#------------------------------------------------------------------------------
#$Date: 2016-02-05 01:09:48 +0200 (Fri, 05 Feb 2016) $
#$Revision: 176013 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/76/7037603.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_7037603
loop_
_publ_author_name
'Deacon, Glen B.'
'Junk, Peter C.'
'Kelly, Rory P.'
'Wang, Jun'
_publ_section_title
;
 Exploring the effect of the Ln(III)/Ln(II) redox potential on C-F
 activation and on oxidation of some lanthanoid organoamides.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1422
_journal_page_last               1435
_journal_paper_doi               10.1039/c5dt04239a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C72 H90 Eu4 F26 N12 O2, C7 H8'
_chemical_formula_sum            'C79 H98 Eu4 F26 N12 O2'
_chemical_formula_weight         2349.53
_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_date             2015-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-10-28 deposited with the CCDC.
2015-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.19(3)
_cell_angle_beta                 91.45(3)
_cell_angle_gamma                95.12(3)
_cell_formula_units_Z            1
_cell_length_a                   11.610(2)
_cell_length_b                   12.902(3)
_cell_length_c                   15.759(3)
_cell_measurement_reflns_used    55920
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.244
_cell_measurement_theta_min      3.026
_cell_volume                     2350.4(8)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_laue_measured_fraction_full 0.935
_diffrn_reflns_laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            55920
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.026
_diffrn_source                   'Australian Synchrotron'
_exptl_absorpt_coefficient_mu    2.732
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rect. prism'
_exptl_crystal_F_000             1158
_platon_squeeze_details
;
 Spek, A.L. (1990), Acta Cryst. A46, C-34
;
_refine_diff_density_max         2.466
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.152
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         7745
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0695P)²+3.1899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1122
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7111
_reflns_number_total             7745
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt04239a1.cif
_cod_data_source_block           added_by_encifer
_cod_depositor_comments
'Adding full bibliography for 7037593--7037603.cif.'
_cod_database_code               7037603
_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, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C101-C102 = C102-C103 = C103-C104 = C104-C105 = C105-C106 = C106-C101
 1.38 with sigma of 0.02
 C100-C101
 1.55 with sigma of 0.02
 C100-C102 = C101-C103 = C102-C104 = C103-C105 = C104-C106 = C105-C101
 2.38 with sigma of 0.04
 C100-C102 \\sim C100-C106
 with sigma of 0.02
3. Restrained planarity
 C100, C101, C102, C103, C104, C105, C106
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104 \\sim C105 \\sim C106: within
1.7A with sigma of 0.007 and sigma for terminal atoms of 0.001
5. Others
 Fixed Sof: C104(0.5) H104(0.5) C102(0.5) H102(0.5) C103(0.5) H103(0.5)
 C100(0.5) H10D(0.5) H10E(0.5) H10F(0.5) C105(0.5) H105(0.5) C106(0.5)
 H106(0.5) C101(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B), C31(H31A,H31B), C32(H32A,H32B),
  C33(H33A,H33B), C35(H35A,H35B)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C16(H16), C28(H28), C104(H104), C102(H102), C103(H103), C105(H105),
 C106(H106)
6.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C100(H10D,H10E,H10F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.49394(2) 0.54636(2) 0.28567(2) 0.03672(11) Uani 1 1 d . . . . .
F1 F 0.7234(3) 0.5755(2) 0.3413(2) 0.0457(7) Uani 1 1 d . . . . .
O1 O 0.5225(3) 0.4865(3) 0.4125(2) 0.0348(7) Uani 1 1 d . . . . .
N1 N 0.5651(4) 0.7153(4) 0.3532(3) 0.0425(10) Uani 1 1 d . . . . .
C1 C 0.6808(5) 0.7514(4) 0.3501(3) 0.0446(12) Uani 1 1 d . . . . .
Eu2 Eu 0.53730(2) 0.37264(2) 0.51283(2) 0.03151(10) Uani 1 1 d . . . . .
F2 F 0.9491(3) 0.6238(3) 0.3347(3) 0.0676(10) Uani 1 1 d . . . . .
N2 N 0.4348(5) 0.7180(4) 0.1878(3) 0.0590(13) Uani 1 1 d . . . . .
C2 C 0.7637(5) 0.6774(4) 0.3458(4) 0.0447(12) Uani 1 1 d . . . . .
F3 F 0.8885(5) 0.9796(3) 0.3498(5) 0.1062(18) Uani 1 1 d . . . . .
N3 N 0.5730(4) 0.4208(4) 0.1961(3) 0.0459(10) Uani 1 1 d . . . . .
C3 C 0.8803(6) 0.7027(5) 0.3416(5) 0.0572(15) Uani 1 1 d . . . . .
F4 F 0.6698(4) 0.9362(3) 0.3591(4) 0.0859(14) Uani 1 1 d . . . . .
N4 N 0.3303(4) 0.4019(4) 0.2242(3) 0.0495(11) Uani 1 1 d . . . . .
C4 C 0.9273(6) 0.8031(6) 0.3418(5) 0.0696(19) Uani 1 1 d . . . . .
H4 H 1.0082 0.8209 0.3383 0.084 Uiso 1 1 calc R . . . .
F5 F 0.6611(3) 0.6167(3) 0.1874(2) 0.0589(9) Uani 1 1 d . . . . .
N5 N 0.4850(4) 0.2041(3) 0.4482(3) 0.0408(9) Uani 1 1 d . . . . .
C5 C 0.8495(7) 0.8772(6) 0.3475(5) 0.0715(19) Uani 1 1 d . . . . .
F6 F 0.8676(4) 0.6800(5) 0.1260(3) 0.0930(15) Uani 1 1 d . . . . .
N6 N 0.7181(3) 0.2889(4) 0.4607(3) 0.0407(9) Uani 1 1 d . . . . .
C6 C 0.7313(6) 0.8542(5) 0.3517(5) 0.0573(15) Uani 1 1 d . . . . .
F7 F 0.9163(5) 0.3336(6) 0.0525(4) 0.116(2) Uani 1 1 d . . . . .
C7 C 0.4839(5) 0.7935(5) 0.3310(4) 0.0507(13) Uani 1 1 d . . . . .
H7A H 0.5087 0.8597 0.3610 0.061 Uiso 1 1 calc R . . . .
H7B H 0.4057 0.7690 0.3502 0.061 Uiso 1 1 calc R . . . .
F8 F 0.7125(4) 0.2707(4) 0.1134(3) 0.0845(13) Uani 1 1 d . . . . .
C8 C 0.4792(6) 0.8128(5) 0.2356(4) 0.0590(15) Uani 1 1 d . . . . .
H8A H 0.4286 0.8690 0.2235 0.071 Uiso 1 1 calc R . . . .
H8B H 0.5578 0.8361 0.2164 0.071 Uiso 1 1 calc R . . . .
F9 F 0.3234(2) 0.3339(2) 0.4770(2) 0.0437(7) Uani 1 1 d . . . . .
C9 C 0.4796(8) 0.7243(6) 0.0999(4) 0.0700(19) Uani 1 1 d . . . . .
H9A H 0.5643 0.7423 0.1032 0.084 Uiso 1 1 calc R . . . .
H9B H 0.4445 0.7811 0.0695 0.084 Uiso 1 1 calc R . . . .
F10 F 0.0982(3) 0.2852(4) 0.4528(3) 0.0728(11) Uani 1 1 d . . . . .
C10 C 0.4543(8) 0.6230(7) 0.0486(4) 0.080(2) Uani 1 1 d . . . . .
H10A H 0.4827 0.6333 -0.0090 0.120 Uiso 1 1 calc GR . . . .
H10B H 0.3707 0.6037 0.0461 0.120 Uiso 1 1 calc GR . . . .
H10C H 0.4934 0.5673 0.0762 0.120 Uiso 1 1 calc GR . . . .
F11 F 0.1731(5) -0.0426(4) 0.3457(4) 0.1041(18) Uani 1 1 d . . . . .
C11 C 0.3067(6) 0.7037(6) 0.1865(4) 0.0659(17) Uani 1 1 d . . . . .
H11A H 0.2815 0.7065 0.2459 0.079 Uiso 1 1 calc R . . . .
H11B H 0.2831 0.6326 0.1649 0.079 Uiso 1 1 calc R . . . .
F12 F 0.3924(4) 0.0046(3) 0.3657(3) 0.0810(12) Uani 1 1 d . . . . .
C12 C 0.2393(9) 0.7789(9) 0.1352(6) 0.096(3) Uani 1 1 d . . . . .
H12A H 0.2517 0.7688 0.0746 0.143 Uiso 1 1 calc GR . . . .
H12B H 0.2660 0.8506 0.1515 0.143 Uiso 1 1 calc GR . . . .
H12C H 0.1566 0.7658 0.1465 0.143 Uiso 1 1 calc GR . . . .
F13 F 0.3475(2) 0.5971(2) 0.36555(18) 0.0405(6) Uani 1 1 d . . . . .
C13 C 0.6771(5) 0.4398(6) 0.1580(3) 0.0554(15) Uani 1 1 d . . . . .
C14 C 0.7259(5) 0.5450(6) 0.1554(4) 0.0566(15) Uani 1 1 d . . . . .
C15 C 0.8324(7) 0.5788(7) 0.1225(4) 0.072(2) Uani 1 1 d . . . . .
C16 C 0.9001(7) 0.5098(9) 0.0891(5) 0.087(3) Uani 1 1 d . . . . .
H16 H 0.9747 0.5312 0.0686 0.104 Uiso 1 1 calc R . . . .
C17 C 0.8561(7) 0.4074(9) 0.0862(4) 0.079(3) Uani 1 1 d . . . . .
C18 C 0.7465(7) 0.3716(6) 0.1202(4) 0.0655(17) Uani 1 1 d . . . . .
C19 C 0.5119(6) 0.3181(5) 0.1936(4) 0.0542(14) Uani 1 1 d . . . . .
H19A H 0.5625 0.2668 0.2171 0.065 Uiso 1 1 calc R . . . .
H19B H 0.4909 0.2982 0.1341 0.065 Uiso 1 1 calc R . . . .
C20 C 0.4022(5) 0.3179(5) 0.2459(4) 0.0517(14) Uani 1 1 d . . . . .
H20A H 0.3556 0.2504 0.2373 0.062 Uiso 1 1 calc R . . . .
H20B H 0.4249 0.3238 0.3068 0.062 Uiso 1 1 calc R . . . .
C21 C 0.2957(6) 0.4000(6) 0.1324(4) 0.0613(16) Uani 1 1 d . . . . .
H21A H 0.3667 0.4092 0.0987 0.074 Uiso 1 1 calc R . . . .
H21B H 0.2508 0.4604 0.1208 0.074 Uiso 1 1 calc R . . . .
C22 C 0.2241(8) 0.3018(7) 0.1012(5) 0.080(2) Uani 1 1 d . . . . .
H22A H 0.1939 0.3131 0.0436 0.120 Uiso 1 1 calc GR . . . .
H22B H 0.1595 0.2857 0.1392 0.120 Uiso 1 1 calc GR . . . .
H22C H 0.2729 0.2437 0.1007 0.120 Uiso 1 1 calc GR . . . .
C23 C 0.2269(5) 0.3895(6) 0.2794(4) 0.0590(16) Uani 1 1 d . . . . .
H23A H 0.2539 0.3981 0.3393 0.071 Uiso 1 1 calc R . . . .
H23B H 0.1905 0.3175 0.2725 0.071 Uiso 1 1 calc R . . . .
C24 C 0.1344(6) 0.4646(7) 0.2622(5) 0.074(2) Uani 1 1 d . . . . .
H24A H 0.1037 0.4545 0.2039 0.111 Uiso 1 1 calc GR . . . .
H24B H 0.1687 0.5364 0.2694 0.111 Uiso 1 1 calc GR . . . .
H24C H 0.0716 0.4511 0.3021 0.111 Uiso 1 1 calc GR . . . .
C25 C 0.3729(5) 0.1694(4) 0.4292(4) 0.0435(12) Uani 1 1 d . . . . .
C26 C 0.2867(5) 0.2354(5) 0.4472(4) 0.0476(13) Uani 1 1 d . . . . .
C27 C 0.1701(5) 0.2113(5) 0.4338(5) 0.0580(15) Uani 1 1 d . . . . .
C28 C 0.1274(6) 0.1175(6) 0.4007(6) 0.077(2) Uani 1 1 d . . . . .
H28 H 0.0468 0.0992 0.3928 0.092 Uiso 1 1 calc R . . . .
C29 C 0.2073(7) 0.0522(5) 0.3798(5) 0.0708(19) Uani 1 1 d . . . . .
C30 C 0.3272(6) 0.0752(5) 0.3930(5) 0.0580(15) Uani 1 1 d . . . . .
C31 C 0.5750(5) 0.1351(4) 0.4316(4) 0.0466(12) Uani 1 1 d . . . . .
H31A H 0.5863 0.1302 0.3697 0.056 Uiso 1 1 calc R . . . .
H31B H 0.5513 0.0644 0.4528 0.056 Uiso 1 1 calc R . . . .
C32 C 0.6874(5) 0.1771(4) 0.4756(4) 0.0464(12) Uani 1 1 d . . . . .
H32A H 0.6809 0.1654 0.5374 0.056 Uiso 1 1 calc R . . . .
H32B H 0.7507 0.1374 0.4555 0.056 Uiso 1 1 calc R . . . .
C33 C 0.8232(5) 0.3243(6) 0.5119(4) 0.0534(15) Uani 1 1 d . . . . .
H33A H 0.8884 0.2859 0.4933 0.064 Uiso 1 1 calc R . . . .
H33B H 0.8097 0.3072 0.5723 0.064 Uiso 1 1 calc R . . . .
C34 C 0.8561(5) 0.4389(6) 0.5043(4) 0.0637(18) Uani 1 1 d . . . . .
H34A H 0.8830 0.4545 0.4469 0.095 Uiso 1 1 calc GR . . . .
H34B H 0.9182 0.4601 0.5458 0.095 Uiso 1 1 calc GR . . . .
H34C H 0.7887 0.4771 0.5153 0.095 Uiso 1 1 calc GR . . . .
C35 C 0.7343(5) 0.3118(5) 0.3686(3) 0.0449(12) Uani 1 1 d . . . . .
H35A H 0.7525 0.3878 0.3623 0.054 Uiso 1 1 calc R . . . .
H35B H 0.6600 0.2926 0.3378 0.054 Uiso 1 1 calc R . . . .
C36 C 0.8285(6) 0.2565(6) 0.3262(4) 0.0587(16) Uani 1 1 d . . . . .
H36A H 0.8387 0.2829 0.2683 0.088 Uiso 1 1 calc GR . . . .
H36B H 0.8059 0.1815 0.3240 0.088 Uiso 1 1 calc GR . . . .
H36C H 0.9013 0.2697 0.3588 0.088 Uiso 1 1 calc GR . . . .
C104 C 0.455(2) 0.966(2) -0.0839(16) 0.129(6) Uiso 0.5 1 d D U P A -1
H104 H 0.4098 0.9478 -0.1335 0.155 Uiso 0.5 1 calc R . P A -1
C102 C 0.469(2) 1.032(2) 0.0589(16) 0.138(6) Uiso 0.5 1 d D U P A -1
H102 H 0.4355 1.0606 0.1071 0.165 Uiso 0.5 1 calc R . P A -1
C103 C 0.402(2) 1.004(2) -0.0140(16) 0.133(6) Uiso 0.5 1 d D U P A -1
H103 H 0.3212 1.0110 -0.0156 0.160 Uiso 0.5 1 calc R . P A -1
C100 C 0.658(2) 1.042(2) 0.1401(16) 0.149(5) Uiso 0.5 1 d D U P A -1
H10D H 0.6212 1.0067 0.1885 0.224 Uiso 0.5 1 calc GR . P A -1
H10E H 0.6646 1.1175 0.1498 0.224 Uiso 0.5 1 calc GR . P A -1
H10F H 0.7359 1.0190 0.1338 0.224 Uiso 0.5 1 calc GR . P A -1
C105 C 0.572(2) 0.955(2) -0.0843(16) 0.137(6) Uiso 0.5 1 d D U P A -1
H105 H 0.6066 0.9307 -0.1337 0.164 Uiso 0.5 1 calc R . P A -1
C106 C 0.636(2) 0.978(2) -0.0117(15) 0.142(6) Uiso 0.5 1 d D U P A -1
H106 H 0.7159 0.9681 -0.0098 0.170 Uiso 0.5 1 calc R . P A -1
C101 C 0.585(2) 1.0157(17) 0.0583(14) 0.148(5) Uiso 0.5 1 d D U P A -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 -0.1040 3.6870 '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
F1 Eu1 N2 110.42(14) . .
O1 Eu1 F1 66.82(11) . .
O1 Eu1 N1 83.10(14) . .
O1 Eu1 N2 146.15(14) . .
O1 Eu1 N3 103.10(15) . .
O1 Eu1 N4 100.70(14) . .
O1 Eu1 F5 123.58(12) . .
O1 Eu1 F13 73.78(11) . .
N1 Eu1 F1 61.35(13) . .
N1 Eu1 N2 67.94(16) . .
N1 Eu1 N4 154.75(15) . .
N1 Eu1 F5 76.88(13) . .
N3 Eu1 F1 81.10(14) . .
N3 Eu1 N1 136.20(16) . .
N3 Eu1 N2 109.86(16) . .
N3 Eu1 N4 67.69(16) . .
N3 Eu1 F5 63.49(14) . .
N4 Eu1 F1 143.08(13) . .
N4 Eu1 N2 98.74(16) . .
F5 Eu1 F1 57.21(11) . .
F5 Eu1 N2 67.72(15) . .
F5 Eu1 N4 119.12(13) . .
F13 Eu1 F1 121.69(10) . .
F13 Eu1 N1 73.05(13) . .
F13 Eu1 N2 81.05(14) . .
F13 Eu1 N3 150.63(14) . .
F13 Eu1 N4 83.97(13) . .
F13 Eu1 F5 142.91(12) . .
C2 F1 Eu1 112.8(3) . .
Eu1 O1 Eu2 97.19(13) . 2_666
Eu1 O1 Eu2 158.46(19) . .
Eu2 O1 Eu2 101.73(13) . 2_666
Eu1 N1 Eu2 82.04(13) . 2_666
C1 N1 Eu1 120.4(4) . .
C1 N1 Eu2 125.3(4) . 2_666
C1 N1 C7 114.5(5) . .
C7 N1 Eu1 108.9(4) . .
C7 N1 Eu2 100.6(3) . 2_666
N1 C1 C2 118.2(5) . .
N1 C1 C6 129.0(6) . .
C6 C1 C2 112.7(5) . .
O1 Eu2 Eu1 39.67(8) 2_666 2_666
O1 Eu2 Eu1 117.28(10) . 2_666
O1 Eu2 O1 78.27(13) . 2_666
O1 Eu2 N1 76.60(13) 2_666 2_666
O1 Eu2 N1 144.65(13) . 2_666
O1 Eu2 N5 106.22(14) . .
O1 Eu2 N5 147.50(13) 2_666 .
O1 Eu2 N6 98.80(13) . .
O1 Eu2 N6 143.56(13) 2_666 .
O1 Eu2 F9 81.65(12) . .
O1 Eu2 F9 84.25(11) 2_666 .
O1 Eu2 F13 123.71(12) . 2_666
N1 Eu2 Eu1 46.81(10) 2_666 2_666
N5 Eu2 Eu1 129.82(11) . 2_666
N5 Eu2 N1 83.20(15) . 2_666
N5 Eu2 N6 68.59(15) . .
N5 Eu2 F9 65.14(13) . .
N6 Eu2 Eu1 123.91(10) . 2_666
N6 Eu2 N1 116.15(14) . 2_666
F9 Eu2 Eu1 96.68(8) . 2_666
F9 Eu2 N1 71.49(13) . 2_666
F9 Eu2 N6 131.70(12) . .
F13 Eu2 Eu1 42.33(7) 2_666 2_666
F13 Eu2 O1 70.28(11) 2_666 2_666
F13 Eu2 N1 69.29(13) 2_666 2_666
F13 Eu2 N5 125.38(13) 2_666 .
F13 Eu2 N6 82.34(12) 2_666 .
F13 Eu2 F9 137.01(10) 2_666 .
C8 N2 Eu1 106.6(3) . .
C8 N2 C9 109.1(6) . .
C8 N2 C11 111.7(5) . .
C9 N2 Eu1 116.3(4) . .
C11 N2 Eu1 102.0(4) . .
C11 N2 C9 111.0(5) . .
F1 C2 C1 117.3(5) . .
F1 C2 C3 118.5(5) . .
C3 C2 C1 124.1(6) . .
C13 N3 Eu1 122.6(4) . .
C13 N3 C19 120.8(5) . .
C19 N3 Eu1 116.1(4) . .
F2 C3 C2 117.7(6) . .
F2 C3 C4 120.1(6) . .
C4 C3 C2 122.2(7) . .
C20 N4 Eu1 91.3(3) . .
C20 N4 C21 111.9(5) . .
C20 N4 C23 107.0(5) . .
C21 N4 Eu1 120.7(4) . .
C21 N4 C23 111.4(5) . .
C23 N4 Eu1 112.2(4) . .
C3 C4 H4 122.3 . .
C3 C4 C5 115.4(6) . .
C5 C4 H4 122.3 . .
C14 F5 Eu1 116.1(3) . .
C25 N5 Eu2 122.0(3) . .
C25 N5 C31 118.4(5) . .
C31 N5 Eu2 119.5(3) . .
F3 C5 C4 119.7(7) . .
F3 C5 C6 116.5(7) . .
C4 C5 C6 123.9(6) . .
C32 N6 Eu2 102.5(3) . .
C32 N6 C33 109.5(4) . .
C32 N6 C35 111.8(4) . .
C33 N6 Eu2 111.8(3) . .
C33 N6 C35 111.3(4) . .
C35 N6 Eu2 109.7(3) . .
F4 C6 C1 122.9(6) . .
F4 C6 C5 115.4(6) . .
C5 C6 C1 121.8(6) . .
N1 C7 Eu2 53.0(3) . 2_666
N1 C7 H7A 109.3 . .
N1 C7 H7B 109.3 . .
N1 C7 C8 111.4(5) . .
Eu2 C7 H7A 102.2 2_666 .
Eu2 C7 H7B 61.8 2_666 .
H7A C7 H7B 108.0 . .
C8 C7 Eu2 148.3(4) . 2_666
C8 C7 H7A 109.3 . .
C8 C7 H7B 109.3 . .
N2 C8 C7 111.8(5) . .
N2 C8 H8A 109.3 . .
N2 C8 H8B 109.3 . .
C7 C8 H8A 109.3 . .
C7 C8 H8B 109.3 . .
H8A C8 H8B 107.9 . .
C26 F9 Eu2 117.5(3) . .
N2 C9 H9A 108.8 . .
N2 C9 H9B 108.8 . .
N2 C9 C10 113.6(6) . .
H9A C9 H9B 107.7 . .
C10 C9 H9A 108.8 . .
C10 C9 H9B 108.8 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10B 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N2 C11 H11A 107.6 . .
N2 C11 H11B 107.6 . .
N2 C11 C12 118.8(7) . .
H11A C11 H11B 107.0 . .
C12 C11 H11A 107.6 . .
C12 C11 H11B 107.6 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
Eu1 F13 Eu2 94.43(10) . 2_666
N3 C13 C14 117.4(6) . .
N3 C13 C18 130.1(7) . .
C18 C13 C14 112.4(6) . .
F5 C14 C13 116.0(5) . .
F5 C14 C15 118.3(7) . .
C15 C14 C13 125.7(7) . .
F6 C15 C14 118.8(7) . .
F6 C15 C16 120.7(8) . .
C16 C15 C14 120.4(9) . .
C15 C16 H16 121.5 . .
C15 C16 C17 116.9(7) . .
C17 C16 H16 121.5 . .
F7 C17 C16 121.1(8) . .
F7 C17 C18 115.8(9) . .
C16 C17 C18 123.1(7) . .
F8 C18 C13 120.9(7) . .
F8 C18 C17 117.8(7) . .
C13 C18 C17 121.3(8) . .
N3 C19 H19A 109.8 . .
N3 C19 H19B 109.8 . .
N3 C19 C20 109.5(5) . .
H19A C19 H19B 108.2 . .
C20 C19 H19A 109.8 . .
C20 C19 H19B 109.8 . .
N4 C20 C19 113.8(5) . .
N4 C20 H20A 108.8 . .
N4 C20 H20B 108.8 . .
C19 C20 H20A 108.8 . .
C19 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
N4 C21 H21A 108.3 . .
N4 C21 H21B 108.3 . .
N4 C21 C22 115.7(6) . .
H21A C21 H21B 107.4 . .
C22 C21 H21A 108.3 . .
C22 C21 H21B 108.3 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
N4 C23 H23A 108.3 . .
N4 C23 H23B 108.3 . .
N4 C23 C24 115.8(6) . .
H23A C23 H23B 107.4 . .
C24 C23 H23A 108.3 . .
C24 C23 H23B 108.3 . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N5 C25 C26 118.0(5) . .
N5 C25 C30 129.8(5) . .
C30 C25 C26 112.2(5) . .
F9 C26 C25 116.9(5) . .
C27 C26 F9 117.8(5) . .
C27 C26 C25 125.2(6) . .
F10 C27 C26 117.8(6) . .
F10 C27 C28 120.8(6) . .
C28 C27 C26 121.4(7) . .
C27 C28 H28 122.2 . .
C29 C28 C27 115.7(6) . .
C29 C28 H28 122.2 . .
F11 C29 C30 116.2(7) . .
C28 C29 F11 119.9(7) . .
C28 C29 C30 123.9(6) . .
F12 C30 C25 122.7(6) . .
F12 C30 C29 115.7(6) . .
C25 C30 C29 121.6(6) . .
N5 C31 H31A 109.7 . .
N5 C31 H31B 109.7 . .
N5 C31 C32 109.7(5) . .
H31A C31 H31B 108.2 . .
C32 C31 H31A 109.7 . .
C32 C31 H31B 109.7 . .
N6 C32 C31 113.6(4) . .
N6 C32 H32A 108.8 . .
N6 C32 H32B 108.8 . .
C31 C32 H32A 108.8 . .
C31 C32 H32B 108.8 . .
H32A C32 H32B 107.7 . .
N6 C33 H33A 109.0 . .
N6 C33 H33B 109.0 . .
N6 C33 C34 112.7(5) . .
H33A C33 H33B 107.8 . .
C34 C33 H33A 109.0 . .
C34 C33 H33B 109.0 . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34B 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
N6 C35 H35A 108.3 . .
N6 C35 H35B 108.3 . .
N6 C35 C36 115.7(5) . .
H35A C35 H35B 107.4 . .
C36 C35 H35A 108.3 . .
C36 C35 H35B 108.3 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36B 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C103 C104 H104 118.8 . .
C105 C104 H104 118.8 . .
C105 C104 C103 122(2) . .
C103 C102 H102 121.2 . .
C101 C102 H102 121.2 . .
C101 C102 C103 118(2) . .
C104 C103 C102 119(2) . .
C104 C103 H103 120.5 . .
C102 C103 H103 120.5 . .
H10D C100 H10E 109.5 . .
H10D C100 H10F 109.5 . .
H10E C100 H10F 109.5 . .
C101 C100 H10D 109.5 . .
C101 C100 H10E 109.5 . .
C101 C100 H10F 109.5 . .
C104 C105 H105 120.8 . .
C106 C105 C104 118(2) . .
C106 C105 H105 120.8 . .
C105 C106 H106 119.8 . .
C105 C106 C101 120(2) . .
C101 C106 H106 119.8 . .
C102 C101 C100 117.8(15) . .
C106 C101 C102 122(2) . .
C106 C101 C100 120.0(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 F1 2.776(3) .
Eu1 O1 2.173(3) .
Eu1 N1 2.487(5) .
Eu1 N2 2.828(5) .
Eu1 N3 2.402(5) .
Eu1 N4 2.699(5) .
Eu1 F5 2.615(3) .
Eu1 F13 2.282(3) .
F1 C2 1.357(7) .
O1 Eu2 2.328(4) 2_666
O1 Eu2 2.176(3) .
N1 C1 1.384(7) .
N1 Eu2 2.656(5) 2_666
N1 C7 1.478(7) .
C1 C2 1.418(8) .
C1 C6 1.401(8) .
Eu2 Eu1 3.3780(9) 2_666
Eu2 O1 2.328(4) 2_666
Eu2 N1 2.656(5) 2_666
Eu2 N5 2.419(5) .
Eu2 N6 2.595(4) .
Eu2 F9 2.538(3) .
Eu2 F13 2.321(3) 2_666
F2 C3 1.355(8) .
N2 C8 1.480(9) .
N2 C9 1.492(8) .
N2 C11 1.482(9) .
C2 C3 1.367(9) .
F3 C5 1.358(8) .
N3 C13 1.367(8) .
N3 C19 1.446(8) .
C3 C4 1.359(10) .
F4 C6 1.335(8) .
N4 C20 1.462(8) .
N4 C21 1.491(7) .
N4 C23 1.497(8) .
C4 H4 0.9500 .
C4 C5 1.376(11) .
F5 C14 1.348(8) .
N5 C25 1.364(7) .
N5 C31 1.460(7) .
C5 C6 1.382(10) .
F6 C15 1.334(10) .
N6 C32 1.476(7) .
N6 C33 1.482(7) .
N6 C35 1.495(7) .
F7 C17 1.346(10) .
C7 Eu2 3.268(6) 2_666
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C7 C8 1.525(9) .
F8 C18 1.329(9) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
F9 C26 1.381(7) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 C10 1.536(12) .
F10 C27 1.359(8) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
F11 C29 1.358(8) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C11 C12 1.522(10) .
F12 C30 1.313(8) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
F13 Eu2 2.321(3) 2_666
C13 C14 1.424(10) .
C13 C18 1.388(10) .
C14 C15 1.387(10) .
C15 C16 1.353(13) .
C16 H16 0.9500 .
C16 C17 1.373(14) .
C17 C18 1.432(12) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C19 C20 1.535(9) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C21 C22 1.524(11) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C23 C24 1.530(11) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C26 1.405(8) .
C25 C30 1.396(8) .
C26 C27 1.372(9) .
C27 C28 1.364(11) .
C28 H28 0.9500 .
C28 C29 1.354(12) .
C29 C30 1.407(10) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C31 C32 1.517(8) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C33 C34 1.500(10) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C35 C36 1.525(8) .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C104 H104 0.9500 .
C104 C103 1.387(17) .
C104 C105 1.370(18) .
C102 H102 0.9500 .
C102 C103 1.396(17) .
C102 C101 1.385(18) .
C103 H103 0.9500 .
C100 H10D 0.9800 .
C100 H10E 0.9800 .
C100 H10F 0.9800 .
C100 C101 1.547(18) .
C105 H105 0.9500 .
C105 C106 1.366(17) .
C106 H106 0.9500 .
C106 C101 1.371(18) .
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
_geom_torsion_site_symmetry_4
Eu1 F1 C2 C1 20.2(6) . .
Eu1 F1 C2 C3 -156.5(5) . .
Eu1 N1 C1 C2 -29.2(7) . .
Eu1 N1 C1 C6 151.8(5) . .
Eu1 N1 C7 Eu2 85.1(2) . 2_666
Eu1 N1 C7 C8 -63.0(5) . .
Eu1 N2 C8 C7 -28.4(6) . .
Eu1 N2 C9 C10 50.6(8) . .
Eu1 N2 C11 C12 -177.0(7) . .
Eu1 N3 C13 C14 -15.0(7) . .
Eu1 N3 C13 C18 164.7(5) . .
Eu1 N3 C19 C20 4.4(6) . .
Eu1 N4 C20 C19 -67.2(4) . .
Eu1 N4 C21 C22 166.5(5) . .
Eu1 N4 C23 C24 86.1(6) . .
Eu1 F5 C14 C13 17.5(6) . .
Eu1 F5 C14 C15 -163.0(5) . .
F1 C2 C3 F2 -1.2(9) . .
F1 C2 C3 C4 177.0(6) . .
N1 C1 C2 F1 2.9(8) . .
N1 C1 C2 C3 179.4(6) . .
N1 C1 C6 F4 1.8(11) . .
N1 C1 C6 C5 -179.7(7) . .
N1 C7 C8 N2 63.0(7) . .
C1 N1 C7 Eu2 -136.9(5) . 2_666
C1 N1 C7 C8 75.0(7) . .
C1 C2 C3 F2 -177.6(6) . .
C1 C2 C3 C4 0.6(11) . .
Eu2 N1 C1 C2 73.3(6) 2_666 .
Eu2 N1 C1 C6 -105.6(7) 2_666 .
Eu2 N1 C7 C8 -148.1(4) 2_666 .
Eu2 N5 C25 C26 0.9(7) . .
Eu2 N5 C25 C30 -179.4(5) . .
Eu2 N5 C31 C32 11.1(6) . .
Eu2 N6 C32 C31 56.5(5) . .
Eu2 N6 C33 C34 -63.7(5) . .
Eu2 N6 C35 C36 -172.8(4) . .
Eu2 C7 C8 N2 9.5(11) 2_666 .
Eu2 F9 C26 C25 -7.8(6) . .
Eu2 F9 C26 C27 175.1(4) . .
F2 C3 C4 C5 178.8(7) . .
C2 C1 C6 F4 -177.1(6) . .
C2 C1 C6 C5 1.3(9) . .
C2 C3 C4 C5 0.7(12) . .
F3 C5 C6 C1 -179.8(7) . .
F3 C5 C6 F4 -1.3(11) . .
N3 C13 C14 F5 -3.2(8) . .
N3 C13 C14 C15 177.4(6) . .
N3 C13 C18 F8 3.2(10) . .
N3 C13 C18 C17 -177.7(6) . .
N3 C19 C20 N4 50.8(6) . .
C3 C4 C5 F3 178.8(8) . .
C3 C4 C5 C6 -0.9(13) . .
C4 C5 C6 C1 -0.2(13) . .
C4 C5 C6 F4 178.4(8) . .
F5 C14 C15 F6 1.9(10) . .
F5 C14 C15 C16 -179.5(6) . .
N5 C25 C26 F9 4.7(8) . .
N5 C25 C26 C27 -178.4(6) . .
N5 C25 C30 F12 -4.5(11) . .
N5 C25 C30 C29 178.5(6) . .
N5 C31 C32 N6 -48.3(6) . .
F6 C15 C16 C17 -178.5(7) . .
C6 C1 C2 F1 -178.0(5) . .
C6 C1 C2 C3 -1.5(9) . .
F7 C17 C18 F8 -2.0(10) . .
F7 C17 C18 C13 178.8(6) . .
C7 N1 C1 C2 -162.0(5) . .
C7 N1 C1 C6 19.1(9) . .
C8 N2 C9 C10 171.2(6) . .
C8 N2 C11 C12 69.5(8) . .
F9 C26 C27 F10 -1.6(9) . .
F9 C26 C27 C28 176.8(6) . .
C9 N2 C8 C7 -154.8(5) . .
C9 N2 C11 C12 -52.5(9) . .
F10 C27 C28 C29 176.4(7) . .
F11 C29 C30 F12 4.1(10) . .
F11 C29 C30 C25 -178.8(7) . .
C11 N2 C8 C7 82.1(6) . .
C11 N2 C9 C10 -65.3(8) . .
C13 N3 C19 C20 176.4(5) . .
C13 C14 C15 F6 -178.7(6) . .
C13 C14 C15 C16 -0.1(11) . .
C14 C13 C18 F8 -177.0(6) . .
C14 C13 C18 C17 2.1(9) . .
C14 C15 C16 C17 2.9(12) . .
C15 C16 C17 F7 178.7(7) . .
C15 C16 C17 C18 -3.1(12) . .
C16 C17 C18 F8 179.7(7) . .
C16 C17 C18 C13 0.6(11) . .
C18 C13 C14 F5 177.0(5) . .
C18 C13 C14 C15 -2.4(9) . .
C19 N3 C13 C14 173.5(5) . .
C19 N3 C13 C18 -6.8(9) . .
C20 N4 C21 C22 61.0(8) . .
C20 N4 C23 C24 -175.2(5) . .
C21 N4 C20 C19 56.8(6) . .
C21 N4 C23 C24 -52.7(8) . .
C23 N4 C20 C19 179.1(5) . .
C23 N4 C21 C22 -58.7(8) . .
C25 N5 C31 C32 -166.7(5) . .
C25 C26 C27 F10 -178.4(6) . .
C25 C26 C27 C28 0.0(11) . .
C26 C25 C30 F12 175.2(6) . .
C26 C25 C30 C29 -1.7(9) . .
C26 C27 C28 C29 -1.9(12) . .
C27 C28 C29 F11 -179.4(7) . .
C27 C28 C29 C30 2.0(13) . .
C28 C29 C30 F12 -177.3(8) . .
C28 C29 C30 C25 -0.2(12) . .
C30 C25 C26 F9 -175.1(5) . .
C30 C25 C26 C27 1.8(9) . .
C31 N5 C25 C26 178.6(5) . .
C31 N5 C25 C30 -1.6(9) . .
C32 N6 C33 C34 -176.5(5) . .
C32 N6 C35 C36 -59.7(6) . .
C33 N6 C32 C31 175.3(4) . .
C33 N6 C35 C36 63.0(7) . .
C35 N6 C32 C31 -60.9(6) . .
C35 N6 C33 C34 59.3(6) . .
C104 C105 C106 C101 -2(4) . .
C103 C104 C105 C106 2(4) . .
C103 C102 C101 C100 -177.6(18) . .
C103 C102 C101 C106 3(3) . .
C105 C104 C103 C102 0(4) . .
C105 C106 C101 C102 0(3) . .
C105 C106 C101 C100 -180(2) . .
C101 C102 C103 C104 -3(4) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.000 218 78
