Penta­cyanoferrate(III)-μ-cyano-tri­aqua­tetrakis­(di­methyl­form­amide)­europium(III) hydrate

The structure of the title compound, [EuFe(CN)₆(DMF)₄(H₂O)₃]·H₂O (DMF is di­methyl­form­amide), is comprised of a neutral bimetallic complex EuFe(CN)₆(DMF)₄(H₂O)₃ and a solvent water mol­ecule. Approximately octahedral sixfold-coordinated Fe^III and a slightly distorted square-antiprismatic eightfold-coordinated Eu^III ions are bridged by a cyanide group to form a dinuclear complex. A three-dimensional framework is formed through O—H...N and O—H...O hydrogen-bonding interactions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](N-C) = 0.009 Å
Some non-H atoms missing
• R factor = 0.033
• wR factor = 0.095
• Data-to-parameter ratio = 20.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level A:



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           31.02
         From the CIF: _reflns_number_total               7067
         TEST2: Reflns within _diffrn_reflns_theta_max
         Count of symmetry unique reflns         9866
         Completeness (_total/calc)             71.63%
          Alert A: < 85% complete (theta max?)


 Alert Level C:



ABSTY_02  Alert C An _exptl_absorpt_correction_type has been given without
          a literature citation. This should be contained in the
          _exptl_absorpt_process_details field.
          Absorption correction given as \y scan

PLAT_213  Alert C Atom C22     has ADP max/min Ratio ...........       4.00 prolate

PLAT_320  Alert C Check Hybridisation of  C(41)  in Main Residue          ?

General Notes



FORMU_01  There is a discrepancy between the atom counts in the
          _chemical_formula_sum and the formula from the _atom_site* data.
          Atom count from _chemical_formula_sum:C18 H36 Eu1 Fe1 N10 O8
          Atom count from the _atom_site data:  C18 H28 Eu1 Fe1 N10 O8

ABSTM_02  When printed, the submitted absorption T values will be replaced
          by the scaled T values. Since the ratio of scaled T's is
          identical to the ratio of reported T values, the scaling does
          not imply a change to the absorption corrections used in the
          study.
          Ratio of Tmax expected/reported      0.363
          Tmax scaled      0.363 Tmin scaled      0.271

CELLZ_01
         From the CIF: _cell_formula_units_Z    4
         From the CIF: _chemical_formula_sum  C18H36EuFeN10O8
         TEST: Compare cell contents of formula and atom_site data
         WARNING: Unexpected atom type is in site list: Eu
         WARNING: Unexpected atom type is in site list: Fe
         WARNING: Unexpected atom type is in site list: N
         WARNING: Formula and atom_type_symbol element names mismatch.

         atom    Z*formula  cif sites diff
         C         72.00     72.00    0.00
         H        144.00    112.00   32.00
         EuFeN     40.00      0.00   40.00
         O         32.00     32.00    0.00
          WARNING: Site labels do not match formula elements
          Difference between formula and atom_site contents detected.
          ALERT: Large difference may be due to a
          symmetry error - see SYMMG tests

CHEMW_03
         From the CIF: _cell_formula_units_Z                    4
         From the CIF: _chemical_formula_weight           728.38
         TEST: Calculate formula weight from _atom_site_*
         atom     mass    num     sum
         C        12.01   18.00  216.20
         H         1.01   28.00   28.22
         N        14.01   10.00  140.07
         O        16.00    8.00  127.99
         Fe       55.85    1.00   55.85
         Eu      151.96    1.00  151.96
         Calculated formula weight              720.29
          The ratio of given/expected molecular weight as calculated
          from the _atom_site* data lies outside
          the range 0.99 <> 1.01

REFLT_03
         From the CIF: _diffrn_reflns_theta_max           31.02
         From the CIF: _reflns_number_total               7067
         From the CIF: _diffrn_reflns_limit_ max hkl   25.    3.   22.
         From the CIF: _diffrn_reflns_limit_ min hkl   -7.  -11.  -22.
         TEST1: Expected hkl limits for theta max
         Calculated maximum hkl   25.   12.   28.
         Calculated minimum hkl  -25.  -12.  -28.
          ALERT: Expected hkl max differ from CIF values


 1 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 3 Alert Level C = Please check

---

S1. Comment

In 1998, Kou et al. first obtained a dinuclear cyano-bridged Ln–Fe complex, [SmFe(CN)₆(DMF)₄(H₂O)₄]·H₂O (Kou et al., 1998; (DMF is dimethylformamide), using Sm(NO₃)₃ as starting material. Whereafter, in 2000, the group of Kautz reported lighter and heavier rare-earth ions ferrocyanide bimetallic complexes [LnFe(CN)₆(DMF)₄(H₂O)₃]·H₂O (Ln = La, Ce, Er, Yb and Lu; Kautz et al., 2000; Mullica et al., 2000). It is interesting that various amounts of coordinated water molecules have been found in these complexes. When Ln = Sm there are four coordinated water molecules in the complex, however, when Ln = La, Ce, Er, Yb and Lu, three coordinated water molecules have been found. In order to further investigate the influence of lanthanide contraction on the composition and structure of complexes, we synthesized a dinuclear Fe–Eu complex, viz. [EuFe(CN)₆(DMF)₄(H₂O)₃]·H₂O, (I), the crystal structure of which is reported here.

As shown in Fig. 1, the structure of (I) is comprised of neutral bimetallic EuFe(CN)₆(DMF)₄(H₂O)₃ complex molecules and a solvent water molecule. The Fe^III and Eu^III ions are bridged by a cyanide group to form a dimer. The Eu^III ion is eightfold coordinated with one N atom of the bridging cyanide [Eu—N = 2.495 (4) Å] group and seven O atoms of four DMF molecules [Eu—O_DMF = 2.353 (3)–2.649 (3) Å, with an average distance of 2.469 (3) Å] and three water molecules, in which the three Eu—O_water dustances are in the range 2.204 (3)–2.589 (3) Å, with an average distance of 2.362 (3) Å. The coordination polyhedron can been described as a slightly distorted square antiprism. A similar situation has been found in [Ln(Fe(CN)₆(DMF)₄(H₂O)₃]·H₂O (Mullica et al., 2000), where the Fe^III ion is approximately octahedrally coordinated by six cyanide groups. The Eu1—N1—C1 angle is 165.7 (4)°, deviating slightly from linearity as the case found in analogA tThree-dimensional framework is formed through O—H···O and O—H···N hydrogen-bonding interactions, with O···O distances of 2.748 (3) Å and average O···N separations of 2.706 (3) Å.

S2. Experimental

The title complex was prepared by mixing a 1:1 molar ratio of EuCl₃·H₂O (0.5 mmol) and K₃[Fe(CN)₆] (165 mg, 0.5 mmol) in a mixed solution of DMF/H₂O/EtOH (v:v = 1:2:2). The reaction mixture was filtered and orange single crystals suitable for X-ray analysis were obtained by slow evaporation of the solvent. Yield = 81%. IR spectra [recorded on an FT–IR 170SX (Nicolet) spectrometer, KBr pellet]: 3614, 3380 (board band center), 2945, 2125, 1653, 1497, 1381, 1115, 675 cm⁻¹.

Computing details

Data collection: TEXSAN (Molecular Structure Corporation, 1999); cell refinement: TEXSAN; data reduction: TEXSAN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Figures

Fig. 1.

Pentacyanoiron-m-cyano-triaquatetrakis(dimethylformamide)europium hydrate

Crystal data

[EuFe(CN)6(C3H7NO)4(H2O)3]·H2O	Dx = 1.567 Mg m^−3
Mr = 728.38	Melting point: not measured K
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 17.633 (4) Å	Cell parameters from 25 reflections
b = 8.8791 (18) Å	θ = 30.1–33.9°
c = 19.831 (4) Å	µ = 2.54 mm^−1
β = 96.12 (3)°	T = 293 K
V = 3087.2 (11) Å^3	Prism, orange
Z = 4	0.80 × 0.40 × 0.40 mm
F(000) = 1468

Data collection

Rigaku AFC-7R diffractometer	5832 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.050
Graphite monochromator	θmax = 31.0°, θmin = 1.6°
2θ–ω scans	h = −7→25
Absorption correction: ψ scan ?	k = −11→3
Tmin = 0.747, Tmax = 0.999	l = −22→22
7448 measured reflections	3 standard reflections every 200 reflections
7067 independent reflections	intensity decay: −1.3%

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.033	H-atom parameters constrained
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.0609P)^2 + 3.1152P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max = 0.003
7067 reflections	Δρmax = 1.64 e Å^−3
344 parameters	Δρmin = −1.42 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00100 (17)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Eu1	0.271450 (8)	0.582069 (19)	0.523943 (9)	0.02423 (8)
Fe1	0.45678 (2)	0.25145 (5)	0.71199 (3)	0.02284 (12)
N1	0.36330 (19)	0.4715 (4)	0.6150 (2)	0.0438 (9)
N2	0.5389 (3)	0.0158 (5)	0.8110 (3)	0.0683 (14)
N3	0.5481 (2)	0.2149 (5)	0.5830 (2)	0.0565 (12)
N4	0.3705 (2)	0.2979 (5)	0.8454 (2)	0.0484 (10)
N5	0.5503 (2)	0.5052 (5)	0.7809 (3)	0.0594 (12)
N6	0.3666 (2)	−0.0072 (4)	0.6412 (3)	0.0548 (11)
N11	0.4159 (2)	0.2718 (4)	0.4195 (2)	0.0464 (9)
N21	0.2631 (2)	0.7716 (7)	0.2821 (2)	0.0656 (14)
N31	0.16569 (19)	0.2797 (4)	0.6802 (2)	0.0393 (8)
N41	0.1219 (3)	0.2081 (6)	0.4679 (3)	0.0660 (13)
C1	0.39956 (18)	0.3933 (4)	0.6511 (2)	0.0293 (8)
C2	0.5093 (2)	0.1046 (4)	0.7735 (3)	0.0388 (10)
C3	0.51388 (19)	0.2273 (4)	0.6304 (2)	0.0349 (9)
C4	0.40148 (19)	0.2803 (4)	0.7948 (2)	0.0334 (8)
C5	0.5155 (2)	0.4119 (4)	0.7546 (2)	0.0339 (8)
C6	0.39951 (19)	0.0893 (4)	0.6682 (2)	0.0338 (8)
C11	0.4000 (3)	0.4130 (6)	0.4240 (3)	0.0564 (14)
H11A	0.4315	0.4817	0.4051	0.068*
C12	0.4767 (4)	0.2247 (9)	0.3858 (5)	0.093 (2)
H12A	0.5008	0.3106	0.3680	0.139*
H12B	0.4584	0.1587	0.3493	0.139*
H12C	0.5129	0.1721	0.4169	0.139*
C13	0.3732 (5)	0.1577 (8)	0.4477 (7)	0.131 (4)
H13A	0.3327	0.2026	0.4694	0.196*
H13B	0.4058	0.1016	0.4805	0.196*
H13C	0.3521	0.0913	0.4124	0.196*
C21	0.2829 (3)	0.7137 (7)	0.3471 (3)	0.0587 (14)
H21A	0.3349	0.6947	0.3557	0.070*
C22	0.1915 (4)	0.8049 (19)	0.2623 (5)	0.208 (8)
H22A	0.1606	0.7806	0.2977	0.312*
H22B	0.1745	0.7480	0.2224	0.312*
H22C	0.1872	0.9106	0.2523	0.312*
C23	0.3099 (4)	0.8063 (13)	0.2260 (5)	0.129 (4)
H23A	0.2776	0.8443	0.1877	0.194*
H23B	0.3349	0.7163	0.2132	0.194*
H23C	0.3475	0.8808	0.2409	0.194*
C31	0.1662 (2)	0.4147 (5)	0.6516 (3)	0.0445 (11)
H31A	0.1233	0.4741	0.6544	0.053*
C32	0.1044 (3)	0.2215 (7)	0.7096 (4)	0.0701 (18)
H32A	0.0640	0.2942	0.7068	0.105*
H32B	0.1199	0.1983	0.7563	0.105*
H32C	0.0869	0.1314	0.6861	0.105*
C33	0.2240 (3)	0.1824 (7)	0.6826 (4)	0.080 (2)
H33A	0.2651	0.2265	0.6614	0.120*
H33B	0.2076	0.0915	0.6592	0.120*
H33C	0.2411	0.1594	0.7291	0.120*
C41	0.1471 (3)	0.3417 (6)	0.4660 (3)	0.0553 (13)
H41A	0.1222	0.3855	0.4240	0.066*
C42	0.1637 (6)	0.0791 (8)	0.4734 (7)	0.131 (4)
H42A	0.2170	0.1036	0.4760	0.196*
H42B	0.1500	0.0169	0.4344	0.196*
H42C	0.1536	0.0259	0.5136	0.196*
C43	0.0482 (4)	0.1865 (12)	0.4644 (5)	0.118 (4)
H43A	0.0225	0.2819	0.4611	0.177*
H43B	0.0361	0.1347	0.5043	0.177*
H43C	0.0319	0.1270	0.4251	0.177*
O1W	0.35552 (15)	0.7768 (3)	0.51615 (18)	0.0444 (8)
O2W	0.26578 (15)	0.7736 (4)	0.62169 (19)	0.0505 (9)
O3W	0.15759 (15)	0.6869 (4)	0.50913 (17)	0.0451 (7)
O4W	0.06700 (18)	0.7533 (4)	0.39143 (19)	0.0523 (8)
O11	0.34818 (18)	0.4610 (4)	0.4504 (2)	0.0520 (9)
O21	0.24661 (17)	0.6806 (4)	0.39742 (18)	0.0522 (9)
O31	0.21597 (17)	0.4688 (4)	0.62251 (19)	0.0505 (8)
O41	0.20856 (19)	0.3726 (4)	0.4674 (2)	0.0551 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Eu1	0.01812 (8)	0.02006 (10)	0.03462 (13)	−0.00025 (6)	0.00332 (6)	0.00058 (7)
Fe1	0.01293 (17)	0.0204 (2)	0.0358 (3)	−0.00067 (16)	0.00512 (17)	0.0000 (2)
N1	0.0258 (15)	0.0423 (19)	0.062 (3)	0.0080 (14)	0.0004 (16)	0.0117 (19)
N2	0.052 (2)	0.046 (2)	0.102 (4)	0.009 (2)	−0.014 (2)	0.020 (3)
N3	0.0393 (19)	0.064 (3)	0.073 (3)	−0.0083 (18)	0.033 (2)	−0.012 (2)
N4	0.0330 (17)	0.053 (2)	0.064 (3)	−0.0005 (16)	0.0258 (17)	0.000 (2)
N5	0.041 (2)	0.048 (2)	0.086 (3)	−0.0165 (18)	−0.002 (2)	−0.014 (2)
N6	0.0345 (18)	0.040 (2)	0.090 (3)	−0.0143 (16)	0.0091 (19)	−0.019 (2)
N11	0.0313 (16)	0.0359 (19)	0.073 (3)	0.0084 (14)	0.0118 (17)	−0.0049 (19)
N21	0.0369 (19)	0.109 (4)	0.052 (3)	0.019 (2)	0.0137 (18)	0.031 (3)
N31	0.0300 (15)	0.0272 (16)	0.062 (2)	−0.0024 (12)	0.0123 (15)	0.0047 (16)
N41	0.064 (3)	0.061 (3)	0.073 (3)	−0.039 (2)	0.006 (2)	−0.007 (2)
C1	0.0190 (13)	0.0283 (18)	0.041 (2)	−0.0021 (12)	0.0034 (14)	−0.0009 (16)
C2	0.0263 (16)	0.0287 (19)	0.061 (3)	−0.0007 (14)	0.0015 (17)	0.0035 (19)
C3	0.0223 (15)	0.0323 (19)	0.051 (3)	−0.0027 (13)	0.0088 (15)	−0.0034 (18)
C4	0.0220 (14)	0.0317 (19)	0.047 (2)	−0.0024 (13)	0.0053 (15)	0.0022 (17)
C5	0.0216 (14)	0.0321 (19)	0.048 (2)	0.0006 (14)	0.0044 (15)	−0.0012 (18)
C6	0.0205 (14)	0.0318 (19)	0.050 (2)	−0.0021 (14)	0.0069 (15)	−0.0056 (18)
C11	0.043 (2)	0.045 (3)	0.083 (4)	0.000 (2)	0.016 (2)	−0.014 (3)
C12	0.059 (4)	0.094 (5)	0.130 (7)	0.033 (4)	0.030 (4)	−0.012 (5)
C13	0.098 (6)	0.056 (4)	0.250 (13)	0.004 (4)	0.073 (7)	0.031 (6)
C21	0.031 (2)	0.085 (4)	0.059 (3)	0.003 (2)	0.000 (2)	0.021 (3)
C22	0.055 (4)	0.44 (2)	0.130 (8)	0.086 (8)	0.024 (5)	0.156 (12)
C23	0.069 (4)	0.211 (11)	0.116 (7)	0.029 (6)	0.045 (5)	0.082 (7)
C31	0.0332 (19)	0.041 (2)	0.061 (3)	−0.0020 (17)	0.0117 (19)	0.013 (2)
C32	0.042 (2)	0.059 (3)	0.112 (5)	−0.015 (2)	0.023 (3)	0.015 (3)
C33	0.045 (3)	0.051 (3)	0.144 (7)	0.016 (2)	0.013 (3)	0.011 (4)
C41	0.042 (2)	0.058 (3)	0.065 (3)	−0.021 (2)	0.003 (2)	−0.011 (3)
C42	0.125 (8)	0.053 (4)	0.205 (12)	−0.027 (4)	−0.024 (8)	0.003 (6)
C43	0.075 (5)	0.156 (8)	0.128 (7)	−0.080 (5)	0.033 (5)	−0.037 (6)
O1W	0.0295 (13)	0.0418 (16)	0.066 (2)	−0.0165 (12)	0.0231 (13)	−0.0134 (15)
O2W	0.0266 (12)	0.0499 (18)	0.079 (2)	−0.0152 (12)	0.0239 (14)	−0.0316 (17)
O3W	0.0245 (12)	0.0572 (19)	0.0528 (19)	0.0163 (13)	0.0001 (12)	−0.0033 (16)
O4W	0.0392 (15)	0.0431 (17)	0.070 (2)	0.0011 (14)	−0.0150 (15)	−0.0010 (17)
O11	0.0396 (16)	0.0481 (18)	0.071 (2)	0.0136 (14)	0.0164 (16)	−0.0121 (17)
O21	0.0302 (14)	0.076 (2)	0.050 (2)	0.0023 (15)	0.0056 (13)	0.0183 (18)
O31	0.0339 (14)	0.0487 (18)	0.071 (2)	−0.0086 (13)	0.0139 (15)	0.0209 (17)
O41	0.0390 (15)	0.0405 (17)	0.086 (3)	−0.0153 (14)	0.0086 (16)	−0.0209 (18)

Geometric parameters (Å, º)

Eu1—O3W	2.204 (3)	C11—O11	1.180 (6)
Eu1—O1W	2.293 (3)	C11—H11A	0.9300
Eu1—O11	2.353 (3)	C12—H12A	0.9600
Eu1—O41	2.383 (3)	C12—H12B	0.9600
Eu1—O31	2.489 (3)	C12—H12C	0.9600
Eu1—N1	2.495 (4)	C13—H13A	0.9600
Eu1—O2W	2.589 (3)	C13—H13B	0.9600
Eu1—O21	2.649 (3)	C13—H13C	0.9600
Eu1—C41	3.185 (5)	C21—O21	1.276 (6)
Fe1—C5	1.905 (4)	C21—H21A	0.9300
Fe1—C6	1.913 (4)	C22—H22A	0.9600
Fe1—C2	1.951 (4)	C22—H22B	0.9600
Fe1—C1	1.951 (4)	C22—H22C	0.9600
Fe1—C3	2.006 (4)	C23—H23A	0.9600
Fe1—C4	2.013 (4)	C23—H23B	0.9600
N1—C1	1.142 (5)	C23—H23C	0.9600
N2—C2	1.167 (6)	C31—O31	1.200 (5)
N3—C3	1.175 (6)	C31—H31A	0.9300
N4—C4	1.202 (6)	C32—H32A	0.9600
N5—C5	1.126 (6)	C32—H32B	0.9600
N6—C6	1.136 (5)	C32—H32C	0.9600
N11—C11	1.290 (6)	C33—H33A	0.9600
N11—C12	1.386 (7)	C33—H33B	0.9600
N11—C13	1.413 (8)	C33—H33C	0.9600
N21—C22	1.315 (8)	C41—O41	1.116 (5)
N21—C21	1.397 (7)	C41—H41A	0.9800
N21—C23	1.487 (8)	C42—H42A	0.9600
N31—C31	1.327 (5)	C42—H42B	0.9600
N31—C33	1.340 (6)	C42—H42C	0.9600
N31—C32	1.382 (6)	C43—H43A	0.9600
N41—C41	1.269 (6)	C43—H43B	0.9600
N41—C43	1.308 (8)	C43—H43C	0.9600
N41—C42	1.360 (10)
O3W—Eu1—O1W	105.01 (12)	N6—C6—Fe1	178.5 (4)
O3W—Eu1—O11	133.32 (13)	O11—C11—N11	124.5 (5)
O1W—Eu1—O11	83.34 (11)	O11—C11—H11A	117.8
O3W—Eu1—O41	83.98 (13)	N11—C11—H11A	117.8
O1W—Eu1—O41	145.93 (12)	N11—C12—H12A	109.5
O11—Eu1—O41	67.75 (12)	N11—C12—H12B	109.5
O3W—Eu1—O31	81.17 (12)	H12A—C12—H12B	109.5
O1W—Eu1—O31	131.94 (12)	N11—C12—H12C	109.5
O11—Eu1—O31	127.05 (13)	H12A—C12—H12C	109.5
O41—Eu1—O31	81.49 (13)	H12B—C12—H12C	109.5
O3W—Eu1—N1	140.75 (13)	N11—C13—H13A	109.5
O1W—Eu1—N1	88.33 (13)	N11—C13—H13B	109.5
O11—Eu1—N1	84.11 (13)	H13A—C13—H13B	109.5
O41—Eu1—N1	105.50 (13)	N11—C13—H13C	109.5
O31—Eu1—N1	63.37 (11)	H13A—C13—H13C	109.5
O3W—Eu1—O2W	73.45 (11)	H13B—C13—H13C	109.5
O1W—Eu1—O2W	68.41 (10)	O21—C21—N21	135.3 (4)
O11—Eu1—O2W	146.63 (11)	O21—C21—H21A	112.4
O41—Eu1—O2W	144.26 (10)	N21—C21—H21A	112.4
O31—Eu1—O2W	68.13 (12)	N21—C22—H22A	109.5
N1—Eu1—O2W	77.89 (13)	N21—C22—H22B	109.5
O3W—Eu1—O21	71.22 (12)	H22A—C22—H22B	109.5
O1W—Eu1—O21	74.34 (12)	N21—C22—H22C	109.5
O11—Eu1—O21	67.14 (12)	H22A—C22—H22C	109.5
O41—Eu1—O21	77.91 (13)	H22B—C22—H22C	109.5
O31—Eu1—O21	146.92 (10)	N21—C23—H23A	109.5
N1—Eu1—O21	147.63 (11)	N21—C23—H23B	109.5
O2W—Eu1—O21	118.46 (12)	H23A—C23—H23B	109.5
O3W—Eu1—C41	69.66 (14)	N21—C23—H23C	109.5
O1W—Eu1—C41	154.95 (14)	H23A—C23—H23C	109.5
O11—Eu1—C41	83.66 (13)	H23B—C23—H23C	109.5
O41—Eu1—C41	16.18 (13)	O31—C31—N31	127.3 (4)
O31—Eu1—C41	72.51 (14)	O31—C31—H31A	116.3
N1—Eu1—C41	111.50 (15)	N31—C31—H31A	116.3
O2W—Eu1—C41	129.06 (12)	N31—C32—H32A	109.5
O21—Eu1—C41	80.89 (14)	N31—C32—H32B	109.5
C5—Fe1—C6	178.84 (16)	H32A—C32—H32B	109.5
C5—Fe1—C2	91.32 (18)	N31—C32—H32C	109.5
C6—Fe1—C2	88.47 (18)	H32A—C32—H32C	109.5
C5—Fe1—C1	90.72 (17)	H32B—C32—H32C	109.5
C6—Fe1—C1	89.53 (16)	N31—C33—H33A	109.5
C2—Fe1—C1	177.20 (15)	N31—C33—H33B	109.5
C5—Fe1—C3	98.17 (17)	H33A—C33—H33B	109.5
C6—Fe1—C3	80.75 (16)	N31—C33—H33C	109.5
C2—Fe1—C3	100.78 (18)	H33A—C33—H33C	109.5
C1—Fe1—C3	80.81 (16)	H33B—C33—H33C	109.5
C5—Fe1—C4	80.24 (17)	O41—C41—N41	124.8 (6)
C6—Fe1—C4	100.83 (16)	O41—C41—Eu1	36.5 (3)
C2—Fe1—C4	79.29 (18)	N41—C41—Eu1	147.7 (4)
C1—Fe1—C4	99.18 (16)	O41—C41—H41A	105.6
C3—Fe1—C4	178.42 (16)	N41—C41—H41A	105.6
C1—N1—Eu1	165.7 (4)	Eu1—C41—H41A	105.6
C11—N11—C12	120.8 (5)	N41—C42—H42A	109.5
C11—N11—C13	122.7 (5)	N41—C42—H42B	109.5
C12—N11—C13	116.5 (6)	H42A—C42—H42B	109.5
C22—N21—C21	119.7 (5)	N41—C42—H42C	109.5
C22—N21—C23	108.8 (6)	H42A—C42—H42C	109.5
C21—N21—C23	131.5 (5)	H42B—C42—H42C	109.5
C31—N31—C33	123.9 (4)	N41—C43—H43A	109.5
C31—N31—C32	124.1 (4)	N41—C43—H43B	109.5
C33—N31—C32	112.0 (5)	H43A—C43—H43B	109.5
C41—N41—C43	119.0 (7)	N41—C43—H43C	109.5
C41—N41—C42	127.0 (6)	H43A—C43—H43C	109.5
C43—N41—C42	114.1 (7)	H43B—C43—H43C	109.5
N1—C1—Fe1	176.7 (3)	C11—O11—Eu1	164.5 (4)
N2—C2—Fe1	178.2 (4)	C21—O21—Eu1	140.5 (3)
N3—C3—Fe1	179.0 (4)	C31—O31—Eu1	155.2 (3)
N4—C4—Fe1	178.0 (4)	C41—O41—Eu1	127.3 (4)
N5—C5—Fe1	178.7 (5)