0459 0.036 Uiso calc 1
C C40 0.6065(5) 0.9228(4) 1.1184(4) 0.0402(13) Uani d 1
H H40 0.6329 0.9634 1.1913 0.048 Uiso calc 1
C C4 1.0557(5) 1.0153(4) 0.8952(4) 0.0350(12) Uani d 1
H H4 1.0955 0.9850 0.9427 0.042 Uiso calc 1
C C13 0.2820(5) 0.4796(4) 0.4873(4) 0.0411(13) Uani d 1
H H13 0.2268 0.4054 0.4622 0.049 Uiso calc 1
C C2 1.0678(5) 1.1624(4) 0.8350(4) 0.0378(12) Uani d 1
H H2 1.1147 1.2324 0.8398 0.045 Uiso calc 1
C C7 0.8972(5) 0.7876(4) 0.8584(4) 0.0298(11) Uani d 1
H H7 0.9861 0.8232 0.9145 0.036 Uiso calc 1
C C5 0.9242(4) 0.9556(4) 0.8130(3) 0.0213(10) Uani d 1
C C14 0.2330(5) 0.5469(4) 0.4451(4) 0.0330(11) Uani d 1
H H14 0.1441 0.5192 0.3908 0.040 Uiso calc 1
C C12 0.4144(5) 0.5249(4) 0.5675(4) 0.0320(11) Uani d 1
H H12 0.4495 0.4808 0.5965 0.038 Uiso calc 1
C C28 0.5573(5) 0.5576(4) 0.1736(4) 0.0376(13) Uani d 1
H H28 0.6180 0.5332 0.1632 0.045 Uiso calc 1
C C32 0.8532(5) 0.4409(4) 0.2239(4) 0.0373(12) Uani d 1
H H32 0.7912 0.3768 0.2192 0.045 Uiso calc 1
C C18 0.9132(5) 1.0938(4) 0.4702(4) 0.0382(13) Uani d 1
H H18 0.9255 1.0536 0.5148 0.046 Uiso calc 1
C C9 0.6876(5) 0.6307(4) 0.7557(4) 0.0314(11) Uani d 1
H H9 0.6329 0.5590 0.7414 0.038 Uiso calc 1
C C36 0.9973(5) 0.5325(4) 0.1575(4) 0.0413(13) Uani d 1
H H36 1.0320 0.5300 0.1077 0.050 Uiso calc 1
C C8 0.8181(5) 0.6823(4) 0.8371(4) 0.0351(12) Uani d 1
H H8 0.8533 0.6454 0.8784 0.042 Uiso calc 1
C C27 0.4275(5) 0.5144(4) 0.0903(4) 0.0370(12) Uani d 1
H H27 0.4004 0.4597 0.0240 0.044 Uiso calc 1
C C35 1.0371(6) 0.6320(5) 0.2375(5) 0.0530(15) Uani d 1
H H35 1.0995 0.6961 0.2425 0.064 Uiso calc 1
C C22 0.7788(5) 1.1673(4) 0.3664(4) 0.0374(12) Uani d 1
H H22 0.7011 1.1780 0.3416 0.045 Uiso calc 1
C C30 0.8641(4) 0.3329(4) 0.0611(4) 0.0272(11) Uani d 1
C C33 0.8922(5) 0.5406(5) 0.3042(4) 0.0482(15) Uani d 1
H H33 0.8570 0.5434 0.3536 0.058 Uiso calc 1
C C21 0.8756(7) 1.2088(4) 0.3351(5) 0.0632(19) Uani d 1
H H21 0.8627 1.2476 0.2891 0.076 Uiso calc 1
C C19 1.0107(5) 1.1375(5) 0.4396(5) 0.0595(18) Uani d 1
H H19 1.0897 1.1288 0.4654 0.071 Uiso calc 1
C C20 0.9896(7) 1.1939(5) 0.3702(6) 0.072(2) Uani d 1
H H20 1.0534 1.2218 0.3476 0.087 Uiso calc 1
C C34 0.9832(6) 0.6347(5) 0.3095(5) 0.0561(17) Uani d 1
H H34 1.0088 0.7014 0.3626 0.067 Uiso calc 1
O O6 0.7974(3) 0.2460(2) 0.0747(2) 0.0333(8) Uani d 1
H H6 0.7697 0.1911 0.0207 0.050 Uiso calc 1
O O5 0.6709(3) 1.0977(2) 0.7081(2) 0.0263(7) Uani d 1
H H5A 0.6854 1.1097 0.7764 0.040 Uiso d 1
H H5B 0.6061 1.1148 0.6754 0.040 Uiso d 1
O O2 0.5972(3) 1.0882(2) 0.4455(2) 0.0302(7) Uani d 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N3 Eu1 N2 . . 62.51(10)
N3 Eu1 C23 . . 68.56(10)
O3 Eu1 N3 . . 71.20(9)
O3 Eu1 N1 . . 88.58(9)
O3 Eu1 N2 . . 69.88(8)
O3 Eu1 C23 . . 25.99(9)
O9 Eu1 N3 . . 75.36(10)
O9 Eu1 O3 . . 134.03(9)
O9 Eu1 O4 . . 139.35(10)
O9 Eu1 N1 . . 84.98(10)
O9 Eu1 N2 . . 67.02(8)
O9 Eu1 C23 . . 143.66(11)
O9 Eu1 O5 . . 74.26(9)
O4 Eu1 N3 . . 71.24(10)
O4 Eu1 O3 . . 52.37(8)
O4 Eu1 N1 . . 133.36(9)
O4 Eu1 N2 . . 114.51(9)
O4 Eu1 C23 . . 26.39(9)
O4 Eu1 O5 . . 124.26(9)
O1 Eu1 N3 . . 139.77(10)
O1 Eu1 O3 . . 73.91(9)
O1 Eu1 O9 . . 144.85(10)
O1 Eu1 O4 . . 71.87(10)
O1 Eu1 N1 . . 73.44(10)
O1 Eu1 N2 . . 121.78(9)
O1 Eu1 C23 . . 71.28(10)
O1 Eu1 O5 . . 72.78(9)
N1 Eu1 N3 . . 124.32(10)
N1 Eu1 N2 . . 61.84(10)
N1 Eu1 C23 . . 111.67(11)
N2 Eu1 C23 . . 91.88(10)
O5 Eu1 N3 . . 143.86(9)
O5 Eu1 O3 . . 144.93(9)
O5 Eu1 N1 . . 71.70(10)
O5 Eu1 N2 . . 120.54(9)
O5 Eu1 C23 . . 140.78(10)
O2 Eu1 N3 2_676 . 79.81(10)
O2 Eu1 O3 2_676 . 123.25(9)
O2 Eu1 O9 2_676 . 79.32(9)
O2 Eu1 O4 2_676 . 72.62(9)
O2 Eu1 O1 2_676 . 103.81(10)
O2 Eu1 N1 2_676 . 146.64(10)
O2 Eu1 N2 2_676 . 134.08(10)
O2 Eu1 C23 2_676 . 98.09(11)
O2 Eu1 O5 2_676 . 75.75(10)
C15 N3 Eu1 . . 119.7(3)
C15 N3 C11 . . 118.1(4)
C11 N3 Eu1 . . 121.6(3)
C23 O3 Eu1 . . 92.5(2)
C37 O9 Eu1 . . 141.9(3)
C23 O4 Eu1 . . 93.6(2)
C16 O1 Eu1 . . 139.7(3)
C1 N1 Eu1 . . 119.5(3)
C1 N1 C5 . . 117.1(4)
C5 N1 Eu1 . . 122.9(3)
C6 N2 Eu1 . . 120.8(3)
C10 N2 Eu1 . . 120.3(3)
C10 N2 C6 . . 118.6(3)
N2 C6 C7 . . 121.8(4)
N2 C6 C5 . . 116.7(3)
C7 C6 C5 . . 121.5(4)
C24 C25 H25 . . 119.7
C26 C25 H25 . . 119.7
C26 C25 C24 . . 120.6(4)
C18 C17 C16 . . 120.5(4)
C18 C17 C22 . . 119.3(4)
C22 C17 C16 . . 120.2(4)
C25 C24 C23 . . 120.6(3)
C25 C24 C29 . . 119.4(4)
C29 C24 C23 . . 120.0(4)
O3 C23 Eu1 . . 61.47(19)
O3 C23 O4 . . 121.5(3)
O3 C23 C24 . . 120.0(3)
O4 C23 Eu1 . . 60.06(19)
O4 C23 C24 . . 118.4(4)
C24 C23 Eu1 . . 175.2(3)
O1 C16 C17 . . 116.5(3)
O2 C16 O1 . . 124.8(4)
O2 C16 C17 . . 118.7(4)
N2 C10 C11 . . 117.7(3)
N2 C10 C9 . . 121.9(4)
C9 C10 C11 . . 120.4(4)
N1 C1 H1 . . 117.7
N1 C1 C2 . . 124.7(4)
C2 C1 H1 . . 117.7
C32 C31 C36 . . 120.0(4)
C32 C31 C30 . . 122.1(4)
C36 C31 C30 . . 117.8(4)
C43 C38 C37 . . 119.6(4)
C43 C38 C39 . . 118.8(4)
C39 C38 C37 . . 121.5(4)
C38 C43 H43 . . 119.6
C38 C43 C42 . . 120.8(4)
C42 C43 H43 . . 119.6
O9 C37 C38 . . 116.3(4)
O8 C37 O9 . . 123.1(4)
O8 C37 C38 . . 120.6(4)
C24 C29 H29 . . 120.2
C24 C29 C28 . . 119.7(4)
C28 C29 H29 . . 120.2
C4 C3 H3 . . 120.5
C2 C3 H3 . . 120.5
C2 C3 C4 . . 119.0(5)
C43 C42 H42 . . 120.1
C41 C42 C43 . . 119.8(5)
C41 C42 H42 . . 120.1
N3 C15 H15 . . 118.1
N3 C15 C14 . . 123.9(4)
C14 C15 H15 . . 118.1
N3 C11 C10 . . 117.0(4)
N3 C11 C12 . . 120.9(4)
C12 C11 C10 . . 122.1(4)
C38 C39 H39 . . 119.9
C40 C39 C38 . . 120.2(4)
C40 C39 H39 . . 119.9
C42 C41 H41 . . 120.0
C40 C41 C42 . . 120.0(4)
C40 C41 H41 . . 120.0
C25 C26 H26 . . 120.3
C27 C26 C25 . . 119.4(4)
C27 C26 H26 . . 120.3
C39 C40 H40 . . 119.8
C41 C40 C39 . . 120.4(4)
C41 C40 H40 . . 119.8
C3 C4 H4 . . 120.1
C3 C4 C5 . . 119.8(4)
C5 C4 H4 . . 120.1
C14 C13 H13 . . 120.8
C12 C13 H13 . . 120.8
C12 C13 C14 . . 118.4(5)
C1 C2 C3 . . 117.9(5)
C1 C2 H2 . . 121.0
C3 C2 H2 . . 121.0
C6 C7 H7 . . 120.6
C8 C7 C6 . . 118.8(4)
C8 C7 H7 . . 120.6
N1 C5 C6 . . 116.4(4)
N1 C5 C4 . . 121.6(4)
C4 C5 C6 . . 122.0(4)
C15 C14 C13 . . 118.2(4)
C15 C14 H14 . . 120.9
C13 C14 H14 . . 120.9
C11 C12 H12 . . 119.8
C13 C12 C11 . . 120.5(4)
C13 C12 H12 . . 119.8
C29 C28 H28 . . 120.1
C27 C28 C29 . . 119.9(4)
C27 C28 H28 . . 120.1
C31 C32 H32 . . 120.0
C31 C32 C33 . . 120.0(5)
C33 C32 H32 . . 120.0
C17 C18 H18 . . 119.7
C17 C18 C19 . . 120.5(5)
C19 C18 H18 . . 119.7
C10 C9 H9 . . 120.8
C8 C9 C10 . . 118.4(4)
C8 C9 H9 . . 120.8
C31 C36 H36 . . 119.9
C31 C36 C35 . . 120.3(5)
C35 C36 H36 . . 119.9
C7 C8 C9 . . 120.5(4)
C7 C8 H8 . . 119.7
C9 C8 H8 . . 119.7
C26 C27 H27 . . 119.5
C28 C27 C26 . . 121.0(4)
C28 C27 H27 . . 119.5
C36 C35 H35 . . 120.4
C34 C35 C36 . . 119.2(6)
C34 C35 H35 . . 120.4
C17 C22 H22 . . 120.2
C21 C22 C17 . . 119.5(5)
C21 C22 H22 . . 120.2
O7 C30 C31 . . 122.9(4)
O7 C30 O6 . . 124.5(4)
O6 C30 C31 . . 112.6(4)
C32 C33 H33 . . 120.4
C34 C33 C32 . . 119.3(5)
C34 C33 H33 . . 120.4
C22 C21 H21 . . 119.4
C20 C21 C22 . . 121.2(5)
C20 C21 H21 . . 119.4
C18 C19 H19 . . 120.3
C20 C19 C18 . . 119.4(5)
C20 C19 H19 . . 120.3
C21 C20 C19 . . 120.0(5)
C21 C20 H20 . . 120.0
C19 C20 H20 . . 120.0
C35 C34 H34 . . 119.4
C33 C34 C35 . . 121.1(5)
C33 C34 H34 . . 119.4
C30 O6 H6 . . 109.5
Eu1 O5 H5A . . 110.7
Eu1 O5 H5B . . 110.3
H5A O5 H5B . . 108.3
C16 O2 Eu1 . 2_676 168.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Eu1 N3 . 2.608(3)
Eu1 O3 . 2.523(2)
Eu1 O9 . 2.372(2)
Eu1 O4 . 2.491(3)
Eu1 O1 . 2.368(3)
Eu1 N1 . 2.587(3)
Eu1 N2 . 2.650(3)
Eu1 C23 . 2.869(4)
Eu1 O5 . 2.500(3)
Eu1 O2 2_676 2.320(3)
N3 C15 . 1.333(5)
N3 C11 . 1.349(5)
O3 C23 . 1.258(4)
O9 C37 . 1.262(5)
O4 C23 . 1.278(4)
O1 C16 . 1.260(5)
O8 C37 . 1.256(5)
N1 C1 . 1.330(5)
N1 C5 . 1.350(5)
O7 C30 . 1.201(5)
N2 C6 . 1.346(5)
N2 C10 . 1.340(5)
C6 C7 . 1.397(5)
C6 C5 . 1.484(6)
C25 H25 . 0.9300
C25 C24 . 1.389(5)
C25 C26 . 1.381(5)
C17 C16 . 1.500(5)
C17 C18 . 1.380(5)
C17 C22 . 1.385(6)
C24 C23 . 1.497(5)
C24 C29 . 1.390(5)
C16 O2 . 1.241(4)
C10 C11 . 1.484(6)
C10 C9 . 1.405(5)
C1 H1 . 0.9300
C1 C2 . 1.366(6)
C31 C32 . 1.376(6)
C31 C36 . 1.378(6)
C31 C30 . 1.499(6)
C38 C43 . 1.384(6)
C38 C37 . 1.498(5)
C38 C39 . 1.389(5)
C43 H43 . 0.9300
C43 C42 . 1.384(6)
C29 H29 . 0.9300
C29 C28 . 1.390(6)
C3 H3 . 0.9300
C3 C4 . 1.375(6)
C3 C2 . 1.369(6)
C42 H42 . 0.9300
C42 C41 . 1.378(6)
C15 H15 . 0.9300
C15 C14 . 1.379(6)
C11 C12 . 1.386(6)
C39 H39 . 0.9300
C39 C40 . 1.385(6)
C41 H41 . 0.9300
C41 C40 . 1.371(7)
C26 H26 . 0.9300
C26 C27 . 1.376(6)
C40 H40 . 0.9300
C4 H4 . 0.9300
C4 C5 . 1.376(6)
C13 H13 . 0.9300
C13 C14 . 1.381(6)
C13 C12 . 1.376(6)
C2 H2 . 0.9300
C7 H7 . 0.9300
C7 C8 . 1.360(6)
C14 H14 . 0.9300
C12 H12 . 0.9300
C28 H28 . 0.9300
C28 C27 . 1.373(6)
C32 H32 . 0.9300
C32 C33 . 1.394(6)
C18 H18 . 0.9300
C18 C19 . 1.384(7)
C9 H9 . 0.9300
C9 C8 . 1.361(6)
C36 H36 . 0.9300
C36 C35 . 1.387(7)
C8 H8 . 0.9300
C27 H27 . 0.9300
C35 H35 . 0.9300
C35 C34 . 1.376(7)
C22 H22 . 0.9300
C22 C21 . 1.377(7)
C30 O6 . 1.316(5)
C33 H33 . 0.9300
C33 C34 . 1.373(8)
C21 H21 . 0.9300
C21 C20 . 1.358(8)
C19 H19 . 0.9300
C19 C20 . 1.381(8)
C20 H20 . 0.9300
C34 H34 . 0.9300
O6 H6 . 0.8200
O5 H5A . 0.8741
O5 H5B . 0.8737
O2 Eu1 2_676 2.319(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O6 H6 O8 1_544 0.82 1.76 2.582(4) 177.6
O5 H5A O8 . 0.87 1.98 2.796(4) 154.7
O5 H5B O4 2_676 0.87 1.95 2.768(4) 154.8
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
Eu1 N3 C15 C14 . . 170.4(3)
Eu1 N3 C11 C10 . . 10.9(4)
Eu1 N3 C11 C12 . . -169.6(3)
Eu1 O3 C23 O4 . . 1.7(4)
Eu1 O3 C23 C24 . . -174.8(3)
Eu1 O9 C37 O8 . . 14.9(7)
Eu1 O9 C37 C38 . . -163.1(3)
Eu1 O4 C23 O3 . . -1.7(4)
Eu1 O4 C23 C24 . . 174.8(3)
Eu1 O1 C16 C17 . . -178.2(3)
Eu1 O1 C16 O2 . . 3.6(7)
Eu1 N1 C1 C2 . . 170.9(3)
Eu1 N1 C5 C6 . . 11.0(4)
Eu1 N1 C5 C4 . . -170.2(3)
Eu1 N2 C6 C7 . . 173.7(3)
Eu1 N2 C6 C5 . . -6.5(4)
Eu1 N2 C10 C11 . . 5.1(4)
Eu1 N2 C10 C9 . . -173.7(3)
N3 Eu1 O3 C23 . . 79.5(2)
N3 Eu1 O9 C37 . . 167.1(4)
N3 Eu1 O4 C23 . . -79.4(2)
N3 Eu1 O1 C16 . . 95.0(4)
N3 Eu1 N1 C1 . . 176.6(3)
N3 Eu1 N1 C5 . . -11.9(3)
N3 Eu1 N2 C6 . . -173.5(3)
N3 Eu1 N2 C10 . . 0.1(2)
N3 Eu1 C23 O3 . . -90.9(2)
N3 Eu1 C23 O4 . . 90.8(2)
N3 C15 C14 C13 . . -0.1(7)
N3 C11 C12 C13 . . -1.3(6)
O3 Eu1 N3 C15 . . -100.0(3)
O3 Eu1 N3 C11 . . 70.6(3)
O3 Eu1 O9 C37 . . 122.8(4)
O3 Eu1 O4 C23 . . 0.9(2)
O3 Eu1 O1 C16 . . 125.6(4)
O3 Eu1 N1 C1 . . 110.6(3)
O3 Eu1 N1 C5 . . -77.8(3)
O3 Eu1 N2 C6 . . 107.8(3)
O3 Eu1 N2 C10 . . -78.6(3)
O3 Eu1 C23 O4 . . -178.3(4)
O9 Eu1 N3 C15 . . 112.1(3)
O9 Eu1 N3 C11 . . -77.4(3)
O9 Eu1 O3 C23 . . 125.0(2)
O9 Eu1 O4 C23 . . -115.8(2)
O9 Eu1 O1 C16 . . -86.5(4)
O9 Eu1 N1 C1 . . -115.0(3)
O9 Eu1 N1 C5 . . 56.6(3)
O9 Eu1 N2 C6 . . -88.6(3)
O9 Eu1 N2 C10 . . 85.0(3)
O9 Eu1 C23 O3 . . -83.6(3)
O9 Eu1 C23 O4 . . 98.1(3)
O4 Eu1 N3 C15 . . -44.4(3)
O4 Eu1 N3 C11 . . 126.2(3)
O4 Eu1 O3 C23 . . -0.9(2)
O4 Eu1 O9 C37 . . -157.4(4)
O4 Eu1 O1 C16 . . 70.6(4)
O4 Eu1 N1 C1 . . 80.3(3)
O4 Eu1 N1 C5 . . -108.1(3)
O4 Eu1 N2 C6 . . 136.0(2)
O4 Eu1 N2 C10 . . -50.5(3)
O4 Eu1 C23 O3 . . 178.3(4)
O1 Eu1 N3 C15 . . -68.8(3)
O1 Eu1 N3 C11 . . 101.7(3)
O1 Eu1 O3 C23 . . -80.2(2)
O1 Eu1 O9 C37 . . -11.9(5)
O1 Eu1 O4 C23 . . 84.3(2)
O1 Eu1 N1 C1 . . 37.0(3)
O1 Eu1 N1 C5 . . -151.5(3)
O1 Eu1 N2 C6 . . 52.9(3)
O1 Eu1 N2 C10 . . -133.6(3)
O1 Eu1 C23 O3 . . 91.6(2)
O1 Eu1 C23 O4 . . -86.8(2)
O1 C16 O2 Eu1 . 2_676 -42.9(16)
N1 Eu1 N3 C15 . . -174.6(3)
N1 Eu1 N3 C11 . . -4.1(3)
N1 Eu1 O3 C23 . . -153.3(2)
N1 Eu1 O9 C37 . . 39.7(4)
N1 Eu1 O4 C23 . . 40.5(3)
N1 Eu1 O1 C16 . . -141.0(4)
N1 Eu1 N2 C6 . . 8.3(2)
N1 Eu1 N2 C10 . . -178.2(3)
N1 Eu1 C23 O3 . . 28.9(3)
N1 Eu1 C23 O4 . . -149.5(2)
N1 C1 C2 C3 . . -0.3(7)
N2 Eu1 N3 C15 . . -176.5(3)
N2 Eu1 N3 C11 . . -6.0(2)
N2 Eu1 O3 C23 . . 146.2(3)
N2 Eu1 O9 C37 . . 101.2(4)
N2 Eu1 O4 C23 . . -33.1(3)
N2 Eu1 O1 C16 . . 178.7(4)
N2 Eu1 N1 C1 . . 178.5(3)
N2 Eu1 N1 C5 . . -10.0(3)
N2 Eu1 C23 O3 . . -31.5(2)
N2 Eu1 C23 O4 . . 150.2(2)
N2 C6 C7 C8 . . 0.3(6)
N2 C6 C5 N1 . . -2.6(5)
N2 C6 C5 C4 . . 178.6(3)
N2 C10 C11 N3 . . -10.4(5)
N2 C10 C11 C12 . . 170.0(3)
N2 C10 C9 C8 . . -0.3(6)
C6 N2 C10 C11 . . 178.8(3)
C6 N2 C10 C9 . . 0.0(5)
C6 C7 C8 C9 . . -0.7(6)
C25 C24 C23 O3 . . 161.1(4)
C25 C24 C23 O4 . . -15.5(6)
C25 C24 C29 C28 . . -1.3(6)
C25 C26 C27 C28 . . -0.6(7)
C17 C16 O2 Eu1 . 2_676 138.9(12)
C17 C18 C19 C20 . . -2.2(8)
C17 C22 C21 C20 . . 0.1(8)
C24 C25 C26 C27 . . -1.0(6)
C24 C29 C28 C27 . . -0.3(7)
C23 Eu1 N3 C15 . . -72.4(3)
C23 Eu1 N3 C11 . . 98.2(3)
C23 Eu1 O9 C37 . . 160.1(4)
C23 Eu1 O1 C16 . . 98.5(4)
C23 Eu1 N1 C1 . . 98.4(3)
C23 Eu1 N1 C5 . . -90.0(3)
C23 Eu1 N2 C6 . . 121.9(3)
C23 Eu1 N2 C10 . . -64.5(3)
C23 C24 C29 C28 . . 176.9(4)
C16 C17 C18 C19 . . -178.8(4)
C16 C17 C22 C21 . . 179.8(4)
C10 N2 C6 C7 . . 0.1(5)
C10 N2 C6 C5 . . 179.8(3)
C10 C11 C12 C13 . . 178.2(4)
C10 C9 C8 C7 . . 0.7(6)
C1 N1 C5 C6 . . -177.3(3)
C1 N1 C5 C4 . . 1.5(6)
C31 C32 C33 C34 . . 0.5(7)
C31 C36 C35 C34 . . -1.1(7)
C38 C43 C42 C41 . . 0.3(6)
C38 C39 C40 C41 . . 1.1(7)
C43 C38 C37 O9 . . 7.5(5)
C43 C38 C37 O8 . . -170.6(4)
C43 C38 C39 C40 . . -0.5(6)
C43 C42 C41 C40 . . 0.3(7)
C37 C38 C43 C42 . . 176.3(4)
C37 C38 C39 C40 . . -176.9(4)
C29 C24 C23 O3 . . -17.0(6)
C29 C24 C23 O4 . . 166.4(4)
C29 C28 C27 C26 . . 1.2(7)
C3 C4 C5 N1 . . -0.5(6)
C3 C4 C5 C6 . . 178.2(4)
C42 C41 C40 C39 . . -1.0(7)
C15 N3 C11 C10 . . -178.4(3)
C15 N3 C11 C12 . . 1.1(5)
C11 N3 C15 C14 . . -0.5(6)
C11 C10 C9 C8 . . -179.2(4)
C39 C38 C43 C42 . . -0.2(6)
C39 C38 C37 O9 . . -176.1(4)
C39 C38 C37 O8 . . 5.9(6)
C26 C25 C24 C23 . . -176.2(4)
C26 C25 C24 C29 . . 1.9(6)
C4 C3 C2 C1 . . 1.3(7)
C2 C3 C4 C5 . . -0.9(7)
C7 C6 C5 N1 . . 177.2(3)
C7 C6 C5 C4 . . -1.6(6)
C5 N1 C1 C2 . . -1.1(6)
C5 C6 C7 C8 . . -179.4(4)
C14 C13 C12 C11 . . 0.7(7)
C12 C13 C14 C15 . . 0.0(6)
C32 C31 C36 C35 . . 1.1(7)
C32 C31 C30 O7 . . 167.6(4)
C32 C31 C30 O6 . . -14.4(6)
C32 C33 C34 C35 . . -0.5(8)
C18 C17 C16 O1 . . -5.0(6)
C18 C17 C16 O2 . . 173.4(4)
C18 C17 C22 C21 . . -0.5(7)
C18 C19 C20 C21 . . 1.7(9)
C9 C10 C11 N3 . . 168.4(3)
C9 C10 C11 C12 . . -11.1(6)
C36 C31 C32 C33 . . -0.7(6)
C36 C31 C30 O7 . . -9.4(6)
C36 C31 C30 O6 . . 168.5(4)
C36 C35 C34 C33 . . 0.8(8)
C22 C17 C16 O1 . . 174.7(4)
C22 C17 C16 O2 . . -7.0(6)
C22 C17 C18 C19 . . 1.5(7)
C22 C21 C20 C19 . . -0.7(9)
C30 C31 C32 C33 . . -177.7(4)
C30 C31 C36 C35 . . 178.2(4)
O5 Eu1 N3 C15 . . 78.5(3)
O5 Eu1 N3 C11 . . -111.0(3)
O5 Eu1 O3 C23 . . -98.9(3)
O5 Eu1 O9 C37 . . -32.7(4)
O5 Eu1 O4 C23 . . 137.4(2)
O5 Eu1 O1 C16 . . -65.5(4)
O5 Eu1 N1 C1 . . -39.9(3)
O5 Eu1 N1 C5 . . 131.7(3)
O5 Eu1 N2 C6 . . -34.9(3)
O5 Eu1 N2 C10 . . 138.6(2)
O5 Eu1 C23 O3 . . 116.1(2)
O5 Eu1 C23 O4 . . -62.2(3)
O2 Eu1 N3 C15 2_676 . 30.6(3)
O2 Eu1 N3 C11 2_676 . -158.9(3)
O2 Eu1 O3 C23 2_676 . 16.0(3)
O2 Eu1 O9 C37 2_676 . -110.7(4)
O2 Eu1 O4 C23 2_676 . -164.3(2)
O2 Eu1 O1 C16 2_676 . 4.5(4)
O2 Eu1 N1 C1 2_676 . -53.1(4)
O2 Eu1 N1 C5 2_676 . 118.5(3)
O2 Eu1 N2 C6 2_676 . -134.9(2)
O2 Eu1 N2 C10 2_676 . 38.6(3)
O2 Eu1 C23 O3 2_676 . -166.5(2)
O2 Eu1 C23 O4 2_676 . 15.1(2)
