#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:20:47 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232541 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/78/4347856.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_4347856
loop_
_publ_author_name
'Griffiths, Kieran'
'Kumar, Prashant'
'Mattock, James D.'
'Abdul-Sada, Alaa'
'Pitak, Mateusz B.'
'Coles, Simon J.'
'Navarro, Oscar'
'Vargas, Alfredo'
'Kostakis, George E.'
_publ_section_title
;
 Efficient Ni(II)2Ln(III)2 Electrocyclization Catalysts for the Synthesis
 of trans-4,5-Diaminocyclopent-2-enones from 2-Furaldehyde and Primary or
 Secondary Amines.
;
_journal_issue                   14
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6988
_journal_page_last               6994
_journal_paper_doi               10.1021/acs.inorgchem.6b00720
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C120 H122 Eu4 N10 Ni8 O50, 4(Cl)'
_chemical_formula_sum            'C120 H122 Cl4 Eu4 N10 Ni8 O50'
_chemical_formula_weight         3723.59
_space_group_crystal_system      tetragonal
_space_group_IT_number           114
_space_group_name_Hall           'P -4 2n'
_space_group_name_H-M_alt        'P -4 21 c'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.89378(9)
_cell_length_b                   16.89378(9)
_cell_length_c                   25.8611(2)
_cell_measurement_reflns_used    110392
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5790
_cell_measurement_theta_min      1.9450
_cell_volume                     7380.75(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -106.00   74.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000    0.0000 -120.0000 180

#__ type_ start__ end____ width___ exp.time_
  2 omega  -76.00   23.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000   60.0000 99

#__ type_ start__ end____ width___ exp.time_
  3 omega  -70.00   23.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000 -150.0000 93

#__ type_ start__ end____ width___ exp.time_
  4 omega  -30.00   69.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000   72.0000  -30.0000 99

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00  -33.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000   30.0000 16

#__ type_ start__ end____ width___ exp.time_
  6 omega -106.00   30.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -18.0000   30.0000 136

#__ type_ start__ end____ width___ exp.time_
  7 omega  -88.00   23.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000  -30.0000 111

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   35.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000   54.0000 -150.0000 66

#__ type_ start__ end____ width___ exp.time_
  9 omega  -60.00   23.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000  -72.0000  120.0000 83

#__ type_ start__ end____ width___ exp.time_
 10 omega  -30.00   13.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.0000   72.0000 -120.0000 43
;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support MiTeGen
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            165854
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.558
_diffrn_reflns_theta_min         1.575
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    2.822
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_description       prism
_exptl_crystal_F_000             3712
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.156
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.238
_refine_ls_abs_structure_details
;
 Flack x determined using 3664 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.025(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8518
_refine_ls_number_restraints     1047
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0268
_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)+(0.0603P)²+4.7215P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.835
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                8231
_reflns_number_total             8518
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00720_si_002.cif
_cod_data_source_block           1Eu-A
_cod_original_cell_volume        7380.75(10)
_cod_database_code               4347856
_shelxl_version_number           2014-1
_chemical_oxdiff_formula         'Eu2 Ni2 (C14 H11 O3 N)4 Cl2 (C2 H3 N)2'
_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.
;
_shelx_estimated_absorpt_t_max   0.895
_shelx_estimated_absorpt_t_min   0.895
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N3-C30
 1.2 with sigma of 0.02
 O10-H10A
 0.87 with sigma of 0.01
 O10-H10B
 0.87 with sigma of 0.01
 O11-H11A
 0.87 with sigma of 0.01
 O11-H11B
 0.87 with sigma of 0.01
 H10A-H10B
 1.421 with sigma of 0.02
 H11A-H11B
 1.421 with sigma of 0.02
 H11A-Eu1
 3.01 with sigma of 0.01
 Eu1-H11B
 3.07 with sigma of 0.01
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(Cl2)=1-FVAR(1)
 Sof(Cl1)=FVAR(1)
 Fixed Sof: O15(0.5) H15D(0.5) H15E(0.5) N3(0.5) C30(0.5) C31(0.5) H31A(0.5)
 H31B(0.5) H31C(0.5)
7.a Rotating group:
 O12(H12A,H12B), O15(H15D,H15E)
7.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C17(H17), C18(H18), C19(H19), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27)
7.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C15(H15A,H15B,H15C), C31(H31A,H31B,H31C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'
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 0.13671(2) 0.18921(2) 0.42069(2) 0.02200(9) Uani 1 1 d D U . . .
Ni1 Ni 0.13979(4) 0.17469(4) 0.55187(3) 0.02225(15) Uani 1 1 d . U . . .
Ni2 Ni 0.25528(4) 0.06036(4) 0.59105(3) 0.02158(15) Uani 1 1 d . U . . .
O1 O 0.1759(2) 0.3431(2) 0.41699(16) 0.0291(8) Uani 1 1 d . U . . .
O2 O 0.1450(2) 0.2601(2) 0.49810(14) 0.0254(8) Uani 1 1 d . U . . .
O3 O 0.1387(2) 0.0962(2) 0.61280(16) 0.0266(8) Uani 1 1 d . U . . .
O4 O 0.1745(3) 0.2193(3) 0.32691(17) 0.0339(10) Uani 1 1 d . U . . .
O5 O 0.0405(2) 0.2509(2) 0.36734(14) 0.0234(7) Uani 1 1 d . U . . .
O6 O 0.2654(2) 0.1687(2) 0.55479(15) 0.0233(7) Uani 1 1 d . U . . .
O7 O 0.1531(2) 0.0978(2) 0.49020(15) 0.0231(8) Uani 1 1 d . U . . .
O8 O 0.0055(2) 0.1946(2) 0.46304(14) 0.0235(7) Uani 1 1 d . U . . .
O9 O 0.0210(2) 0.1564(3) 0.54489(16) 0.0312(9) Uani 1 1 d . U . . .
O10 O 0.2789(3) 0.2010(3) 0.44726(19) 0.0343(9) Uani 1 1 d D U . . .
H10A H 0.305(4) 0.165(3) 0.431(2) 0.051 Uiso 1 1 d DR . . . .
H10B H 0.279(5) 0.193(4) 0.4805(7) 0.051 Uiso 1 1 d DR . . . .
O11 O 0.2114(3) 0.0809(3) 0.38015(18) 0.0367(10) Uani 1 1 d D U . . .
H11A H 0.197(3) 0.0311(7) 0.385(3) 0.055 Uiso 1 1 d DR . . . .
H11B H 0.2619(14) 0.079(2) 0.373(3) 0.055 Uiso 1 1 d DR . . . .
O12 O 0.0521(3) 0.0813(3) 0.39093(17) 0.0336(9) Uani 1 1 d . U . . .
H12A H 0.0811 0.0438 0.3757 0.050 Uiso 1 1 d GR . . . .
H12B H 0.0166 0.0991 0.3681 0.050 Uiso 1 1 d GR . . . .
N1 N 0.1301(3) 0.2548(3) 0.60835(18) 0.0273(9) Uani 1 1 d . U . . .
N2 N 0.3070(3) 0.1174(3) 0.64912(17) 0.0249(9) Uani 1 1 d . U . . .
C1 C 0.1802(6) 0.3911(5) 0.3719(3) 0.052(2) Uani 1 1 d . U . . .
H1A H 0.2349 0.4085 0.3667 0.079 Uiso 1 1 calc GR . . . .
H1B H 0.1459 0.4375 0.3762 0.079 Uiso 1 1 calc GR . . . .
H1C H 0.1627 0.3604 0.3419 0.079 Uiso 1 1 calc GR . . . .
C2 C 0.1818(3) 0.3826(3) 0.4636(2) 0.0282(11) Uani 1 1 d . U . . .
C3 C 0.2034(4) 0.4605(4) 0.4690(3) 0.0339(13) Uani 1 1 d . U . . .
H3 H 0.2169 0.4913 0.4396 0.041 Uiso 1 1 calc R . . . .
C4 C 0.2052(4) 0.4939(4) 0.5183(3) 0.0384(14) Uani 1 1 d . U . . .
H4 H 0.2214 0.5474 0.5225 0.046 Uiso 1 1 calc R . . . .
C5 C 0.1841(4) 0.4511(4) 0.5603(3) 0.0385(14) Uani 1 1 d . U . . .
H5 H 0.1835 0.4758 0.5933 0.046 Uiso 1 1 calc R . . . .
C6 C 0.1630(4) 0.3704(4) 0.5560(2) 0.0304(11) Uani 1 1 d . U . . .
C7 C 0.1631(3) 0.3347(3) 0.5071(2) 0.0256(10) Uani 1 1 d . U . . .
C8 C 0.1422(4) 0.3304(4) 0.6035(2) 0.0300(11) Uani 1 1 d . U . . .
H8 H 0.1370 0.3621 0.6337 0.036 Uiso 1 1 calc R . . . .
C9 C 0.1119(4) 0.2179(4) 0.6564(2) 0.0296(12) Uani 1 1 d . U . . .
C10 C 0.0856(4) 0.2583(5) 0.7003(3) 0.0383(14) Uani 1 1 d . U . . .
H10 H 0.0815 0.3144 0.7002 0.046 Uiso 1 1 calc R . . . .
C11 C 0.0654(4) 0.2151(5) 0.7439(3) 0.0431(15) Uani 1 1 d . U . . .
H11 H 0.0466 0.2419 0.7738 0.052 Uiso 1 1 calc R . . . .
C12 C 0.0723(4) 0.1333(5) 0.7446(3) 0.0454(16) Uani 1 1 d . U . . .
H12 H 0.0602 0.1050 0.7753 0.055 Uiso 1 1 calc R . . . .
C13 C 0.0970(4) 0.0918(5) 0.7006(3) 0.0391(14) Uani 1 1 d . U . . .
H13 H 0.1004 0.0357 0.7011 0.047 Uiso 1 1 calc R . . . .
C14 C 0.1164(3) 0.1339(4) 0.6559(2) 0.0289(11) Uani 1 1 d . U . . .
C15 C 0.2535(5) 0.2077(6) 0.3053(3) 0.054(2) Uani 1 1 d . U . . .
H15A H 0.2920 0.2023 0.3334 0.081 Uiso 1 1 calc GR . . . .
H15B H 0.2676 0.2534 0.2838 0.081 Uiso 1 1 calc GR . . . .
H15C H 0.2540 0.1597 0.2841 0.081 Uiso 1 1 calc GR . . . .
C16 C 0.2353(4) -0.1152(4) 0.7075(2) 0.0316(12) Uani 1 1 d . U . . .
C17 C 0.2302(4) -0.1226(5) 0.7603(3) 0.0408(15) Uani 1 1 d . U . . .
H17 H 0.2132 -0.1710 0.7754 0.049 Uiso 1 1 calc R . . . .
C18 C 0.2505(5) -0.0580(5) 0.7917(3) 0.0444(16) Uani 1 1 d . U . . .
H18 H 0.2462 -0.0623 0.8282 0.053 Uiso 1 1 calc R . . . .
C19 C 0.2764(5) 0.0109(5) 0.7701(2) 0.0397(14) Uani 1 1 d . U . . .
H19 H 0.2930 0.0532 0.7918 0.048 Uiso 1 1 calc R . . . .
C20 C 0.2789(4) 0.0200(4) 0.7155(2) 0.0293(12) Uani 1 1 d . U . . .
C21 C 0.0432(4) 0.2552(3) 0.3165(2) 0.0253(11) Uani 1 1 d . U . . .
C22 C 0.3071(4) 0.0957(4) 0.6971(2) 0.0303(12) Uani 1 1 d . U . . .
H22 H 0.3270 0.1320 0.7219 0.036 Uiso 1 1 calc R . . . .
C23 C 0.3372(3) 0.1922(3) 0.6328(2) 0.0259(10) Uani 1 1 d . U . . .
C24 C 0.3894(4) 0.2393(4) 0.6617(2) 0.0313(12) Uani 1 1 d . U . . .
H24 H 0.4078 0.2217 0.6945 0.038 Uiso 1 1 calc R . . . .
C25 C 0.4138(4) 0.3111(4) 0.6423(3) 0.0358(13) Uani 1 1 d . U . . .
H25 H 0.4475 0.3442 0.6623 0.043 Uiso 1 1 calc R . . . .
C26 C 0.3890(3) 0.3355(4) 0.5929(3) 0.0324(13) Uani 1 1 d . U . . .
H26 H 0.4059 0.3850 0.5794 0.039 Uiso 1 1 calc R . . . .
C27 C 0.3402(3) 0.2875(3) 0.5644(2) 0.0278(12) Uani 1 1 d . U . . .
H27 H 0.3248 0.3042 0.5308 0.033 Uiso 1 1 calc R . . . .
C28 C 0.3127(3) 0.2153(3) 0.5826(2) 0.0257(10) Uani 1 1 d . U . . .
C29 C -0.0228(3) 0.1680(3) 0.5059(2) 0.0214(10) Uani 1 1 d . U . . .
O15 O 0.3762(7) 0.0239(8) 0.5575(5) 0.015(2) Uani 0.5 1 d . U P A -2
H15D H 0.4213 0.0225 0.5748 0.023 Uiso 0.5 1 d GR . P A -2
H15E H 0.3846 0.0088 0.5253 0.023 Uiso 0.5 1 d GR . P A -2
N3 N 0.3529(7) 0.0269(13) 0.5521(7) 0.022(3) Uani 0.5 1 d D U P A -1
C30 C 0.4075(7) 0.0196(7) 0.5239(5) 0.030(2) Uani 0.5 1 d D U P A -1
C31 C 0.4691(8) 0.0095(8) 0.4834(5) 0.038(3) Uani 0.5 1 d . U P A -1
H31A H 0.4475 0.0254 0.4498 0.057 Uiso 0.5 1 calc GR . P A -1
H31B H 0.4853 -0.0461 0.4820 0.057 Uiso 0.5 1 calc GR . P A -1
H31C H 0.5150 0.0426 0.4918 0.057 Uiso 0.5 1 calc GR . P A -1
Cl1_a Cl 0.38637(19) 0.0964(3) 0.37030(17) 0.0763(14) Uani 0.679(6) 1 d . U P B
1
Cl2_b Cl 0.3660(3) 0.0508(3) 0.4346(2) 0.0448(17) Uani 0.321(6) 1 d . U P B 2
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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 '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
Ni1 Eu1 Ni2 97.076(18) . 4_556
O1 Eu1 Ni1 95.83(9) . .
O1 Eu1 Ni2 85.60(9) . 4_556
O2 Eu1 Ni1 35.08(9) . .
O2 Eu1 Ni2 88.18(10) . 4_556
O2 Eu1 O1 61.28(13) . .
O2 Eu1 O4 134.05(15) . .
O2 Eu1 O5 108.31(14) . .
O2 Eu1 O7 71.28(13) . .
O2 Eu1 O8 69.87(13) . .
O2 Eu1 O10 70.54(15) . .
O2 Eu1 O11 135.73(15) . .
O2 Eu1 O12 133.46(14) . .
O4 Eu1 Ni1 162.88(11) . .
O4 Eu1 Ni2 95.24(10) . 4_556
O4 Eu1 O1 73.29(14) . .
O5 Eu1 Ni1 128.45(9) . .
O5 Eu1 Ni2 33.26(9) . 4_556
O5 Eu1 O1 73.91(13) . .
O5 Eu1 O4 62.16(13) . .
O5 Eu1 O7 143.31(13) . .
O5 Eu1 O8 68.13(12) . .
O5 Eu1 O10 141.36(14) . .
O5 Eu1 O11 115.51(15) . .
O5 Eu1 O12 75.14(15) . .
O7 Eu1 Ni1 36.88(10) . .
O7 Eu1 Ni2 112.32(9) . 4_556
O7 Eu1 O1 128.67(13) . .
O7 Eu1 O4 144.44(13) . .
O7 Eu1 O8 78.14(12) . .
O7 Eu1 O10 74.53(14) . .
O7 Eu1 O11 77.28(14) . .
O7 Eu1 O12 79.78(15) . .
O8 Eu1 Ni1 64.85(9) . .
O8 Eu1 Ni2 34.93(8) . 4_556
O8 Eu1 O1 101.60(13) . .
O8 Eu1 O4 129.49(13) . .
O8 Eu1 O10 137.25(14) . .
O10 Eu1 Ni1 73.59(11) . .
O10 Eu1 Ni2 154.66(11) . 4_556
O10 Eu1 O1 72.33(14) . .
O10 Eu1 O4 90.28(15) . .
O11 Eu1 Ni1 111.33(11) . .
O11 Eu1 Ni2 133.16(12) . 4_556
O11 Eu1 O1 125.40(15) . .
O11 Eu1 O4 67.38(15) . .
O11 Eu1 O8 132.55(15) . .
O11 Eu1 O10 71.58(16) . .
O12 Eu1 Ni1 105.64(10) . .
O12 Eu1 Ni2 69.88(12) . 4_556
O12 Eu1 O1 148.91(14) . .
O12 Eu1 O4 89.75(16) . .
O12 Eu1 O8 69.04(14) . .
O12 Eu1 O10 134.99(16) . .
O12 Eu1 O11 67.06(16) . .
Ni2 Ni1 Eu1 113.77(3) . .
O2 Ni1 Eu1 42.05(11) . .
O2 Ni1 Ni2 133.27(12) . .
O2 Ni1 O3 173.67(17) . .
O2 Ni1 O6 90.85(16) . .
O2 Ni1 O7 84.96(15) . .
O2 Ni1 O9 95.21(17) . .
O3 Ni1 Eu1 144.05(13) . .
O3 Ni1 Ni2 46.84(11) . .
O3 Ni1 O6 87.18(16) . .
O3 Ni1 O7 100.78(16) . .
O6 Ni1 Eu1 93.11(11) . .
O6 Ni1 Ni2 44.83(11) . .
O7 Ni1 Eu1 43.79(10) . .
O7 Ni1 Ni2 77.30(10) . .
O7 Ni1 O6 83.62(15) . .
O9 Ni1 Eu1 84.70(12) . .
O9 Ni1 Ni2 125.96(13) . .
O9 Ni1 O3 87.82(17) . .
O9 Ni1 O6 168.17(17) . .
O9 Ni1 O7 86.80(17) . .
N1 Ni1 Eu1 132.78(14) . .
N1 Ni1 Ni2 104.39(14) . .
N1 Ni1 O2 91.34(18) . .
N1 Ni1 O3 82.85(19) . .
N1 Ni1 O6 95.05(18) . .
N1 Ni1 O7 176.05(18) . .
N1 Ni1 O9 94.95(19) . .
Ni1 Ni2 Eu1 112.49(2) . 2_556
O3 Ni2 Eu1 89.94(12) . 2_556
O3 Ni2 Ni1 44.70(10) . .
O3 Ni2 O15 173.2(3) . .
O5 Ni2 Eu1 40.21(11) 2_556 2_556
O5 Ni2 Ni1 135.89(12) 2_556 .
O5 Ni2 O3 93.76(16) 2_556 .
O5 Ni2 O6 174.20(15) 2_556 .
O5 Ni2 O8 83.57(15) 2_556 2_556
O5 Ni2 O15 90.4(3) 2_556 .
O6 Ni2 Eu1 145.59(11) . 2_556
O6 Ni2 Ni1 46.57(11) . .
O6 Ni2 O3 86.80(15) . .
O6 Ni2 O15 89.6(3) . .
O8 Ni2 Eu1 43.45(10) 2_556 2_556
O8 Ni2 Ni1 77.85(11) 2_556 .
O8 Ni2 O3 82.73(17) 2_556 .
O8 Ni2 O6 102.22(15) 2_556 .
O8 Ni2 O15 92.4(3) 2_556 .
N2 Ni2 Eu1 131.48(14) . 2_556
N2 Ni2 Ni1 103.59(14) . .
N2 Ni2 O3 93.93(18) . .
N2 Ni2 O5 91.27(18) . 2_556
N2 Ni2 O6 82.93(18) . .
N2 Ni2 O8 173.65(18) . 2_556
N2 Ni2 O15 91.4(3) . .
N2 Ni2 N3 98.9(5) . .
O15 Ni2 Eu1 89.8(3) . 2_556
O15 Ni2 Ni1 129.6(3) . .
N3 Ni2 Eu1 87.2(6) . 2_556
N3 Ni2 Ni1 123.9(6) . .
N3 Ni2 O3 165.2(5) . .
N3 Ni2 O5 93.4(6) . 2_556
N3 Ni2 O6 87.3(6) . .
N3 Ni2 O8 85.2(5) . 2_556
C1 O1 Eu1 126.5(4) . .
C2 O1 Eu1 117.1(3) . .
C2 O1 C1 115.8(5) . .
Ni1 O2 Eu1 102.87(16) . .
C7 O2 Eu1 130.9(3) . .
C7 O2 Ni1 125.2(4) . .
Ni1 O3 Ni2 88.47(16) . .
C14 O3 Ni1 109.5(4) . .
C14 O3 Ni2 127.9(4) . .
C15 O4 Eu1 124.4(4) . .
C16 O4 Eu1 118.2(3) 4_556 .
C16 O4 C15 116.6(5) 4_556 .
Ni2 O5 Eu1 106.53(15) 4_556 .
C21 O5 Eu1 125.5(4) . .
C21 O5 Ni2 124.1(4) . 4_556
Ni2 O6 Ni1 88.60(15) . .
C28 O6 Ni1 126.1(3) . .
C28 O6 Ni2 109.2(3) . .
Ni1 O7 Eu1 99.33(15) . .
C29 O7 Eu1 135.6(4) 2_556 .
C29 O7 Ni1 125.1(3) 2_556 .
Ni2 O8 Eu1 101.62(15) 4_556 .
C29 O8 Eu1 134.5(3) . .
C29 O8 Ni2 123.9(3) . 4_556
C29 O9 Ni1 128.5(4) . .
Eu1 O10 H10A 108(6) . .
Eu1 O10 H10B 105(6) . .
H10A O10 H10B 112(4) . .
Eu1 O11 H11A 120.5(15) . .
Eu1 O11 H11B 128.1(17) . .
H11A O11 H11B 106(3) . .
Eu1 O12 H12A 110.4 . .
Eu1 O12 H12B 110.5 . .
H12A O12 H12B 108.4 . .
C8 N1 Ni1 125.6(4) . .
C8 N1 C9 123.2(5) . .
C9 N1 Ni1 111.1(4) . .
C22 N2 Ni2 126.0(4) . .
C22 N2 C23 122.3(5) . .
C23 N2 Ni2 111.3(3) . .
O1 C1 H1A 109.5 . .
O1 C1 H1B 109.5 . .
O1 C1 H1C 109.5 . .
H1A C1 H1B 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O1 C2 C7 113.5(5) . .
C3 C2 O1 124.9(6) . .
C3 C2 C7 121.6(6) . .
C2 C3 H3 120.4 . .
C2 C3 C4 119.1(6) . .
C4 C3 H3 120.4 . .
C3 C4 H4 119.6 . .
C5 C4 C3 120.8(6) . .
C5 C4 H4 119.6 . .
C4 C5 H5 119.4 . .
C4 C5 C6 121.3(6) . .
C6 C5 H5 119.4 . .
C5 C6 C8 116.4(6) . .
C7 C6 C5 119.0(6) . .
C7 C6 C8 124.6(5) . .
O2 C7 C2 117.2(5) . .
O2 C7 C6 124.7(5) . .
C6 C7 C2 118.1(5) . .
N1 C8 C6 125.4(5) . .
N1 C8 H8 117.3 . .
C6 C8 H8 117.3 . .
C10 C9 N1 124.4(6) . .
C10 C9 C14 120.8(6) . .
C14 C9 N1 114.6(5) . .
C9 C10 H10 120.6 . .
C11 C10 C9 118.9(7) . .
C11 C10 H10 120.6 . .
C10 C11 H11 119.6 . .
C12 C11 C10 120.9(7) . .
C12 C11 H11 119.6 . .
C11 C12 H12 119.5 . .
C11 C12 C13 120.9(7) . .
C13 C12 H12 119.5 . .
C12 C13 H13 120.4 . .
C14 C13 C12 119.2(7) . .
C14 C13 H13 120.4 . .
O3 C14 C9 119.8(5) . .
O3 C14 C13 120.9(6) . .
C13 C14 C9 119.2(6) . .
O4 C15 H15A 109.5 . .
O4 C15 H15B 109.5 . .
O4 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
O4 C16 C17 124.6(6) 2_556 .
O4 C16 C21 113.2(5) 2_556 2_556
C17 C16 C21 122.1(6) . 2_556
C16 C17 H17 120.4 . .
C16 C17 C18 119.3(7) . .
C18 C17 H17 120.4 . .
C17 C18 H18 119.8 . .
C19 C18 C17 120.3(6) . .
C19 C18 H18 119.8 . .
C18 C19 H19 119.7 . .
C18 C19 C20 120.6(7) . .
C20 C19 H19 119.7 . .
C19 C20 C22 115.6(6) . .
C21 C20 C19 119.5(6) 2_556 .
C21 C20 C22 124.8(5) 2_556 .
O5 C21 C16 117.2(5) . 4_556
O5 C21 C20 125.1(5) . 4_556
C16 C21 C20 117.7(5) 4_556 4_556
N2 C22 C20 124.5(5) . .
N2 C22 H22 117.7 . .
C20 C22 H22 117.7 . .
C24 C23 N2 124.7(5) . .
C24 C23 C28 121.0(5) . .
C28 C23 N2 114.2(5) . .
C23 C24 H24 120.2 . .
C25 C24 C23 119.6(6) . .
C25 C24 H24 120.2 . .
C24 C25 H25 120.0 . .
C24 C25 C26 120.0(6) . .
C26 C25 H25 120.0 . .
C25 C26 H26 120.2 . .
C27 C26 C25 119.6(6) . .
C27 C26 H26 120.2 . .
C26 C27 H27 118.7 . .
C26 C27 C28 122.6(6) . .
C28 C27 H27 118.7 . .
O6 C28 C23 120.4(5) . .
O6 C28 C27 122.5(5) . .
C27 C28 C23 117.0(5) . .
O8 C29 O7 119.9(5) . 4_556
O9 C29 O7 118.6(5) . 4_556
O9 C29 O8 121.5(5) . .
Ni2 O15 H15D 125.6 . .
Ni2 O15 H15E 125.1 . .
H15D O15 H15E 109.3 . .
C30 N3 Ni2 167.7(17) . .
N3 C30 C31 173.1(14) . .
C30 C31 H31A 109.5 . .
C30 C31 H31B 109.5 . .
C30 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 Ni1 3.4016(7) .
Eu1 Ni2 3.5245(7) 4_556
Eu1 O1 2.685(4) .
Eu1 O2 2.337(4) .
Eu1 O4 2.559(4) .
Eu1 O5 2.373(4) .
Eu1 O7 2.386(4) .
Eu1 O8 2.475(4) .
Eu1 O10 2.506(4) .
Eu1 O11 2.458(5) .
Eu1 O12 2.441(5) .
Ni1 Ni2 2.9264(10) .
Ni1 O2 2.005(4) .
Ni1 O3 2.059(4) .
Ni1 O6 2.126(4) .
Ni1 O7 2.069(4) .
Ni1 O9 2.038(4) .
Ni1 N1 1.998(5) .
Ni2 Eu1 3.5244(7) 2_556
Ni2 O3 2.135(4) .
Ni2 O5 2.016(4) 2_556
Ni2 O6 2.064(4) .
Ni2 O8 2.060(4) 2_556
Ni2 N2 1.986(5) .
Ni2 O15 2.303(11) .
Ni2 N3 2.014(14) .
O1 C1 1.422(8) .
O1 C2 1.381(7) .
O2 C7 1.318(7) .
O3 C14 1.338(7) .
O4 C15 1.460(8) .
O4 C16 1.367(8) 4_556
O5 Ni2 2.016(4) 4_556
O5 C21 1.318(6) .
O6 C28 1.332(7) .
O7 C29 1.296(7) 2_556
O8 Ni2 2.060(4) 4_556
O8 C29 1.287(6) .
O9 C29 1.266(7) .
O10 H10A 0.865(14) .
O10 H10B 0.871(14) .
O11 H11A 0.885(13) .
O11 H11B 0.873(13) .
O12 H12A 0.8932 .
O12 H12B 0.8930 .
N1 C8 1.301(8) .
N1 C9 1.424(8) .
N2 C22 1.293(7) .
N2 C23 1.428(8) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.373(9) .
C2 C7 1.421(8) .
C3 H3 0.9500 .
C3 C4 1.394(10) .
C4 H4 0.9500 .
C4 C5 1.352(10) .
C5 H5 0.9500 .
C5 C6 1.414(9) .
C6 C7 1.402(8) .
C6 C8 1.444(9) .
C8 H8 0.9500 .
C9 C10 1.396(9) .
C9 C14 1.422(9) .
C10 H10 0.9500 .
C10 C11 1.387(10) .
C11 H11 0.9500 .
C11 C12 1.387(12) .
C12 H12 0.9500 .
C12 C13 1.399(10) .
C13 H13 0.9500 .
C13 C14 1.396(9) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 O4 1.367(8) 2_556
C16 C17 1.374(9) .
C16 C21 1.406(8) 2_556
C17 H17 0.9500 .
C17 C18 1.403(11) .
C18 H18 0.9500 .
C18 C19 1.364(11) .
C19 H19 0.9500 .
C19 C20 1.422(9) .
C20 C21 1.408(8) 2_556
C20 C22 1.445(9) .
C21 C16 1.406(8) 4_556
C21 C20 1.408(8) 4_556
C22 H22 0.9500 .
C23 C24 1.403(8) .
C23 C28 1.417(8) .
C24 H24 0.9500 .
C24 C25 1.376(10) .
C25 H25 0.9500 .
C25 C26 1.406(10) .
C26 H26 0.9500 .
C26 C27 1.372(9) .
C27 H27 0.9500 .
C27 C28 1.387(8) .
C29 O7 1.296(7) 4_556
O15 H15D 0.8823 .
O15 H15E 0.8822 .
N3 C30 1.182(17) .
C30 C31 1.485(17) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
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 O1 C2 C3 178.0(5) . .
Eu1 O1 C2 C7 -2.1(6) . .
Eu1 O2 C7 C2 -0.7(7) . .
Eu1 O2 C7 C6 177.6(4) . .
Eu1 O5 C21 C16 -12.7(7) . 4_556
Eu1 O5 C21 C20 168.0(4) . 4_556
Eu1 O8 C29 O7 -153.7(4) . 4_556
Eu1 O8 C29 O9 26.8(8) . .
Ni1 O2 C7 C2 165.8(4) . .
Ni1 O2 C7 C6 -16.0(8) . .
Ni1 O3 C14 C9 -11.4(7) . .
Ni1 O3 C14 C13 168.3(5) . .
Ni1 O6 C28 C23 93.2(5) . .
Ni1 O6 C28 C27 -87.0(6) . .
Ni1 O9 C29 O7 -179.4(4) . 4_556
Ni1 O9 C29 O8 0.1(8) . .
Ni1 N1 C8 C6 1.6(9) . .
Ni1 N1 C9 C10 -166.1(5) . .
Ni1 N1 C9 C14 9.0(6) . .
Ni2 O3 C14 C9 92.5(6) . .
Ni2 O3 C14 C13 -87.9(7) . .
Ni2 O5 C21 C16 -167.3(4) 4_556 4_556
Ni2 O5 C21 C20 13.3(8) 4_556 4_556
Ni2 O6 C28 C23 -9.6(6) . .
Ni2 O6 C28 C27 170.1(4) . .
Ni2 O8 C29 O7 24.4(7) 4_556 4_556
Ni2 O8 C29 O9 -155.1(4) 4_556 .
Ni2 N2 C22 C20 9.3(9) . .
Ni2 N2 C23 C24 -167.3(5) . .
Ni2 N2 C23 C28 10.2(6) . .
O1 C2 C3 C4 178.4(6) . .
O1 C2 C7 O2 1.8(7) . .
O1 C2 C7 C6 -176.5(5) . .
O4 C16 C17 C18 178.1(6) 2_556 .
N1 C9 C10 C11 176.2(6) . .
N1 C9 C14 O3 2.0(8) . .
N1 C9 C14 C13 -177.7(5) . .
N2 C23 C24 C25 -179.1(5) . .
N2 C23 C28 O6 0.0(7) . .
N2 C23 C28 C27 -179.8(5) . .
C1 O1 C2 C3 -10.6(9) . .
C1 O1 C2 C7 169.3(7) . .
C2 C3 C4 C5 -1.7(11) . .
C3 C2 C7 O2 -178.3(6) . .
C3 C2 C7 C6 3.4(9) . .
C3 C4 C5 C6 2.9(11) . .
C4 C5 C6 C7 -0.9(10) . .
C4 C5 C6 C8 179.5(6) . .
C5 C6 C7 O2 179.6(6) . .
C5 C6 C7 C2 -2.2(8) . .
C5 C6 C8 N1 -171.7(6) . .
C7 C2 C3 C4 -1.5(10) . .
C7 C6 C8 N1 8.7(10) . .
C8 N1 C9 C10 17.0(9) . .
C8 N1 C9 C14 -168.0(6) . .
C8 C6 C7 O2 -0.8(9) . .
C8 C6 C7 C2 177.5(5) . .
C9 N1 C8 C6 178.1(5) . .
C9 C10 C11 C12 1.0(11) . .
C10 C9 C14 O3 177.2(5) . .
C10 C9 C14 C13 -2.5(10) . .
C10 C11 C12 C13 -2.5(12) . .
C11 C12 C13 C14 1.4(11) . .
C12 C13 C14 O3 -178.7(6) . .
C12 C13 C14 C9 1.0(10) . .
C14 C9 C10 C11 1.5(10) . .
C16 C17 C18 C19 -1.3(12) . .
C17 C18 C19 C20 3.7(12) . .
C18 C19 C20 C21 -0.7(11) . 2_556
C18 C19 C20 C22 179.7(7) . .
C19 C20 C22 N2 -173.7(6) . .
C21 C16 C17 C18 -4.3(11) 2_556 .
C21 C20 C22 N2 6.8(10) 2_556 .
C22 N2 C23 C24 19.5(9) . .
C22 N2 C23 C28 -163.0(6) . .
C23 N2 C22 C20 -178.5(6) . .
C23 C24 C25 C26 -2.5(9) . .
C24 C23 C28 O6 177.5(5) . .
C24 C23 C28 C27 -2.2(8) . .
C24 C25 C26 C27 0.2(9) . .
C25 C26 C27 C28 1.2(9) . .
C26 C27 C28 O6 -179.9(5) . .
C26 C27 C28 C23 -0.2(8) . .
C28 C23 C24 C25 3.6(9) . .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 0.000 0.000 0.000 431.4 77.8
2 0.000 0.500 0.765 116.4 100.2
3 0.000 0.500 0.265 116.4 98.9
4 0.500 0.500 0.500 431.4 77.4
5 0.500 0.000 0.235 116.4 100.5
6 0.500 0.000 0.735 116.4 99.1
