#------------------------------------------------------------------------------
#$Date: 2021-07-21 02:59:18 +0300 (Wed, 21 Jul 2021) $
#$Revision: 267652 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/05/8000513.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_8000513
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            'C53 H34 Br3 Eu F9 N3 O8'
_chemical_formula_weight         1403.52
_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                98.433(6)
_cell_angle_beta                 107.288(4)
_cell_angle_gamma                98.919(4)
_cell_formula_units_Z            1
_cell_length_a                   10.198(4)
_cell_length_b                   10.878(4)
_cell_length_c                   12.588(5)
_cell_measurement_reflns_used    302
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.1731
_cell_measurement_theta_min      4.8036
_cell_volume                     1289.4(9)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(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  0.0166
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6074
_diffrn_reflns_point_group_measured_fraction_full 0.564
_diffrn_reflns_point_group_measured_fraction_max 0.564
_diffrn_reflns_theta_full        25.037
_diffrn_reflns_theta_max         25.037
_diffrn_reflns_theta_min         1.731
_exptl_absorpt_coefficient_mu    3.631
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       plate
_exptl_crystal_F_000             686
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   0.725600
_exptl_transmission_factor_min   0.611700
_refine_diff_density_max         0.902
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.001(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.860
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     694
_refine_ls_number_reflns         5131
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.860
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0216
_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          0.0458
_refine_ls_wR_factor_ref         0.0461
_reflns_Friedel_coverage         0.153
_reflns_Friedel_fraction_full    0.150
_reflns_Friedel_fraction_max     0.150
_reflns_number_gt                4984
_reflns_number_total             5131
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jz1c01885_si_006.cif
_cod_data_source_block           PhBr_0m_b
_cod_database_code               8000513
_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
Eu1 Eu 0.52182(2) 0.04010(2) 0.54329(2) 0.01140(7) Uani 1 1 d . . . . .
Br1 Br 0.94055(8) 0.46257(6) 0.11568(5) 0.03213(18) Uani 1 1 d . . . . .
Br2 Br 0.19803(7) -0.46300(8) 0.97252(6) 0.0402(2) Uani 1 1 d . . . . .
Br3 Br 0.01490(7) 0.65528(6) 0.42893(5) 0.02512(16) Uani 1 1 d . . . . .
O8 O 0.4315(4) 0.2238(4) 0.5076(3) 0.0149(9) Uani 1 1 d . . . . .
F6 F 0.9850(4) -0.0411(3) 0.7738(3) 0.0277(8) Uani 1 1 d . . . . .
O4 O 0.6041(4) 0.1075(4) 0.3992(3) 0.0169(9) Uani 1 1 d . . . . .
F4 F 0.9242(4) -0.1821(4) 0.6208(3) 0.0388(11) Uani 1 1 d . . . . .
O1 O 0.0497(4) -0.0989(4) 0.3046(3) 0.0192(10) Uani 1 1 d . . . . .
O6 O 0.4439(4) -0.1327(4) 0.6247(3) 0.0168(9) Uani 1 1 d . . . . .
F7 F 0.8663(5) 0.4837(5) 0.7876(3) 0.0575(12) Uani 1 1 d . . . . .
F5 F 0.9143(4) -0.2357(4) 0.7776(4) 0.0431(11) Uani 1 1 d . . . . .
O2 O 0.4323(4) 0.2456(4) 0.8638(3) 0.0208(9) Uani 1 1 d . . . . .
O3 O 0.5437(4) -0.1440(4) 0.4178(3) 0.0166(8) Uani 1 1 d . . . . .
F1 F 0.6689(4) -0.3492(3) 0.3818(3) 0.0320(9) Uani 1 1 d . . . . .
O7 O 0.7120(4) 0.2262(4) 0.6256(3) 0.0179(9) Uani 1 1 d . . . . .
C10 C 0.1563(6) 0.0172(5) 0.4992(4) 0.0148(12) Uani 1 1 d . . . . .
N3 N 0.5311(5) 0.1417(4) 0.7488(4) 0.0150(10) Uani 1 1 d . . . . .
F2 F 0.6705(5) -0.3076(4) 0.2207(4) 0.0458(12) Uani 1 1 d . . . . .
N2 N 0.2782(5) 0.0593(4) 0.5814(4) 0.0128(10) Uani 1 1 d . . . . .
C29 C 0.6966(7) 0.2803(6) 0.2811(5) 0.0197(15) Uani 1 1 d . . . . .
H29 H 0.625717 0.297471 0.312453 0.024 Uiso 1 1 calc R U . . .
C7 C 0.2522(7) -0.1040(6) 0.2539(5) 0.0199(14) Uani 1 1 d . . . . .
H7 H 0.311046 -0.167113 0.242843 0.024 Uiso 1 1 calc R U . . .
C23 C 0.7725(8) -0.1167(7) 1.0135(5) 0.0272(17) Uani 1 1 d . . . . .
H23 H 0.799565 -0.185193 1.047664 0.033 Uiso 1 1 calc R U . . .
C49 C 0.3895(6) 0.5390(5) 0.4651(5) 0.0189(13) Uani 1 1 d . . . . .
H49 H 0.479858 0.574483 0.463497 0.023 Uiso 1 1 calc R U . . .
C53 C 0.1543(7) 0.5560(6) 0.4477(5) 0.0161(14) Uani 1 1 d . . . . .
C6 C 0.2716(7) 0.0016(7) 0.1877(5) 0.0203(15) Uani 1 1 d . . . . .
F3 F 0.4749(4) -0.3611(3) 0.2502(3) 0.0368(10) Uani 1 1 d . . . . .
C17 C 0.6487(6) 0.1914(6) 0.8580(4) 0.0174(13) Uani 1 1 d . . . . .
H17 H 0.730153 0.242728 0.844292 0.021 Uiso 1 1 calc R U . . .
C52 C 0.1241(7) 0.4360(6) 0.4681(5) 0.0192(14) Uani 1 1 d . . . . .
H52 H 0.033058 0.401185 0.468763 0.023 Uiso 1 1 calc R U . . .
O5 O 0.7241(4) -0.0293(4) 0.6402(3) 0.0175(9) Uani 1 1 d . . . . .
C25 C 0.6063(6) -0.1545(6) 0.3445(5) 0.0161(13) Uani 1 1 d . . . . .
C15 C 0.4205(6) 0.1720(5) 0.7642(4) 0.0150(13) Uani 1 1 d . . . . .
C2 C 0.2720(7) 0.0551(8) 0.0090(6) 0.0374(19) Uani 1 1 d . . . . .
H2 H 0.270146 0.029860 -0.066999 0.045 Uiso 1 1 calc R U . . .
C1 C 0.2751(8) 0.1800(8) 0.0498(6) 0.0335(19) Uani 1 1 d . . . . .
H1 H 0.275206 0.240725 0.002699 0.040 Uiso 1 1 calc R U . . .
C42 C 0.2320(7) -0.2976(7) 0.8215(6) 0.0253(17) Uani 1 1 d . . . . .
H42 H 0.153924 -0.268140 0.834248 0.030 Uiso 1 1 calc R U . . .
F8 F 0.8982(5) 0.5205(5) 0.6373(5) 0.0626(15) Uani 1 1 d . . . . .
C21 C 0.6372(7) -0.0982(7) 0.9922(5) 0.0293(15) Uani 1 1 d . . . . .
H21 H 0.570973 -0.153448 1.012415 0.035 Uiso 1 1 calc R U . . .
C26 C 0.6688(7) -0.0611(6) 0.3025(5) 0.0182(14) Uani 1 1 d . . . . .
H26 H 0.714696 -0.085176 0.249591 0.022 Uiso 1 1 calc R U . . .
C43 C 0.2799(7) -0.3952(6) 0.8702(5) 0.0250(15) Uani 1 1 d . . . . .
C22 C 0.8688(7) -0.0352(6) 0.9849(5) 0.0286(16) Uani 1 1 d . . . . .
H22 H 0.962306 -0.047386 0.999551 0.034 Uiso 1 1 calc R U . . .
C47 C 0.4729(6) 0.3418(5) 0.5207(4) 0.0150(12) Uani 1 1 d . . . . .
C28 C 0.7386(6) 0.1650(5) 0.2839(4) 0.0143(12) Uani 1 1 d . . . . .
C4 C 0.2714(7) -0.0349(7) 0.0759(5) 0.0292(16) Uani 1 1 d . . . . .
H4 H 0.270829 -0.120656 0.046476 0.035 Uiso 1 1 calc R U . . .
C31 C 0.7578(7) 0.3713(6) 0.2327(5) 0.0201(15) Uani 1 1 d . . . . .
H31 H 0.728527 0.449804 0.229177 0.024 Uiso 1 1 calc R U . . .
F9 F 0.9659(5) 0.3657(4) 0.7007(5) 0.0803(18) Uani 1 1 d . . . . .
C18 C 0.6935(6) 0.0839(6) 0.9135(4) 0.0176(13) Uani 1 1 d . . . . .
C32 C 0.9109(6) 0.2335(6) 0.1967(5) 0.0193(13) Uani 1 1 d . . . . .
H32 H 0.986232 0.219541 0.169867 0.023 Uiso 1 1 calc R U . . .
C37 C 0.5012(7) -0.2071(6) 0.6810(5) 0.0183(14) Uani 1 1 d . . . . .
C24 C 0.6055(7) -0.2934(6) 0.2990(5) 0.0237(15) Uani 1 1 d . . . . .
C11 C 0.0299(6) 0.0390(5) 0.5109(4) 0.0173(13) Uani 1 1 d . . . . .
H11 H -0.056382 0.003913 0.451251 0.021 Uiso 1 1 calc R U . . .
C50 C 0.2293(6) 0.3666(6) 0.4878(5) 0.0199(14) Uani 1 1 d . . . . .
H50 H 0.208749 0.282882 0.500452 0.024 Uiso 1 1 calc R U . . .
C5 C 0.2754(6) 0.1262(6) 0.2291(5) 0.0203(13) Uani 1 1 d . . . . .
H5 H 0.276331 0.151711 0.304873 0.024 Uiso 1 1 calc R U . . .
C8 C 0.1003(6) -0.1694(6) 0.2219(5) 0.0216(14) Uani 1 1 d . . . . .
H8A H 0.047031 -0.164429 0.143437 0.026 Uiso 1 1 calc R U . . .
H8B H 0.091608 -0.259840 0.227913 0.026 Uiso 1 1 calc R U . . .
C38 C 0.4168(6) -0.2842(5) 0.7373(5) 0.0181(13) Uani 1 1 d . . . . .
C34 C 0.8906(7) -0.1482(6) 0.7136(5) 0.0232(14) Uani 1 1 d . . . . .
C39 C 0.4568(7) -0.3872(6) 0.7823(5) 0.0307(16) Uani 1 1 d . . . . .
H39 H 0.531836 -0.419906 0.766949 0.037 Uiso 1 1 calc R U . . .
C20 C 0.8282(7) 0.0654(6) 0.9343(5) 0.0238(15) Uani 1 1 d . . . . .
H20 H 0.894240 0.121093 0.914336 0.029 Uiso 1 1 calc R U . . .
C51 C 0.2847(6) 0.6079(5) 0.4436(5) 0.0180(13) Uani 1 1 d . . . . .
H51 H 0.302211 0.689691 0.426280 0.022 Uiso 1 1 calc R U . . .
C14 C 0.2807(6) 0.1303(5) 0.6793(4) 0.0161(12) Uani 1 1 d . . . . .
N1 N 0.2866(5) -0.0492(4) 0.3770(4) 0.0146(10) Uani 1 1 d . . . . .
C40 C 0.2994(6) -0.2442(7) 0.7546(5) 0.0215(15) Uani 1 1 d . . . . .
H40 H 0.265672 -0.178658 0.719221 0.026 Uiso 1 1 calc R U . . .
C35 C 0.7399(6) -0.1277(5) 0.6820(5) 0.0171(13) Uani 1 1 d . . . . .
C30 C 0.8490(6) 0.1434(6) 0.2430(4) 0.0180(13) Uani 1 1 d . . . . .
H30 H 0.881015 0.066227 0.247351 0.022 Uiso 1 1 calc R U . . .
C19 C 0.5978(6) 0.0006(6) 0.9417(5) 0.0238(14) Uani 1 1 d . . . . .
H19 H 0.503829 0.011782 0.925988 0.029 Uiso 1 1 calc R U . . .
C9 C 0.1682(6) -0.0469(5) 0.3928(4) 0.0166(12) Uani 1 1 d . . . . .
C16 C 0.5822(7) 0.2793(7) 0.9258(5) 0.0295(15) Uani 1 1 d . . . . .
H16A H 0.601335 0.264504 1.004254 0.035 Uiso 1 1 calc R U . . .
H16B H 0.620376 0.369822 0.929484 0.035 Uiso 1 1 calc R U . . .
C45 C 0.7192(6) 0.3408(5) 0.6205(5) 0.0189(13) Uani 1 1 d . . . . .
C46 C 0.6158(6) 0.4035(5) 0.5719(5) 0.0212(13) Uani 1 1 d . . . . .
H46 H 0.641746 0.491565 0.573039 0.025 Uiso 1 1 calc R U . . .
C48 C 0.3639(6) 0.4171(5) 0.4895(4) 0.0152(12) Uani 1 1 d . . . . .
C27 C 0.6687(6) 0.0687(5) 0.3334(4) 0.0148(12) Uani 1 1 d . . . . .
C33 C 0.8624(7) 0.3433(6) 0.1899(5) 0.0232(14) Uani 1 1 d . . . . .
C13 C 0.1598(6) 0.1602(5) 0.6956(5) 0.0191(13) Uani 1 1 d . . . . .
H13 H 0.164441 0.212767 0.764416 0.023 Uiso 1 1 calc R U . . .
C41 C 0.3893(7) -0.4427(6) 0.8491(6) 0.0346(17) Uani 1 1 d . . . . .
H41 H 0.417872 -0.512600 0.879914 0.042 Uiso 1 1 calc R U . . .
C12 C 0.0324(6) 0.1122(6) 0.6100(5) 0.0208(14) Uani 1 1 d . . . . .
H12 H -0.052134 0.129807 0.619870 0.025 Uiso 1 1 calc R U . . .
C36 C 0.6431(6) -0.2150(5) 0.7022(5) 0.0176(13) Uani 1 1 d . . . . .
H36 H 0.673187 -0.284934 0.732118 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2780(7) 0.2158(7) 0.1606(5) 0.0296(16) Uani 1 1 d . . . . .
H3 H 0.281882 0.302190 0.190414 0.035 Uiso 1 1 calc R U . . .
C44 C 0.8633(7) 0.4261(7) 0.6871(6) 0.0299(17) 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'
Br Br -0.2901 2.4595 '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 O8 143.49(13) . . ?
O5 Eu1 O4 97.15(12) . . ?
O8 Eu1 O4 74.04(12) . . ?
O5 Eu1 O6 73.15(13) . . ?
O8 Eu1 O6 131.09(12) . . ?
O4 Eu1 O6 148.29(13) . . ?
O5 Eu1 O7 72.45(13) . . ?
O8 Eu1 O7 71.25(13) . . ?
O4 Eu1 O7 70.13(13) . . ?
O6 Eu1 O7 130.91(12) . . ?
O5 Eu1 O3 72.00(13) . . ?
O8 Eu1 O3 132.56(12) . . ?
O4 Eu1 O3 70.15(12) . . ?
O6 Eu1 O3 78.15(12) . . ?
O7 Eu1 O3 121.59(12) . . ?
O5 Eu1 N1 139.09(13) . . ?
O8 Eu1 N1 76.23(14) . . ?
O4 Eu1 N1 83.80(14) . . ?
O6 Eu1 N1 84.76(13) . . ?
O7 Eu1 N1 142.65(12) . . ?
O3 Eu1 N1 69.98(13) . . ?
O5 Eu1 N3 84.05(13) . . ?
O8 Eu1 N3 79.63(13) . . ?
O4 Eu1 N3 136.63(14) . . ?
O6 Eu1 N3 73.55(13) . . ?
O7 Eu1 N3 69.03(13) . . ?
O3 Eu1 N3 147.19(12) . . ?
N1 Eu1 N3 122.54(14) . . ?
O5 Eu1 N2 134.08(12) . . ?
O8 Eu1 N2 62.46(12) . . ?
O4 Eu1 N2 128.63(12) . . ?
O6 Eu1 N2 68.83(12) . . ?
O7 Eu1 N2 115.91(13) . . ?
O3 Eu1 N2 122.21(13) . . ?
N1 Eu1 N2 61.20(13) . . ?
N3 Eu1 N2 61.38(14) . . ?
C47 O8 Eu1 140.2(4) . . ?
C27 O4 Eu1 138.8(3) . . ?
C9 O1 C8 103.2(4) . . ?
C37 O6 Eu1 135.7(4) . . ?
C15 O2 C16 104.9(4) . . ?
C25 O3 Eu1 132.4(4) . . ?
C45 O7 Eu1 132.3(4) . . ?
N2 C10 C11 122.9(5) . . ?
N2 C10 C9 113.6(5) . . ?
C11 C10 C9 123.3(5) . . ?
C15 N3 C17 107.2(4) . . ?
C15 N3 Eu1 119.4(4) . . ?
C17 N3 Eu1 132.9(3) . . ?
C10 N2 C14 118.5(5) . . ?
C10 N2 Eu1 121.0(3) . . ?
C14 N2 Eu1 119.7(4) . . ?
C28 C29 C31 120.5(6) . . ?
C28 C29 H29 119.7 . . ?
C31 C29 H29 119.7 . . ?
N1 C7 C8 101.8(5) . . ?
N1 C7 C6 110.7(5) . . ?
C8 C7 C6 112.0(5) . . ?
N1 C7 H7 110.7 . . ?
C8 C7 H7 110.7 . . ?
C6 C7 H7 110.7 . . ?
C22 C23 C21 119.7(6) . . ?
C22 C23 H23 120.2 . . ?
C21 C23 H23 120.2 . . ?
C51 C49 C48 120.9(6) . . ?
C51 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C52 C53 C51 121.9(5) . . ?
C52 C53 Br3 119.1(5) . . ?
C51 C53 Br3 119.0(4) . . ?
C5 C6 C4 119.4(6) . . ?
C5 C6 C7 122.8(5) . . ?
C4 C6 C7 117.6(6) . . ?
N3 C17 C18 110.8(5) . . ?
N3 C17 C16 101.7(4) . . ?
C18 C17 C16 113.8(4) . . ?
N3 C17 H17 110.1 . . ?
C18 C17 H17 110.1 . . ?
C16 C17 H17 110.1 . . ?
C53 C52 C50 118.7(6) . . ?
C53 C52 H52 120.6 . . ?
C50 C52 H52 120.6 . . ?
C35 O5 Eu1 132.1(4) . . ?
O3 C25 C26 129.0(6) . . ?
O3 C25 C24 112.2(5) . . ?
C26 C25 C24 118.8(5) . . ?
N3 C15 O2 118.9(5) . . ?
N3 C15 C14 123.5(5) . . ?
O2 C15 C14 117.6(5) . . ?
C1 C2 C4 121.6(6) . . ?
C1 C2 H2 119.2 . . ?
C4 C2 H2 119.2 . . ?
C2 C1 C3 118.7(6) . . ?
C2 C1 H1 120.6 . . ?
C3 C1 H1 120.6 . . ?
C40 C42 C43 118.8(6) . . ?
C40 C42 H42 120.6 . . ?
C43 C42 H42 120.6 . . ?
C19 C21 C23 120.0(6) . . ?
C19 C21 H21 120.0 . . ?
C23 C21 H21 120.0 . . ?
C25 C26 C27 123.5(5) . . ?
C25 C26 H26 118.2 . . ?
C27 C26 H26 118.2 . . ?
C41 C43 C42 121.5(5) . . ?
C41 C43 Br2 118.6(4) . . ?
C42 C43 Br2 119.9(5) . . ?
C23 C22 C20 119.9(6) . . ?
C23 C22 H22 120.1 . . ?
C20 C22 H22 120.1 . . ?
O8 C47 C46 122.6(5) . . ?
O8 C47 C48 117.0(5) . . ?
C46 C47 C48 120.2(5) . . ?
C29 C28 C30 119.2(5) . . ?
C29 C28 C27 119.2(5) . . ?
C30 C28 C27 121.5(5) . . ?
C2 C4 C6 119.3(7) . . ?
C2 C4 H4 120.3 . . ?
C6 C4 H4 120.3 . . ?
C33 C31 C29 117.8(6) . . ?
C33 C31 H31 121.1 . . ?
C29 C31 H31 121.1 . . ?
C20 C18 C19 119.1(5) . . ?
C20 C18 C17 120.5(5) . . ?
C19 C18 C17 120.3(5) . . ?
C33 C32 C30 119.0(5) . . ?
C33 C32 H32 120.5 . . ?
C30 C32 H32 120.5 . . ?
O6 C37 C36 123.9(5) . . ?
O6 C37 C38 117.7(5) . . ?
C36 C37 C38 118.2(5) . . ?
F3 C24 F1 107.0(5) . . ?
F3 C24 F2 106.5(5) . . ?
F1 C24 F2 106.4(5) . . ?
F3 C24 C25 111.2(5) . . ?
F1 C24 C25 111.8(5) . . ?
F2 C24 C25 113.6(5) . . ?
C12 C11 C10 118.7(5) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
C52 C50 C48 121.4(5) . . ?
C52 C50 H50 119.3 . . ?
C48 C50 H50 119.3 . . ?
C6 C5 C3 120.3(6) . . ?
C6 C5 H5 119.9 . . ?
C3 C5 H5 119.9 . . ?
O1 C8 C7 104.0(5) . . ?
O1 C8 H8A 111.0 . . ?
C7 C8 H8A 111.0 . . ?
O1 C8 H8B 111.0 . . ?
C7 C8 H8B 111.0 . . ?
H8A C8 H8B 109.0 . . ?
C39 C38 C40 118.0(5) . . ?
C39 C38 C37 123.0(5) . . ?
C40 C38 C37 118.7(5) . . ?
F4 C34 F5 108.3(5) . . ?
F4 C34 F6 106.0(5) . . ?
F5 C34 F6 105.5(5) . . ?
F4 C34 C35 110.7(5) . . ?
F5 C34 C35 113.8(5) . . ?
F6 C34 C35 112.0(5) . . ?
C41 C39 C38 121.1(6) . . ?
C41 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
C18 C20 C22 120.3(6) . . ?
C18 C20 H20 119.8 . . ?
C22 C20 H20 119.8 . . ?
C53 C51 C49 119.0(5) . . ?
C53 C51 H51 120.5 . . ?
C49 C51 H51 120.5 . . ?
N2 C14 C13 121.9(5) . . ?
N2 C14 C15 114.0(5) . . ?
C13 C14 C15 124.1(5) . . ?
C9 N1 C7 105.8(5) . . ?
C9 N1 Eu1 120.8(4) . . ?
C7 N1 Eu1 133.4(4) . . ?
C42 C40 C38 121.4(6) . . ?
C42 C40 H40 119.3 . . ?
C38 C40 H40 119.3 . . ?
O5 C35 C36 129.5(5) . . ?
O5 C35 C34 113.6(5) . . ?
C36 C35 C34 116.9(5) . . ?
C32 C30 C28 120.4(5) . . ?
C32 C30 H30 119.8 . . ?
C28 C30 H30 119.8 . . ?
C21 C19 C18 120.9(6) . . ?
C21 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
N1 C9 O1 118.2(5) . . ?
N1 C9 C10 123.0(5) . . ?
O1 C9 C10 118.7(5) . . ?
O2 C16 C17 105.2(5) . . ?
O2 C16 H16A 110.7 . . ?
C17 C16 H16A 110.7 . . ?
O2 C16 H16B 110.7 . . ?
C17 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?
O7 C45 C46 130.4(6) . . ?
O7 C45 C44 114.1(5) . . ?
C46 C45 C44 115.3(5) . . ?
C45 C46 C47 122.6(5) . . ?
C45 C46 H46 118.7 . . ?
C47 C46 H46 118.7 . . ?
C50 C48 C49 118.0(5) . . ?
C50 C48 C47 118.2(5) . . ?
C49 C48 C47 123.8(5) . . ?
O4 C27 C26 121.9(5) . . ?
O4 C27 C28 117.4(5) . . ?
C26 C27 C28 120.6(5) . . ?
C32 C33 C31 122.9(5) . . ?
C32 C33 Br1 118.6(4) . . ?
C31 C33 Br1 118.5(5) . . ?
C12 C13 C14 119.0(5) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C43 C41 C39 119.0(5) . . ?
C43 C41 H41 120.5 . . ?
C39 C41 H41 120.5 . . ?
C11 C12 C13 119.0(5) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C35 C36 C37 123.7(5) . . ?
C35 C36 H36 118.2 . . ?
C37 C36 H36 118.2 . . ?
C1 C3 C5 120.6(7) . . ?
C1 C3 H3 119.7 . . ?
C5 C3 H3 119.7 . . ?
F9 C44 F7 108.7(6) . . ?
F9 C44 F8 105.0(6) . . ?
F7 C44 F8 104.5(6) . . ?
F9 C44 C45 113.4(6) . . ?
F7 C44 C45 111.3(5) . . ?
F8 C44 C45 113.3(6) . . ?
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
Eu1 O5 2.361(4) . ?
Eu1 O8 2.373(4) . ?
Eu1 O4 2.373(3) . ?
Eu1 O6 2.409(4) . ?
Eu1 O7 2.430(4) . ?
Eu1 O3 2.444(4) . ?
Eu1 N1 2.603(5) . ?
Eu1 N3 2.628(4) . ?
Eu1 N2 2.699(4) . ?
Br1 C33 1.915(5) . ?
Br2 C43 1.905(5) . ?
Br3 C53 1.896(6) . ?
O8 C47 1.258(7) . ?
F6 C34 1.348(7) . ?
O4 C27 1.268(6) . ?
F4 C34 1.331(7) . ?
O1 C9 1.349(7) . ?
O1 C8 1.464(7) . ?
O6 C37 1.252(7) . ?
F7 C44 1.317(8) . ?
F5 C34 1.339(6) . ?
O2 C15 1.346(6) . ?
O2 C16 1.455(8) . ?
O3 C25 1.270(6) . ?
F1 C24 1.334(7) . ?
O7 C45 1.250(7) . ?
C10 N2 1.321(7) . ?
C10 C11 1.392(8) . ?
C10 C9 1.465(7) . ?
N3 C15 1.282(7) . ?
N3 C17 1.490(7) . ?
F2 C24 1.347(6) . ?
N2 C14 1.347(7) . ?
C29 C28 1.388(8) . ?
C29 C31 1.398(8) . ?
C29 H29 0.9500 . ?
C7 N1 1.490(7) . ?
C7 C8 1.507(9) . ?
C7 C6 1.537(8) . ?
C7 H7 1.0000 . ?
C23 C22 1.384(9) . ?
C23 C21 1.378(9) . ?
C23 H23 0.9500 . ?
C49 C51 1.382(8) . ?
C49 C48 1.407(8) . ?
C49 H49 0.9500 . ?
C53 C52 1.373(8) . ?
C53 C51 1.380(8) . ?
C6 C5 1.369(9) . ?
C6 C4 1.405(8) . ?
F3 C24 1.330(8) . ?
C17 C18 1.511(8) . ?
C17 C16 1.552(8) . ?
C17 H17 1.0000 . ?
C52 C50 1.389(8) . ?
C52 H52 0.9500 . ?
O5 C35 1.271(6) . ?
C25 C26 1.370(8) . ?
C25 C24 1.534(8) . ?
C15 C14 1.460(8) . ?
C2 C1 1.372(11) . ?
C2 C4 1.382(9) . ?
C2 H2 0.9500 . ?
C1 C3 1.383(9) . ?
C1 H1 0.9500 . ?
C42 C40 1.373(8) . ?
C42 C43 1.383(8) . ?
C42 H42 0.9500 . ?
F8 C44 1.335(8) . ?
C21 C19 1.380(8) . ?
C21 H21 0.9500 . ?
C26 C27 1.409(8) . ?
C26 H26 0.9500 . ?
C43 C41 1.377(8) . ?
C22 C20 1.401(8) . ?
C22 H22 0.9500 . ?
C47 C46 1.415(8) . ?
C47 C48 1.475(8) . ?
C28 C30 1.407(7) . ?
C28 C27 1.490(7) . ?
C4 H4 0.9500 . ?
C31 C33 1.384(8) . ?
C31 H31 0.9500 . ?
F9 C44 1.302(8) . ?
C18 C20 1.373(8) . ?
C18 C19 1.387(8) . ?
C32 C33 1.366(8) . ?
C32 C30 1.375(8) . ?
C32 H32 0.9500 . ?
C37 C36 1.411(8) . ?
C37 C38 1.503(7) . ?
C11 C12 1.369(8) . ?
C11 H11 0.9500 . ?
C50 C48 1.390(8) . ?
C50 H50 0.9500 . ?
C5 C3 1.395(8) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C38 C39 1.390(8) . ?
C38 C40 1.399(8) . ?
C34 C35 1.529(8) . ?
C39 C41 1.381(8) . ?
C39 H39 0.9500 . ?
C20 H20 0.9500 . ?
C51 H51 0.9500 . ?
C14 C13 1.386(7) . ?
N1 C9 1.284(7) . ?
C40 H40 0.9500 . ?
C35 C36 1.368(8) . ?
C30 H30 0.9500 . ?
C19 H19 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C45 C46 1.383(8) . ?
C45 C44 1.530(9) . ?
C46 H46 0.9500 . ?
C13 C12 1.384(8) . ?
C13 H13 0.9500 . ?
C41 H41 0.9500 . ?
C12 H12 0.9500 . ?
C36 H36 0.9500 . ?
C3 H3 0.9500 . ?
