#------------------------------------------------------------------------------
#$Date: 2021-07-21 02:59:04 +0300 (Wed, 21 Jul 2021) $
#$Revision: 267651 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/05/8000512.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_8000512
loop_
_publ_author_name
'Okayasu, Yoshinori'
'Yuasa, Junpei'
_publ_section_title
;
 Structure Determination of Europium Complexes in Solution Using
 Crystal-Field Splitting of the Narrow f-f Emission Lines.
;
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              6867
_journal_page_last               6874
_journal_paper_doi               10.1021/acs.jpclett.1c01885
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_sum            'C55 H37 Eu F12 N4 O8'
_chemical_formula_weight         1261.84
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                94.336(2)
_cell_angle_beta                 98.721(3)
_cell_angle_gamma                91.7938(18)
_cell_formula_units_Z            1
_cell_length_a                   10.079(2)
_cell_length_b                   11.021(2)
_cell_length_c                   12.037(3)
_cell_measurement_reflns_used    673
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.4512
_cell_measurement_theta_min      3.7209
_cell_volume                     1316.6(5)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6117
_diffrn_reflns_point_group_measured_fraction_full 0.560
_diffrn_reflns_point_group_measured_fraction_max 0.560
_diffrn_reflns_theta_full        24.991
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_min         1.717
_exptl_absorpt_coefficient_mu    1.292
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_description       plate
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.089
_refine_diff_density_max         0.809
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.006(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     720
_refine_ls_number_reflns         5179
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0212
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0491
_reflns_Friedel_coverage         0.146
_reflns_Friedel_fraction_full    0.143
_reflns_Friedel_fraction_max     0.143
_reflns_number_gt                5176
_reflns_number_total             5179
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jz1c01885_si_004.cif
_cod_data_source_block           PhEuF_0m200825_b
_cod_original_cell_volume        1316.7(5)
_cod_database_code               8000512
_shelx_shelxl_version_number     2016/6
_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'
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
F9 F 0.4197(15) 0.2685(8) 0.7110(10) 0.0531(9) Uani 0.510(6) 1 d D U P A 1
F10 F 0.4397(11) 0.0885(8) 0.6358(8) 0.0531(9) Uani 0.510(6) 1 d D U P A 1
F11 F 0.3127(8) 0.2112(7) 0.5452(6) 0.0531(9) Uani 0.510(6) 1 d D U P A 1
F10A F 0.3396(9) 0.1648(8) 0.5757(7) 0.0531(9) Uani 0.490(6) 1 d D . P A 2
F9A F 0.5033(8) 0.1155(6) 0.6990(7) 0.0531(9) Uani 0.490(6) 1 d D . P A 2
F11A F 0.4230(16) 0.2938(9) 0.7132(11) 0.0531(9) Uani 0.490(6) 1 d D . P A 2
F7 F 0.3360(3) 0.6875(3) 0.7040(3) 0.0539(9) Uani 1 1 d . . . . .
F8 F 1.1657(4) 1.1621(3) 0.7646(3) 0.0669(11) Uani 1 1 d . . . . .
Eu1 Eu 0.68212(2) 0.51947(2) 0.47694(2) 0.02046(6) Uani 1 1 d . . . . .
F1 F 0.4281(4) 0.8729(3) 0.3505(3) 0.0539(9) Uani 1 1 d . . . . .
O6 O 0.7900(3) 0.7126(3) 0.5527(3) 0.0276(7) Uani 1 1 d . . . . .
O5 O 0.5238(3) 0.6240(3) 0.5720(3) 0.0293(8) Uani 1 1 d . . . . .
O8 O 0.7661(3) 0.3191(3) 0.4435(3) 0.0261(7) Uani 1 1 d . . . . .
C53 C 0.9777(8) -0.0552(8) 0.3222(9) 0.075(3) Uani 1 1 d . . . . .
N1 N 0.8280(4) 0.5384(3) 0.3180(3) 0.0265(9) Uani 1 1 d . . . . .
O4 O 0.5191(4) 0.4235(3) 0.3307(3) 0.0313(8) Uani 1 1 d . . . . .
O2 O 0.9402(4) 0.4032(3) 0.8039(2) 0.0329(8) Uani 1 1 d . . . . .
C18 C 0.7112(9) 0.5993(7) 0.8530(6) 0.0374(19) Uani 1 1 d . . . . .
C28 C 0.3306(5) 0.3462(5) 0.2021(4) 0.0286(11) Uani 1 1 d . . . . .
C19 C 0.8211(8) 0.6764(6) 0.8844(6) 0.0474(16) Uani 1 1 d . . . . .
H19 H 0.904250 0.655529 0.861744 0.057 Uiso 1 1 calc R U . . .
F3 F 0.5193(4) 0.8489(3) 0.2024(3) 0.0546(9) Uani 1 1 d . . . . .
O1 O 1.0285(4) 0.5555(3) 0.2573(3) 0.0371(9) Uani 1 1 d . . . . .
N2 N 0.9479(4) 0.5009(3) 0.5286(3) 0.0211(8) Uani 1 1 d . . . . .
C38 C 0.8644(5) 0.9019(4) 0.6518(4) 0.0279(11) Uani 1 1 d . . . . .
C46 C 0.6302(6) 0.1755(5) 0.5153(4) 0.0362(12) Uani 1 1 d . . . . .
H46 H 0.614938 0.091396 0.523547 0.043 Uiso 1 1 calc R U . . .
C15 C 0.9038(6) 0.4539(5) 0.7065(4) 0.0221(12) Uani 1 1 d . . . . .
C36 C 0.6252(5) 0.8213(4) 0.6332(4) 0.0313(11) Uani 1 1 d . . . . .
H36 H 0.605852 0.898530 0.666091 0.038 Uiso 1 1 calc R U . . .
C37 C 0.7567(5) 0.8052(4) 0.6099(4) 0.0259(10) Uani 1 1 d . . . . .
C43 C 1.0661(6) 1.0761(5) 0.7269(5) 0.0431(14) Uani 1 1 d . . . . .
F5 F 0.2959(3) 0.7707(4) 0.5486(3) 0.0649(10) Uani 1 1 d . . . . .
C7 C 0.7947(6) 0.5452(5) 0.1933(4) 0.0335(12) Uani 1 1 d . . . . .
H7 H 0.728318 0.609312 0.175948 0.040 Uiso 1 1 calc R U . . .
C16 C 0.8152(6) 0.3896(5) 0.8509(4) 0.0376(13) Uani 1 1 d . . . . .
H16A H 0.830051 0.412878 0.933010 0.045 Uiso 1 1 calc R U . . .
H16B H 0.778140 0.304616 0.837229 0.045 Uiso 1 1 calc R U . . .
C48 C 0.8165(5) 0.1154(4) 0.4079(4) 0.0292(11) Uani 1 1 d . . . . .
C35 C 0.5230(5) 0.7331(4) 0.6118(4) 0.0302(11) Uani 1 1 d . . . . .
C11 C 1.1660(8) 0.4981(5) 0.4723(7) 0.0309(15) Uani 1 1 d . . . . .
H11 H 1.221017 0.511628 0.416540 0.037 Uiso 1 1 calc R U . . .
C6 C 0.7376(7) 0.4203(5) 0.1378(4) 0.0368(13) Uani 1 1 d . . . . .
C4 C 0.6139(9) 0.4117(8) 0.0697(6) 0.044(2) Uani 1 1 d . . . . .
H4 H 0.561830 0.481685 0.060739 0.053 Uiso 1 1 calc R U . . .
C50 C 0.7647(6) -0.0036(5) 0.3748(4) 0.0387(13) Uani 1 1 d . . . . .
H50 H 0.675442 -0.025690 0.384092 0.046 Uiso 1 1 calc R U . . .
F4 F 0.0962(5) 0.0547(4) 0.0417(4) 0.0900(16) Uani 1 1 d . . . . .
O7 O 0.5478(3) 0.3711(3) 0.5583(3) 0.0295(8) Uani 1 1 d . . . . .
C41 C 0.9501(6) 1.0810(5) 0.7717(5) 0.0458(15) Uani 1 1 d . . . . .
H41 H 0.938726 1.143373 0.828067 0.055 Uiso 1 1 calc R U . . .
C27 C 0.4188(5) 0.4507(4) 0.2639(4) 0.0263(11) Uani 1 1 d . . . . .
C52 C 0.8428(7) -0.0889(6) 0.3286(6) 0.0534(17) Uani 1 1 d . . . . .
H52 H 0.806687 -0.168249 0.301861 0.064 Uiso 1 1 calc R U . . .
C51 C 1.0272(7) 0.0599(6) 0.3500(6) 0.0537(17) Uani 1 1 d . . . . .
H51 H 1.115648 0.082074 0.338586 0.064 Uiso 1 1 calc R U . . .
C9 C 0.9548(5) 0.5392(4) 0.3400(4) 0.0257(11) Uani 1 1 d . . . . .
C33 C 0.1749(8) 0.1501(7) 0.0949(6) 0.060(2) Uani 1 1 d . . . . .
C32 C 0.1508(8) 0.2639(8) 0.0582(6) 0.060(2) Uani 1 1 d . . . . .
H32 H 0.082738 0.274384 -0.003706 0.072 Uiso 1 1 calc R U . . .
C45 C 0.5501(5) 0.2573(5) 0.5616(4) 0.0336(12) Uani 1 1 d . . . . .
C40 C 0.9851(5) 0.8994(5) 0.6089(4) 0.0364(12) Uani 1 1 d . . . . .
H40 H 0.998131 0.836033 0.554157 0.044 Uiso 1 1 calc R U . . .
F12 F 1.0491(5) -0.1404(4) 0.2740(5) 0.1035(19) Uani 1 1 d . . . . .
C49 C 0.9495(6) 0.1450(5) 0.3950(5) 0.0406(13) Uani 1 1 d . . . . .
H49 H 0.986257 0.225091 0.417770 0.049 Uiso 1 1 calc R U . . .
C26 C 0.3880(6) 0.5721(5) 0.2462(5) 0.0280(13) Uani 1 1 d . . . . .
H26 H 0.305238 0.587200 0.201234 0.034 Uiso 1 1 calc R U . . .
C22 C 0.5835(9) 0.7409(8) 0.9506(6) 0.072(2) Uani 1 1 d . . . . .
H22 H 0.500548 0.762707 0.973073 0.086 Uiso 1 1 calc R U . . .
C1 C 0.6386(10) 0.1972(8) 0.0299(6) 0.067(2) Uani 1 1 d . . . . .
H1 H 0.604869 0.120616 -0.006657 0.081 Uiso 1 1 calc R U . . .
C3 C 0.7623(9) 0.2060(6) 0.0998(5) 0.065(2) Uani 1 1 d . . . . .
H3 H 0.813776 0.135945 0.110571 0.078 Uiso 1 1 calc R U . . .
C34 C 0.3861(6) 0.7683(5) 0.6410(5) 0.0428(14) Uani 1 1 d . . . . .
C24 C 0.4307(6) 0.7971(5) 0.2600(4) 0.0375(13) Uani 1 1 d . . . . .
C12 C 1.2202(5) 0.4621(5) 0.5754(4) 0.0361(12) Uani 1 1 d . . . . .
H12 H 1.313603 0.449201 0.591666 0.043 Uiso 1 1 calc R U . . .
C25 C 0.4719(5) 0.6693(5) 0.2908(4) 0.0270(11) Uani 1 1 d . . . . .
C39 C 0.8491(6) 0.9932(5) 0.7335(5) 0.0401(13) Uani 1 1 d . . . . .
H39 H 0.767526 0.995794 0.763984 0.048 Uiso 1 1 calc R U . . .
C30 C 0.2291(6) 0.3637(5) 0.1145(5) 0.0471(15) Uani 1 1 d . . . . .
H30 H 0.212422 0.443504 0.092408 0.057 Uiso 1 1 calc R U . . .
C5 C 0.8095(7) 0.3174(5) 0.1534(4) 0.0484(16) Uani 1 1 d . . . . .
H5 H 0.893328 0.323121 0.202101 0.058 Uiso 1 1 calc R U . . .
C20 C 0.5910(7) 0.6320(6) 0.8853(5) 0.0554(18) Uani 1 1 d . . . . .
H20 H 0.512858 0.580139 0.863055 0.067 Uiso 1 1 calc R U . . .
C2 C 0.5655(10) 0.2985(10) 0.0137(7) 0.061(3) Uani 1 1 d . . . . .
H2 H 0.481989 0.292503 -0.035434 0.074 Uiso 1 1 calc R U . . .
C13 C 1.1378(5) 0.4446(5) 0.6559(4) 0.0307(11) Uani 1 1 d . . . . .
H13 H 1.173249 0.418807 0.727602 0.037 Uiso 1 1 calc R U . . .
N3 N 0.7843(4) 0.4918(4) 0.6843(3) 0.0268(9) Uani 1 1 d . . . . .
C31 C 0.2777(7) 0.1304(5) 0.1783(5) 0.0485(15) Uani 1 1 d . . . . .
H31 H 0.295987 0.050283 0.198611 0.058 Uiso 1 1 calc R U . . .
C23 C 0.6921(10) 0.8141(7) 0.9814(6) 0.067(2) Uani 1 1 d . . . . .
H23 H 0.685889 0.887687 1.026433 0.081 Uiso 1 1 calc R U . . .
C42 C 1.0861(6) 0.9875(5) 0.6445(5) 0.0457(14) Uani 1 1 d . . . . .
H42 H 1.167105 0.987169 0.613096 0.055 Uiso 1 1 calc R U . . .
C44 C 0.4466(7) 0.2055(6) 0.6283(7) 0.0564(17) Uani 1 1 d . . . . .
F2 F 0.3116(4) 0.7999(3) 0.1952(4) 0.0699(12) Uani 1 1 d . . . . .
F6 F 0.3871(4) 0.8758(3) 0.7011(4) 0.0703(12) Uani 1 1 d . . . . .
C14 C 1.0026(5) 0.4659(4) 0.6288(4) 0.0246(10) Uani 1 1 d . . . . .
C21 C 0.8133(12) 0.7854(8) 0.9493(8) 0.063(3) Uani 1 1 d . . . . .
H21 H 0.890213 0.838869 0.970971 0.076 Uiso 1 1 calc R U . . .
C10 C 1.0290(5) 0.5141(4) 0.4513(4) 0.0243(10) Uani 1 1 d . . . . .
C8 C 0.9306(6) 0.5829(5) 0.1610(4) 0.0396(13) Uani 1 1 d . . . . .
H8A H 0.946374 0.535481 0.091309 0.047 Uiso 1 1 calc R U . . .
H8B H 0.935144 0.670732 0.149138 0.047 Uiso 1 1 calc R U . . .
C17 C 0.7203(5) 0.4768(5) 0.7876(4) 0.0313(12) Uani 1 1 d . . . . .
H17 H 0.628623 0.436826 0.765614 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3546(6) 0.2297(5) 0.2326(4) 0.0386(13) Uani 1 1 d . . . . .
H29 H 0.425307 0.217552 0.292030 0.046 Uiso 1 1 calc R U . . .
C47 C 0.7346(5) 0.2101(4) 0.4557(4) 0.0255(10) Uani 1 1 d . . . . .
C55 C 0.1961(10) 0.6988(11) 0.9269(7) 0.084(3) Uani 1 1 d . . . . .
C54 C 0.1882(14) 0.8273(12) 0.9053(11) 0.122(5) Uani 1 1 d . . . . .
H54A H 0.270566 0.854812 0.878944 0.183 Uiso 1 1 calc R U . . .
H54B H 0.177885 0.875723 0.974923 0.183 Uiso 1 1 calc R U . . .
H54C H 0.110698 0.837639 0.847388 0.183 Uiso 1 1 calc R U . . .
N4 N 0.2041(13) 0.5995(9) 0.9430(7) 0.147(4) Uani 1 1 d . . . . .
O3 O 0.5847(3) 0.6710(3) 0.3542(3) 0.0296(8) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
_geom_angle_publ_flag
O5 Eu1 O4 95.10(11) . . ?
O5 Eu1 O6 73.82(11) . . ?
O4 Eu1 O6 143.85(11) . . ?
O5 Eu1 O8 141.79(11) . . ?
O4 Eu1 O8 76.21(11) . . ?
O6 Eu1 O8 132.87(11) . . ?
O5 Eu1 O7 71.00(11) . . ?
O4 Eu1 O7 71.50(11) . . ?
O6 Eu1 O7 131.91(10) . . ?
O8 Eu1 O7 70.96(11) . . ?
O5 Eu1 O3 72.79(11) . . ?
O4 Eu1 O3 70.13(11) . . ?
O6 Eu1 O3 73.71(11) . . ?
O8 Eu1 O3 134.01(10) . . ?
O7 Eu1 O3 123.45(11) . . ?
O5 Eu1 N3 80.28(12) . . ?
O4 Eu1 N3 139.47(12) . . ?
O6 Eu1 N3 73.71(12) . . ?
O8 Eu1 N3 82.96(11) . . ?
O7 Eu1 N3 68.94(12) . . ?
O3 Eu1 N3 142.27(11) . . ?
O5 Eu1 N1 142.54(12) . . ?
O4 Eu1 N1 84.59(12) . . ?
O6 Eu1 N1 84.51(11) . . ?
O8 Eu1 N1 74.56(11) . . ?
O7 Eu1 N1 141.68(11) . . ?
O3 Eu1 N1 71.95(12) . . ?
N3 Eu1 N1 122.82(12) . . ?
O5 Eu1 N2 132.03(10) . . ?
O4 Eu1 N2 132.65(11) . . ?
O6 Eu1 N2 68.96(11) . . ?
O8 Eu1 N2 63.93(11) . . ?
O7 Eu1 N2 114.71(11) . . ?
O3 Eu1 N2 121.83(11) . . ?
N3 Eu1 N2 61.18(11) . . ?
N1 Eu1 N2 61.69(11) . . ?
C37 O6 Eu1 135.2(3) . . ?
C35 O5 Eu1 131.3(3) . . ?
C47 O8 Eu1 138.7(3) . . ?
C51 C53 F12 121.6(7) . . ?
C51 C53 C52 121.6(6) . . ?
F12 C53 C52 116.3(7) . . ?
C9 N1 C7 106.1(4) . . ?
C9 N1 Eu1 120.6(3) . . ?
C7 N1 Eu1 133.2(3) . . ?
C27 O4 Eu1 139.0(3) . . ?
C15 O2 C16 104.5(4) . . ?
C19 C18 C20 118.6(7) . . ?
C19 C18 C17 121.4(7) . . ?
C20 C18 C17 119.9(7) . . ?
C29 C28 C30 119.4(5) . . ?
C29 C28 C27 118.7(4) . . ?
C30 C28 C27 121.9(5) . . ?
C18 C19 C21 121.0(8) . . ?
C18 C19 H19 119.5 . . ?
C21 C19 H19 119.5 . . ?
C9 O1 C8 104.6(4) . . ?
C14 N2 C10 117.6(4) . . ?
C14 N2 Eu1 120.9(3) . . ?
C10 N2 Eu1 121.2(3) . . ?
C39 C38 C40 118.3(5) . . ?
C39 C38 C37 122.3(4) . . ?
C40 C38 C37 119.4(4) . . ?
C45 C46 C47 123.3(5) . . ?
C45 C46 H46 118.3 . . ?
C47 C46 H46 118.3 . . ?
N3 C15 O2 119.0(5) . . ?
N3 C15 C14 121.9(4) . . ?
O2 C15 C14 119.1(5) . . ?
C35 C36 C37 124.7(4) . . ?
C35 C36 H36 117.7 . . ?
C37 C36 H36 117.7 . . ?
O6 C37 C36 123.4(4) . . ?
O6 C37 C38 117.0(4) . . ?
C36 C37 C38 119.6(4) . . ?
F8 C43 C41 118.6(5) . . ?
F8 C43 C42 118.9(5) . . ?
C41 C43 C42 122.5(5) . . ?
N1 C7 C8 102.6(4) . . ?
N1 C7 C6 109.4(4) . . ?
C8 C7 C6 113.7(4) . . ?
N1 C7 H7 110.3 . . ?
C8 C7 H7 110.3 . . ?
C6 C7 H7 110.3 . . ?
O2 C16 C17 104.2(4) . . ?
O2 C16 H16A 110.9 . . ?
C17 C16 H16A 110.9 . . ?
O2 C16 H16B 110.9 . . ?
C17 C16 H16B 110.9 . . ?
H16A C16 H16B 108.9 . . ?
C50 C48 C49 118.6(5) . . ?
C50 C48 C47 121.9(5) . . ?
C49 C48 C47 119.6(4) . . ?
O5 C35 C36 129.9(5) . . ?
O5 C35 C34 113.0(4) . . ?
C36 C35 C34 117.2(4) . . ?
C12 C11 C10 118.3(6) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C5 C6 C4 119.6(6) . . ?
C5 C6 C7 120.7(6) . . ?
C4 C6 C7 119.7(6) . . ?
C6 C4 C2 119.5(8) . . ?
C6 C4 H4 120.2 . . ?
C2 C4 H4 120.2 . . ?
C52 C50 C48 120.4(6) . . ?
C52 C50 H50 119.8 . . ?
C48 C50 H50 119.8 . . ?
C45 O7 Eu1 133.3(3) . . ?
C43 C41 C39 118.5(5) . . ?
C43 C41 H41 120.7 . . ?
C39 C41 H41 120.7 . . ?
O4 C27 C26 122.5(5) . . ?
O4 C27 C28 116.7(4) . . ?
C26 C27 C28 120.8(5) . . ?
C50 C52 C53 118.4(6) . . ?
C50 C52 H52 120.8 . . ?
C53 C52 H52 120.8 . . ?
C53 C51 C49 119.9(6) . . ?
C53 C51 H51 120.1 . . ?
C49 C51 H51 120.1 . . ?
N1 C9 O1 119.5(4) . . ?
N1 C9 C10 123.5(4) . . ?
O1 C9 C10 116.9(4) . . ?
F4 C33 C31 119.8(7) . . ?
F4 C33 C32 117.8(6) . . ?
C31 C33 C32 122.4(6) . . ?
C33 C32 C30 118.4(6) . . ?
C33 C32 H32 120.8 . . ?
C30 C32 H32 120.8 . . ?
O7 C45 C46 129.9(5) . . ?
O7 C45 C44 113.4(4) . . ?
C46 C45 C44 116.7(5) . . ?
C42 C40 C38 121.2(5) . . ?
C42 C40 H40 119.4 . . ?
C38 C40 H40 119.4 . . ?
C51 C49 C48 120.9(5) . . ?
C51 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C25 C26 C27 123.0(5) . . ?
C25 C26 H26 118.5 . . ?
C27 C26 H26 118.5 . . ?
C23 C22 C20 120.2(7) . . ?
C23 C22 H22 119.9 . . ?
C20 C22 H22 119.9 . . ?
C2 C1 C3 120.1(7) . . ?
C2 C1 H1 119.9 . . ?
C3 C1 H1 119.9 . . ?
C5 C3 C1 119.4(7) . . ?
C5 C3 H3 120.3 . . ?
C1 C3 H3 120.3 . . ?
F5 C34 F6 107.9(5) . . ?
F5 C34 F7 105.9(5) . . ?
F6 C34 F7 104.7(5) . . ?
F5 C34 C35 111.2(5) . . ?
F6 C34 C35 114.5(5) . . ?
F7 C34 C35 112.1(5) . . ?
F1 C24 F2 107.1(4) . . ?
F1 C24 F3 105.5(4) . . ?
F2 C24 F3 105.5(4) . . ?
F1 C24 C25 112.2(4) . . ?
F2 C24 C25 114.6(5) . . ?
F3 C24 C25 111.4(4) . . ?
C11 C12 C13 119.7(5) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
O3 C25 C26 129.4(5) . . ?
O3 C25 C24 112.5(4) . . ?
C26 C25 C24 118.1(4) . . ?
C38 C39 C41 121.4(5) . . ?
C38 C39 H39 119.3 . . ?
C41 C39 H39 119.3 . . ?
C28 C30 C32 120.0(6) . . ?
C28 C30 H30 120.0 . . ?
C32 C30 H30 120.0 . . ?
C6 C5 C3 121.3(6) . . ?
C6 C5 H5 119.4 . . ?
C3 C5 H5 119.4 . . ?
C18 C20 C22 120.2(8) . . ?
C18 C20 H20 119.9 . . ?
C22 C20 H20 119.9 . . ?
C1 C2 C4 120.1(8) . . ?
C1 C2 H2 120.0 . . ?
C4 C2 H2 120.0 . . ?
C14 C13 C12 118.0(5) . . ?
C14 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
C15 N3 C17 106.2(4) . . ?
C15 N3 Eu1 119.6(3) . . ?
C17 N3 Eu1 131.8(3) . . ?
C33 C31 C29 118.5(6) . . ?
C33 C31 H31 120.8 . . ?
C29 C31 H31 120.8 . . ?
C22 C23 C21 121.2(7) . . ?
C22 C23 H23 119.4 . . ?
C21 C23 H23 119.4 . . ?
C40 C42 C43 118.1(5) . . ?
C40 C42 H42 121.0 . . ?
C43 C42 H42 121.0 . . ?
F9 C44 F10 115.3(8) . . ?
F10A C44 F11A 109.5(8) . . ?
F10A C44 F9A 108.7(6) . . ?
F11A C44 F9A 98.6(8) . . ?
F10A C44 C45 117.8(7) . . ?
F9 C44 C45 118.1(8) . . ?
F10 C44 C45 118.3(7) . . ?
F11A C44 C45 109.4(7) . . ?
F9A C44 C45 111.2(6) . . ?
F9 C44 F11 100.3(8) . . ?
F10 C44 F11 96.3(7) . . ?
C45 C44 F11 102.2(5) . . ?
N2 C14 C13 123.1(5) . . ?
N2 C14 C15 112.7(4) . . ?
C13 C14 C15 124.1(5) . . ?
C23 C21 C19 118.7(10) . . ?
C23 C21 H21 120.7 . . ?
C19 C21 H21 120.7 . . ?
N2 C10 C11 123.2(5) . . ?
N2 C10 C9 112.7(4) . . ?
C11 C10 C9 124.0(5) . . ?
O1 C8 C7 104.1(4) . . ?
O1 C8 H8A 110.9 . . ?
C7 C8 H8A 110.9 . . ?
O1 C8 H8B 110.9 . . ?
C7 C8 H8B 110.9 . . ?
H8A C8 H8B 108.9 . . ?
N3 C17 C18 111.0(5) . . ?
N3 C17 C16 101.7(4) . . ?
C18 C17 C16 114.0(5) . . ?
N3 C17 H17 110.0 . . ?
C18 C17 H17 110.0 . . ?
C16 C17 H17 110.0 . . ?
C28 C29 C31 121.2(5) . . ?
C28 C29 H29 119.4 . . ?
C31 C29 H29 119.4 . . ?
O8 C47 C46 123.4(4) . . ?
O8 C47 C48 116.7(4) . . ?
C46 C47 C48 119.9(5) . . ?
N4 C55 C54 178.9(13) . . ?
C55 C54 H54A 109.5 . . ?
C55 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C55 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C25 O3 Eu1 130.1(3) . . ?
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
F9 C44 1.239(13) . ?
F10 C44 1.299(10) . ?
F11 C44 1.559(11) . ?
F10A C44 1.219(10) . ?
F9A C44 1.431(10) . ?
F11A C44 1.409(13) . ?
F7 C34 1.347(7) . ?
F8 C43 1.360(6) . ?
Eu1 O5 2.377(3) . ?
Eu1 O4 2.377(3) . ?
Eu1 O6 2.410(3) . ?
Eu1 O8 2.417(3) . ?
Eu1 O7 2.443(3) . ?
Eu1 O3 2.444(3) . ?
Eu1 N3 2.596(4) . ?
Eu1 N1 2.600(4) . ?
Eu1 N2 2.674(4) . ?
F1 C24 1.326(6) . ?
O6 C37 1.270(5) . ?
O5 C35 1.261(6) . ?
O8 C47 1.258(6) . ?
C53 C51 1.348(11) . ?
C53 F12 1.350(8) . ?
C53 C52 1.413(11) . ?
N1 C9 1.265(6) . ?
N1 C7 1.495(6) . ?
O4 C27 1.252(6) . ?
O2 C15 1.343(6) . ?
O2 C16 1.466(6) . ?
C18 C19 1.363(10) . ?
C18 C20 1.378(10) . ?
C18 C17 1.523(8) . ?
C28 C29 1.381(7) . ?
C28 C30 1.383(7) . ?
C28 C27 1.508(7) . ?
C19 C21 1.394(10) . ?
C19 H19 0.9500 . ?
F3 C24 1.349(7) . ?
O1 C9 1.348(5) . ?
O1 C8 1.460(6) . ?
N2 C14 1.338(6) . ?
N2 C10 1.341(6) . ?
C38 C39 1.382(6) . ?
C38 C40 1.392(7) . ?
C38 C37 1.500(7) . ?
C46 C45 1.371(7) . ?
C46 C47 1.419(7) . ?
C46 H46 0.9500 . ?
C15 N3 1.283(7) . ?
C15 C14 1.476(7) . ?
C36 C35 1.375(7) . ?
C36 C37 1.410(7) . ?
C36 H36 0.9500 . ?
C43 C41 1.361(9) . ?
C43 C42 1.380(8) . ?
F5 C34 1.328(7) . ?
C7 C8 1.533(8) . ?
C7 C6 1.539(8) . ?
C7 H7 1.0000 . ?
C16 C17 1.538(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C48 C50 1.402(7) . ?
C48 C49 1.404(8) . ?
C48 C47 1.486(7) . ?
C35 C34 1.529(7) . ?
C11 C12 1.371(10) . ?
C11 C10 1.385(9) . ?
C11 H11 0.9500 . ?
C6 C5 1.375(9) . ?
C6 C4 1.380(10) . ?
C4 C2 1.409(12) . ?
C4 H4 0.9500 . ?
C50 C52 1.384(8) . ?
C50 H50 0.9500 . ?
F4 C33 1.355(7) . ?
O7 C45 1.259(6) . ?
C41 C39 1.383(8) . ?
C41 H41 0.9500 . ?
C27 C26 1.408(7) . ?
C52 H52 0.9500 . ?
C51 C49 1.373(8) . ?
C51 H51 0.9500 . ?
C9 C10 1.482(7) . ?
C33 C31 1.364(9) . ?
C33 C32 1.377(11) . ?
C32 C30 1.401(9) . ?
C32 H32 0.9500 . ?
C45 C44 1.531(8) . ?
C40 C42 1.380(8) . ?
C40 H40 0.9500 . ?
C49 H49 0.9500 . ?
C26 C25 1.367(8) . ?
C26 H26 0.9500 . ?
C22 C23 1.328(11) . ?
C22 C20 1.394(10) . ?
C22 H22 0.9500 . ?
C1 C2 1.366(13) . ?
C1 C3 1.391(11) . ?
C1 H1 0.9500 . ?
C3 C5 1.378(8) . ?
C3 H3 0.9500 . ?
C34 F6 1.340(6) . ?
C24 F2 1.332(6) . ?
C24 C25 1.537(7) . ?
C12 C13 1.389(7) . ?
C12 H12 0.9500 . ?
C25 O3 1.268(6) . ?
C39 H39 0.9500 . ?
C30 H30 0.9500 . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C2 H2 0.9500 . ?
C13 C14 1.384(7) . ?
C13 H13 0.9500 . ?
N3 C17 1.502(5) . ?
C31 C29 1.383(8) . ?
C31 H31 0.9500 . ?
C23 C21 1.375(13) . ?
C23 H23 0.9500 . ?
C42 H42 0.9500 . ?
C21 H21 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C17 H17 1.0000 . ?
C29 H29 0.9500 . ?
C55 N4 1.129(13) . ?
C55 C54 1.462(15) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
