#------------------------------------------------------------------------------
#$Date: 2019-11-07 23:28:31 +0200 (Thu, 07 Nov 2019) $
#$Revision: 224023 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/13/7701316.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_7701316
loop_
_publ_author_name
'Alexander, Orbett T.'
'Kroon, Robin E.'
'Brink, Alice'
'Visser, Hendrik G.'
_publ_section_title
;
 Symmetry correlations between crystallographic and photoluminescence
 study of ternary β-diketone europium(iii) based complexes using
 1,10-phenanthroline as the ancillary ligand.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16074
_journal_page_last               16082
_journal_paper_doi               10.1039/c9dt02580d
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C66 H46 Eu2 N4 O12'
_chemical_formula_sum            'C66 H46 Eu2 N4 O12'
_chemical_formula_weight         1390.99
_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
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-06-18 deposited with the CCDC.    2019-10-04 downloaded from the CCDC.
;
_cell_angle_alpha                105.044(5)
_cell_angle_beta                 93.811(5)
_cell_angle_gamma                112.908(5)
_cell_formula_units_Z            1
_cell_length_a                   10.761(5)
_cell_length_b                   11.865(5)
_cell_length_c                   12.275(5)
_cell_measurement_reflns_used    9895
_cell_measurement_temperature    373(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      4.11
_cell_volume                     1369.2(10)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'BRUKER APEX II'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      373(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37973
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         4.187
_exptl_absorpt_coefficient_mu    2.341
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6762
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_description       Cubic
_exptl_crystal_F_000             692
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0214
_refine_ls_R_factor_gt           0.0194
_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)+(0.0155P)²+0.8902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0458
_refine_ls_wR_factor_ref         0.0468
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6213
_reflns_number_total             6595
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt02580d2.cif
_cod_data_source_block           17oot4_0m
_cod_depositor_comments
'Adding full bibliography for 7701315--7701317.cif.'
_cod_database_code               7701316
_shelxl_version_number           2013-3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Eu1 Eu 0.36378(2) 0.43852(2) 0.35346(2) 0.01113(4) Uani 1 1 d . .
O1 O 0.22498(14) 0.22332(13) 0.22582(12) 0.0171(3) Uani 1 1 d . .
O2 O 0.42659(15) 0.31926(13) 0.18097(12) 0.0179(3) Uani 1 1 d . .
O3 O 0.25660(14) 0.36437(13) 0.49910(12) 0.0161(3) Uani 1 1 d . .
O4 O 0.41485(14) 0.40966(13) 0.65180(12) 0.0165(3) Uani 1 1 d . .
O5 O 0.50218(14) 0.36076(13) 0.43621(12) 0.0169(3) Uani 1 1 d . .
O6 O 0.65693(15) 0.36158(13) 0.56328(12) 0.0194(3) Uani 1 1 d . .
N1 N 0.31108(17) 0.51384(15) 0.18291(14) 0.0142(3) Uani 1 1 d . .
N2 N 0.11440(17) 0.42845(15) 0.30728(14) 0.0144(3) Uani 1 1 d . .
C1 C 0.4028(2) 0.54876(19) 0.11719(17) 0.0177(4) Uani 1 1 d . .
H1 H 0.4771 0.5276 0.1223 0.021 Uiso 1 1 calc R U
C2 C 0.3941(2) 0.6159(2) 0.04028(18) 0.0211(4) Uani 1 1 d . .
H2 H 0.4591 0.6358 -0.0062 0.025 Uiso 1 1 calc R U
C3 C 0.2874(2) 0.6515(2) 0.03528(18) 0.0215(4) Uani 1 1 d . .
H3 H 0.2812 0.6991 -0.0127 0.026 Uiso 1 1 calc R U
C4 C 0.1874(2) 0.61572(19) 0.10308(17) 0.0180(4) Uani 1 1 d . .
C5 C 0.0715(2) 0.6476(2) 0.10065(18) 0.0217(4) Uani 1 1 d . .
H5 H 0.0639 0.6981 0.0563 0.026 Uiso 1 1 calc R U
C6 C -0.0263(2) 0.6049(2) 0.16196(19) 0.0222(4) Uani 1 1 d . .
H6 H -0.1005 0.6265 0.1592 0.027 Uiso 1 1 calc R U
C7 C -0.0181(2) 0.52692(19) 0.23126(17) 0.0176(4) Uani 1 1 d . .
C8 C -0.1201(2) 0.4773(2) 0.29400(19) 0.0209(4) Uani 1 1 d . .
H8 H -0.1990 0.4916 0.2892 0.025 Uiso 1 1 calc R U
C9 C -0.1022(2) 0.4079(2) 0.36196(19) 0.0210(4) Uani 1 1 d . .
H9 H -0.1680 0.3755 0.4046 0.025 Uiso 1 1 calc R U
C10 C 0.0173(2) 0.38639(19) 0.36626(18) 0.0181(4) Uani 1 1 d . .
H10 H 0.0288 0.3398 0.4134 0.022 Uiso 1 1 calc R U
C11 C 0.0973(2) 0.49840(18) 0.23983(16) 0.0142(4) Uani 1 1 d . .
C12 C 0.2019(2) 0.54386(18) 0.17411(16) 0.0145(4) Uani 1 1 d . .
C13 C 0.3146(2) 0.22271(18) 0.16297(16) 0.0151(4) Uani 1 1 d . .
C14 C 0.2834(2) 0.10234(18) 0.06566(16) 0.0155(4) Uani 1 1 d . .
C15 C 0.3845(2) 0.0921(2) 0.00446(18) 0.0217(4) Uani 1 1 d . .
H15 H 0.4726 0.1582 0.0255 0.026 Uiso 1 1 calc R U
C16 C 0.3540(3) -0.0169(2) -0.08835(19) 0.0279(5) Uani 1 1 d . .
H16 H 0.4220 -0.0239 -0.1289 0.033 Uiso 1 1 calc R U
C17 C 0.2237(3) -0.1141(2) -0.12018(19) 0.0313(6) Uani 1 1 d . .
H17 H 0.2035 -0.1860 -0.1833 0.038 Uiso 1 1 calc R U
C18 C 0.1218(3) -0.1063(2) -0.0589(2) 0.0276(5) Uani 1 1 d . .
H18 H 0.0337 -0.1725 -0.0803 0.033 Uiso 1 1 calc R U
C19 C 0.1535(2) 0.0023(2) 0.03503(18) 0.0199(4) Uani 1 1 d . .
H19 H 0.0865 0.0076 0.0776 0.024 Uiso 1 1 calc R U
C20 C 0.2963(2) 0.34763(18) 0.59081(17) 0.0137(4) Uani 1 1 d . .
C21 C 0.1927(2) 0.24650(18) 0.63144(17) 0.0140(4) Uani 1 1 d . .
C22 C 0.0557(2) 0.1839(2) 0.57658(19) 0.0217(4) Uani 1 1 d . .
H22 H 0.0273 0.2048 0.5143 0.026 Uiso 1 1 calc R U
C23 C -0.0389(2) 0.0907(2) 0.6140(2) 0.0268(5) Uani 1 1 d . .
H23 H -0.1305 0.0502 0.5774 0.032 Uiso 1 1 calc R U
C24 C 0.0020(2) 0.0575(2) 0.7055(2) 0.0249(5) Uani 1 1 d . .
H24 H -0.0615 -0.0060 0.7296 0.030 Uiso 1 1 calc R U
C25 C 0.1380(2) 0.1192(2) 0.7611(2) 0.0232(5) Uani 1 1 d . .
H25 H 0.1659 0.0970 0.8227 0.028 Uiso 1 1 calc R U
C26 C 0.2330(2) 0.2143(2) 0.72506(18) 0.0187(4) Uani 1 1 d . .
H26 H 0.3239 0.2566 0.7636 0.022 Uiso 1 1 calc R U
C27 C 0.56625(19) 0.30428(18) 0.47393(17) 0.0134(4) Uani 1 1 d . .
C28 C 0.5336(2) 0.16681(18) 0.41284(16) 0.0136(4) Uani 1 1 d . .
C29 C 0.6279(2) 0.11748(19) 0.43449(18) 0.0177(4) Uani 1 1 d . .
H29 H 0.7119 0.1713 0.4835 0.021 Uiso 1 1 calc R U
C30 C 0.5967(2) -0.0113(2) 0.38322(18) 0.0221(4) Uani 1 1 d . .
H30 H 0.6604 -0.0437 0.3965 0.027 Uiso 1 1 calc R U
C31 C 0.4702(2) -0.0921(2) 0.31197(18) 0.0237(5) Uani 1 1 d . .
H31 H 0.4487 -0.1788 0.2783 0.028 Uiso 1 1 calc R U
C32 C 0.3761(2) -0.0439(2) 0.29085(19) 0.0235(5) Uani 1 1 d . .
H32 H 0.2913 -0.0985 0.2434 0.028 Uiso 1 1 calc R U
C33 C 0.4077(2) 0.08562(19) 0.34025(17) 0.0180(4) Uani 1 1 d . .
H33 H 0.3448 0.1180 0.3249 0.022 Uiso 1 1 calc R U
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
O5 Eu1 O3 73.53(5) . .
O5 Eu1 O4 79.78(6) . 2_666
O3 Eu1 O4 134.70(5) . 2_666
O5 Eu1 O1 89.62(6) . .
O3 Eu1 O1 86.04(5) . .
O4 Eu1 O1 130.14(5) 2_666 .
O5 Eu1 O6 126.85(5) . 2_666
O3 Eu1 O6 87.77(5) . 2_666
O4 Eu1 O6 79.72(6) 2_666 2_666
O1 Eu1 O6 139.18(5) . 2_666
O5 Eu1 O2 77.67(5) . .
O3 Eu1 O2 129.60(5) . .
O4 Eu1 O2 77.06(5) 2_666 .
O1 Eu1 O2 53.09(5) . .
O6 Eu1 O2 142.04(5) 2_666 .
O5 Eu1 N1 145.87(5) . .
O3 Eu1 N1 139.38(5) . .
O4 Eu1 N1 77.96(5) 2_666 .
O1 Eu1 N1 85.33(6) . .
O6 Eu1 N1 73.70(5) 2_666 .
O2 Eu1 N1 72.36(6) . .
O5 Eu1 N2 147.37(5) . .
O3 Eu1 N2 76.98(5) . .
O4 Eu1 N2 132.12(5) 2_666 .
O1 Eu1 N2 74.60(5) . .
O6 Eu1 N2 64.70(5) 2_666 .
O2 Eu1 N2 112.15(5) . .
N1 Eu1 N2 62.46(5) . .
O5 Eu1 C13 82.38(6) . .
O3 Eu1 C13 108.40(6) . .
O4 Eu1 C13 103.41(6) 2_666 .
O1 Eu1 C13 26.74(5) . .
O6 Eu1 C13 150.26(5) 2_666 .
O2 Eu1 C13 26.36(5) . .
N1 Eu1 C13 78.05(6) . .
N2 Eu1 C13 94.08(5) . .
O5 Eu1 O5 78.27(5) . 2_666
O3 Eu1 O5 73.30(5) . 2_666
O4 Eu1 O5 65.79(5) 2_666 2_666
O1 Eu1 O5 158.26(4) . 2_666
O6 Eu1 O5 48.61(5) 2_666 2_666
O2 Eu1 O5 138.55(5) . 2_666
N1 Eu1 O5 114.74(5) . 2_666
N2 Eu1 O5 106.33(5) . 2_666
C13 Eu1 O5 159.20(5) . 2_666
O5 Eu1 C27 103.18(6) . 2_666
O3 Eu1 C27 81.88(6) . 2_666
O4 Eu1 C27 69.31(5) 2_666 2_666
O1 Eu1 C27 159.05(5) . 2_666
O6 Eu1 C27 23.83(5) 2_666 2_666
O2 Eu1 C27 145.47(5) . 2_666
N1 Eu1 C27 92.74(6) . 2_666
N2 Eu1 C27 85.99(5) . 2_666
C13 Eu1 C27 169.49(5) . 2_666
O5 Eu1 C27 24.95(5) 2_666 2_666
O5 Eu1 Eu1 43.65(4) . 2_666
O3 Eu1 Eu1 68.46(5) . 2_666
O4 Eu1 Eu1 66.92(4) 2_666 2_666
O1 Eu1 Eu1 130.62(4) . 2_666
O6 Eu1 Eu1 83.21(4) 2_666 2_666
O2 Eu1 Eu1 113.86(4) . 2_666
N1 Eu1 Eu1 140.83(4) . 2_666
N2 Eu1 Eu1 133.38(4) . 2_666
C13 Eu1 Eu1 125.60(4) . 2_666
O5 Eu1 Eu1 34.61(3) 2_666 2_666
C27 Eu1 Eu1 59.54(4) 2_666 2_666
C13 O1 Eu1 94.67(12) . .
C13 O2 Eu1 90.75(12) . .
C20 O3 Eu1 135.41(12) . .
C20 O4 Eu1 139.79(13) . 2_666
C27 O5 Eu1 172.76(13) . .
C27 O5 Eu1 84.73(12) . 2_666
Eu1 O5 Eu1 101.74(6) . 2_666
C27 O6 Eu1 104.61(12) . 2_666
C1 N1 C12 117.84(17) . .
C1 N1 Eu1 120.97(13) . .
C12 N1 Eu1 119.78(12) . .
C10 N2 C11 117.44(17) . .
C10 N2 Eu1 123.20(13) . .
C11 N2 Eu1 117.33(12) . .
N1 C1 C2 123.7(2) . .
N1 C1 H1 118.1 . .
C2 C1 H1 118.1 . .
C3 C2 C1 118.4(2) . .
C3 C2 H2 120.8 . .
C1 C2 H2 120.8 . .
C2 C3 C4 119.57(19) . .
C2 C3 H3 120.2 . .
C4 C3 H3 120.2 . .
C3 C4 C12 117.80(19) . .
C3 C4 C5 122.63(19) . .
C12 C4 C5 119.56(19) . .
C6 C5 C4 120.7(2) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C5 C6 C7 121.2(2) . .
C5 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C8 C7 C11 117.33(19) . .
C8 C7 C6 123.03(19) . .
C11 C7 C6 119.64(19) . .
C9 C8 C7 119.56(19) . .
C9 C8 H8 120.2 . .
C7 C8 H8 120.2 . .
C8 C9 C10 118.87(19) . .
C8 C9 H9 120.6 . .
C10 C9 H9 120.6 . .
N2 C10 C9 123.9(2) . .
N2 C10 H10 118.1 . .
C9 C10 H10 118.1 . .
N2 C11 C7 122.90(18) . .
N2 C11 C12 118.01(17) . .
C7 C11 C12 119.09(18) . .
N1 C12 C4 122.47(18) . .
N1 C12 C11 117.90(17) . .
C4 C12 C11 119.62(18) . .
O2 C13 O1 121.45(18) . .
O2 C13 C14 120.08(18) . .
O1 C13 C14 118.47(18) . .
O2 C13 Eu1 62.90(10) . .
O1 C13 Eu1 58.59(10) . .
C14 C13 Eu1 176.40(14) . .
C19 C14 C15 119.46(19) . .
C19 C14 C13 120.40(19) . .
C15 C14 C13 120.13(19) . .
C14 C15 C16 120.0(2) . .
C14 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C17 C16 C15 120.1(2) . .
C17 C16 H16 119.9 . .
C15 C16 H16 119.9 . .
C16 C17 C18 120.6(2) . .
C16 C17 H17 119.7 . .
C18 C17 H17 119.7 . .
C17 C18 C19 119.0(2) . .
C17 C18 H18 120.5 . .
C19 C18 H18 120.5 . .
C14 C19 C18 120.7(2) . .
C14 C19 H19 119.6 . .
C18 C19 H19 119.6 . .
O4 C20 O3 125.39(18) . .
O4 C20 C21 117.10(17) . .
O3 C20 C21 117.50(17) . .
C22 C21 C26 118.86(18) . .
C22 C21 C20 120.76(18) . .
C26 C21 C20 120.38(18) . .
C23 C22 C21 120.5(2) . .
C23 C22 H22 119.8 . .
C21 C22 H22 119.8 . .
C24 C23 C22 120.4(2) . .
C24 C23 H23 119.8 . .
C22 C23 H23 119.8 . .
C23 C24 C25 119.8(2) . .
C23 C24 H24 120.1 . .
C25 C24 H24 120.1 . .
C24 C25 C26 120.1(2) . .
C24 C25 H25 120.0 . .
C26 C25 H25 120.0 . .
C25 C26 C21 120.4(2) . .
C25 C26 H26 119.8 . .
C21 C26 H26 119.8 . .
O6 C27 O5 121.21(18) . .
O6 C27 C28 118.40(17) . .
O5 C27 C28 120.39(18) . .
O6 C27 Eu1 51.56(9) . 2_666
O5 C27 Eu1 70.32(11) . 2_666
C28 C27 Eu1 166.41(13) . 2_666
C33 C28 C29 119.66(18) . .
C33 C28 C27 120.99(18) . .
C29 C28 C27 119.24(18) . .
C30 C29 C28 120.2(2) . .
C30 C29 H29 119.9 . .
C28 C29 H29 119.9 . .
C29 C30 C31 119.8(2) . .
C29 C30 H30 120.1 . .
C31 C30 H30 120.1 . .
C32 C31 C30 120.2(2) . .
C32 C31 H31 119.9 . .
C30 C31 H31 119.9 . .
C31 C32 C33 120.3(2) . .
C31 C32 H32 119.9 . .
C33 C32 H32 119.9 . .
C32 C33 C28 119.84(19) . .
C32 C33 H33 120.1 . .
C28 C33 H33 120.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O5 2.3359(15) .
Eu1 O3 2.3666(15) .
Eu1 O4 2.3799(16) 2_666
Eu1 O1 2.4183(16) .
Eu1 O6 2.4296(16) 2_666
Eu1 O2 2.5142(15) .
Eu1 N1 2.5905(18) .
Eu1 N2 2.655(2) .
Eu1 C13 2.824(2) .
Eu1 O5 2.8384(17) 2_666
Eu1 C27 3.002(2) 2_666
Eu1 Eu1 4.0262(14) 2_666
O1 C13 1.275(2) .
O2 C13 1.254(2) .
O3 C20 1.268(2) .
O4 C20 1.259(2) .
O4 Eu1 2.3799(16) 2_666
O5 C27 1.272(2) .
O5 Eu1 2.8384(17) 2_666
O6 C27 1.254(2) .
O6 Eu1 2.4296(16) 2_666
N1 C1 1.325(3) .
N1 C12 1.359(3) .
N2 C10 1.322(3) .
N2 C11 1.365(3) .
C1 C2 1.404(3) .
C1 H1 0.9300 .
C2 C3 1.372(3) .
C2 H2 0.9300 .
C3 C4 1.406(3) .
C3 H3 0.9300 .
C4 C12 1.408(3) .
C4 C5 1.438(3) .
C5 C6 1.349(3) .
C5 H5 0.9300 .
C6 C7 1.431(3) .
C6 H6 0.9300 .
C7 C8 1.410(3) .
C7 C11 1.413(3) .
C8 C9 1.367(3) .
C8 H8 0.9300 .
C9 C10 1.405(3) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C12 1.443(3) .
C13 C14 1.506(3) .
C14 C19 1.382(3) .
C14 C15 1.387(3) .
C15 C16 1.390(3) .
C15 H15 0.9300 .
C16 C17 1.372(4) .
C16 H16 0.9300 .
C17 C18 1.389(4) .
C17 H17 0.9300 .
C18 C19 1.393(3) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C21 1.508(3) .
C21 C22 1.392(3) .
C21 C26 1.395(3) .
C22 C23 1.386(3) .
C22 H22 0.9300 .
C23 C24 1.381(3) .
C23 H23 0.9300 .
C24 C25 1.384(3) .
C24 H24 0.9300 .
C25 C26 1.391(3) .
C25 H25 0.9300 .
C26 H26 0.9300 .
C27 C28 1.493(3) .
C27 Eu1 3.002(2) 2_666
C28 C33 1.392(3) .
C28 C29 1.396(3) .
C29 C30 1.385(3) .
C29 H29 0.9300 .
C30 C31 1.389(3) .
C30 H30 0.9300 .
C31 C32 1.382(3) .
C31 H31 0.9300 .
C32 C33 1.388(3) .
C32 H32 0.9300 .
C33 H33 0.9300 .
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
_geom_torsion_site_symmetry_1
C12 N1 C1 C2 0.7(3) .
Eu1 N1 C1 C2 -165.74(15) .
N1 C1 C2 C3 2.3(3) .
C1 C2 C3 C4 -2.6(3) .
C2 C3 C4 C12 0.0(3) .
C2 C3 C4 C5 -178.8(2) .
C3 C4 C5 C6 176.1(2) .
C12 C4 C5 C6 -2.8(3) .
C4 C5 C6 C7 0.1(3) .
C5 C6 C7 C8 -178.1(2) .
C5 C6 C7 C11 2.7(3) .
C11 C7 C8 C9 1.8(3) .
C6 C7 C8 C9 -177.4(2) .
C7 C8 C9 C10 -0.8(3) .
C11 N2 C10 C9 1.0(3) .
Eu1 N2 C10 C9 164.35(15) .
C8 C9 C10 N2 -0.6(3) .
C10 N2 C11 C7 0.1(3) .
Eu1 N2 C11 C7 -164.24(14) .
C10 N2 C11 C12 -179.42(17) .
Eu1 N2 C11 C12 16.2(2) .
C8 C7 C11 N2 -1.5(3) .
C6 C7 C11 N2 177.71(18) .
C8 C7 C11 C12 178.03(17) .
C6 C7 C11 C12 -2.8(3) .
C1 N1 C12 C4 -3.5(3) .
Eu1 N1 C12 C4 163.15(14) .
C1 N1 C12 C11 175.91(17) .
Eu1 N1 C12 C11 -17.5(2) .
C3 C4 C12 N1 3.1(3) .
C5 C4 C12 N1 -178.02(18) .
C3 C4 C12 C11 -176.26(18) .
C5 C4 C12 C11 2.6(3) .
N2 C11 C12 N1 0.3(3) .
C7 C11 C12 N1 -179.27(17) .
N2 C11 C12 C4 179.65(17) .
C7 C11 C12 C4 0.1(3) .
Eu1 O2 C13 O1 2.09(19) .
Eu1 O2 C13 C14 -177.70(16) .
Eu1 O1 C13 O2 -2.2(2) .
Eu1 O1 C13 C14 177.62(15) .
O2 C13 C14 C19 -170.86(18) .
O1 C13 C14 C19 9.3(3) .
O2 C13 C14 C15 7.8(3) .
O1 C13 C14 C15 -171.98(18) .
C19 C14 C15 C16 1.3(3) .
C13 C14 C15 C16 -177.35(19) .
C14 C15 C16 C17 0.5(3) .
C15 C16 C17 C18 -1.3(3) .
C16 C17 C18 C19 0.4(3) .
C15 C14 C19 C18 -2.3(3) .
C13 C14 C19 C18 176.38(19) .
C17 C18 C19 C14 1.4(3) .
Eu1 O4 C20 O3 -8.9(3) 2_666
Eu1 O4 C20 C21 172.05(12) 2_666
Eu1 O3 C20 O4 27.9(3) .
Eu1 O3 C20 C21 -153.00(13) .
O4 C20 C21 C22 172.65(18) .
O3 C20 C21 C22 -6.5(3) .
O4 C20 C21 C26 -7.2(3) .
O3 C20 C21 C26 173.61(17) .
C26 C21 C22 C23 -0.4(3) .
C20 C21 C22 C23 179.74(19) .
C21 C22 C23 C24 -0.8(4) .
C22 C23 C24 C25 1.0(4) .
C23 C24 C25 C26 0.0(3) .
C24 C25 C26 C21 -1.2(3) .
C22 C21 C26 C25 1.4(3) .
C20 C21 C26 C25 -178.74(18) .
Eu1 O6 C27 O5 10.4(2) 2_666
Eu1 O6 C27 C28 -169.00(13) 2_666
Eu1 O5 C27 O6 -8.60(17) 2_666
Eu1 O5 C27 C28 170.74(16) 2_666
O6 C27 C28 C33 157.45(18) .
O5 C27 C28 C33 -21.9(3) .
Eu1 C27 C28 C33 117.9(5) 2_666
O6 C27 C28 C29 -18.7(3) .
O5 C27 C28 C29 161.97(18) .
Eu1 C27 C28 C29 -58.2(6) 2_666
C33 C28 C29 C30 0.6(3) .
C27 C28 C29 C30 176.74(18) .
C28 C29 C30 C31 -1.3(3) .
C29 C30 C31 C32 0.9(3) .
C30 C31 C32 C33 0.3(3) .
C31 C32 C33 C28 -1.1(3) .
C29 C28 C33 C32 0.6(3) .
C27 C28 C33 C32 -175.46(18) .
