Tris(dimethyl­ammonium) tris­(pyridine-2,6-dicarboxyl­ato-κ³N,O,O′)europate(III) dihydrate

In the title compound, (C₂H₈N)₃[Eu(C₇H₃NO₄)₃]·2H₂O, the complex anion lies on a crystallographic twofold rotation axis and the Eu^III atom is coordinated by three N and six O atoms from three pyridine-2,6-dicarboxyl­ate ligands, forming a distorted tricapped trigonal prismatic geometry. Dimethyl­ammonium cations and non-coordinated water mol­ecules show positional disorder. The crystal structure is stabilized by inter­molecular N—H...O and O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.031
• wR factor = 0.073
• Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT415_ALERT_2_B Short Inter D-H..H-X       H9A    ..  H13A    ..       2.08 Ang.

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT223_ALERT_4_C Large Solvent/Anion  H     Ueq(max)/Ueq(min) ...       3.46 Ratio
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N5
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N4
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      31.00 Perc.
PLAT432_ALERT_2_C Short Inter X...Y Contact  O4     ..  C15     ..       2.99 Ang.

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   7 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   5 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Tris(dimethylammonium) tris(pyridine-2,6-dicarboxylato-κ³N,O,O')europium(III) dihydrate

Crystal data

(C2H8N)[Eu(C7H3NO4)3]·2H2O	F(000) = 1664
Mr = 821.59	Dx = 1.612 Mg m^−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 6952 reflections
a = 16.9780 (13) Å	θ = 2.3–28.2°
b = 10.7099 (8) Å	µ = 1.93 mm^−1
c = 18.6170 (14) Å	T = 292 K
V = 3385.2 (4) Å^3	Block, colorless
Z = 4	0.30 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer	3695 independent reflections
Radiation source: fine-focus sealed tube	2746 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.070
φ and ω scans	θmax = 27.0°, θmin = 2.3°
Absorption correction: multi-scan (SHELXTL; Bruker, 2001)	h = −21→19
Tmin = 0.596, Tmax = 0.699	k = −13→13
19609 measured reflections	l = −22→23

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.073	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0383P)^2] where P = (Fo^2 + 2Fc^2)/3
3695 reflections	(Δ/σ)max = 0.003
248 parameters	Δρmax = 0.40 e Å^−3
1 restraint	Δρmin = −1.18 e Å^−3

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	Occ. (<1)
Eu1	0.5000	0.630093 (15)	0.7500	0.03416 (8)
N1	0.37099 (13)	0.7488 (2)	0.75592 (11)	0.0404 (5)
N2	0.5000	0.3929 (3)	0.7500	0.0356 (7)
O1	0.40650 (10)	0.56718 (17)	0.84473 (11)	0.0478 (5)
O2	0.29278 (12)	0.5879 (2)	0.90350 (12)	0.0698 (6)
O3	0.41461 (10)	0.52742 (16)	0.66223 (10)	0.0440 (4)
O4	0.38317 (13)	0.36226 (18)	0.59540 (12)	0.0647 (6)
O5	0.51875 (11)	0.79537 (19)	0.83873 (13)	0.0556 (6)
O6	0.59264 (13)	0.9385 (2)	0.89399 (13)	0.0678 (6)
C1	0.35583 (16)	0.8404 (2)	0.70861 (16)	0.0443 (7)
C2	0.2871 (2)	0.9080 (3)	0.71104 (19)	0.0613 (9)
H2	0.2777	0.9712	0.6779	0.074*
C3	0.2321 (2)	0.8803 (3)	0.76363 (19)	0.0684 (12)
H3	0.1853	0.9252	0.7665	0.082*
C4	0.24734 (17)	0.7860 (3)	0.81134 (17)	0.0609 (9)
H4	0.2107	0.7655	0.8466	0.073*
C5	0.31767 (14)	0.7218 (3)	0.80657 (15)	0.0440 (6)
C6	0.34056 (16)	0.6176 (3)	0.85608 (16)	0.0481 (7)
C7	0.41598 (15)	0.4116 (3)	0.64780 (15)	0.0427 (6)
C8	0.45988 (15)	0.3296 (2)	0.70003 (13)	0.0367 (6)
C9	0.4588 (2)	0.2023 (3)	0.69832 (16)	0.0581 (8)
H9	0.4308	0.1602	0.6629	0.070*
C10	0.5000	0.1369 (4)	0.7500	0.075 (2)
H10	0.5000	0.0501	0.7500	0.090*
C11	0.58008 (16)	0.8611 (2)	0.84600 (17)	0.0475 (7)
C12	0.2714 (3)	0.6429 (4)	0.5398 (2)	0.1068 (15)
H12A	0.2890	0.6882	0.5813	0.160*
H12B	0.2278	0.5905	0.5527	0.160*
H12C	0.2552	0.7006	0.5032	0.160*
N4	0.33597 (17)	0.5653 (3)	0.51247 (13)	0.0696 (8)
H4A	0.3494	0.5098	0.5466	0.083*
H4B	0.3184	0.5219	0.4743	0.083*
C13	0.4066 (3)	0.6344 (4)	0.4911 (2)	0.1044 (15)
H13A	0.3920	0.7022	0.4601	0.157*
H13B	0.4419	0.5795	0.4661	0.157*
H13C	0.4323	0.6669	0.5331	0.157*
C14	0.4040 (8)	−0.0143 (11)	0.4148 (7)	0.087 (3)	0.50
H14A	0.3533	−0.0208	0.4374	0.130*	0.50
H14B	0.4207	−0.0954	0.3990	0.130*	0.50
H14C	0.4004	0.0408	0.3743	0.130*	0.50
N5	0.4607 (3)	0.0351 (4)	0.4659 (3)	0.0495 (11)	0.50
H5A	0.5081	0.0405	0.4445	0.059*	0.50
H5B	0.4651	−0.0182	0.5030	0.059*	0.50
C15	0.4374 (18)	0.163 (2)	0.4941 (13)	0.077 (6)	0.50
H15A	0.4314	0.2195	0.4545	0.115*	0.50
H15B	0.4776	0.1931	0.5258	0.115*	0.50
H15C	0.3885	0.1564	0.5197	0.115*	0.50
O9	0.3774 (5)	−0.0647 (8)	0.4176 (6)	0.136 (4)	0.50
H9A	0.4076	−0.1263	0.4096	0.204*	0.50
H9B	0.4016	−0.0073	0.4407	0.204*	0.50
O10	0.4333 (11)	0.1693 (12)	0.4765 (9)	0.075 (4)	0.50
H10A	0.4464	0.2018	0.4381	0.113*	0.50
H10B	0.4056	0.2178	0.4997	0.113*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Eu1	0.02779 (11)	0.02666 (11)	0.04803 (13)	0.000	−0.00247 (8)	0.000
N1	0.0328 (11)	0.0353 (12)	0.0532 (15)	0.0032 (9)	−0.0069 (10)	−0.0084 (10)
N2	0.0359 (17)	0.0326 (15)	0.0383 (17)	0.000	−0.0024 (13)	0.000
O1	0.0375 (10)	0.0467 (11)	0.0591 (12)	−0.0003 (9)	0.0034 (9)	0.0045 (9)
O2	0.0529 (13)	0.0891 (16)	0.0675 (15)	0.0026 (12)	0.0182 (12)	0.0100 (13)
O3	0.0429 (10)	0.0370 (10)	0.0521 (12)	0.0000 (8)	−0.0114 (9)	0.0035 (8)
O4	0.0834 (16)	0.0540 (13)	0.0566 (14)	−0.0043 (11)	−0.0326 (12)	−0.0043 (10)
O5	0.0412 (10)	0.0432 (12)	0.0824 (16)	−0.0022 (9)	0.0022 (10)	−0.0213 (11)
O6	0.0652 (14)	0.0527 (13)	0.0856 (17)	−0.0074 (11)	−0.0063 (12)	−0.0268 (12)
C1	0.0430 (15)	0.0351 (14)	0.0547 (19)	0.0059 (12)	−0.0117 (14)	−0.0083 (13)
C2	0.062 (2)	0.060 (2)	0.062 (2)	0.0253 (17)	−0.0176 (18)	−0.0077 (17)
C3	0.051 (2)	0.086 (3)	0.068 (3)	0.0329 (19)	−0.0131 (17)	−0.0254 (19)
C4	0.0437 (17)	0.082 (2)	0.058 (2)	0.0134 (16)	−0.0022 (14)	−0.0176 (18)
C5	0.0337 (14)	0.0498 (17)	0.0484 (17)	0.0014 (12)	−0.0012 (12)	−0.0103 (13)
C6	0.0367 (15)	0.0551 (18)	0.0526 (18)	−0.0057 (13)	0.0002 (13)	−0.0081 (14)
C7	0.0390 (14)	0.0440 (15)	0.0451 (16)	−0.0048 (12)	−0.0043 (12)	0.0008 (12)
C8	0.0396 (14)	0.0335 (13)	0.0370 (15)	−0.0011 (12)	−0.0043 (12)	−0.0023 (11)
C9	0.085 (2)	0.0355 (16)	0.0540 (19)	−0.0006 (16)	−0.0234 (18)	−0.0048 (13)
C10	0.122 (6)	0.026 (2)	0.077 (4)	0.000	−0.040 (3)	0.000
C11	0.0444 (16)	0.0321 (14)	0.066 (2)	0.0019 (12)	−0.0119 (15)	−0.0018 (13)
C12	0.119 (4)	0.127 (4)	0.075 (3)	0.044 (3)	−0.018 (3)	−0.018 (2)
N4	0.091 (2)	0.073 (2)	0.0454 (16)	0.0004 (18)	−0.0167 (15)	0.0099 (13)
C13	0.120 (3)	0.117 (4)	0.077 (3)	−0.052 (3)	−0.016 (3)	0.004 (2)
C14	0.097 (8)	0.090 (9)	0.073 (6)	−0.032 (6)	−0.007 (6)	0.000 (5)
N5	0.049 (3)	0.050 (3)	0.050 (3)	−0.005 (2)	0.006 (2)	0.016 (2)
C15	0.079 (9)	0.089 (10)	0.061 (10)	−0.017 (7)	0.022 (7)	0.023 (6)
O9	0.101 (7)	0.098 (7)	0.210 (9)	0.015 (5)	−0.050 (6)	−0.041 (7)
O10	0.090 (6)	0.064 (5)	0.072 (8)	0.008 (4)	0.031 (5)	−0.004 (5)

Geometric parameters (Å, º)

Eu1—O5	2.442 (2)	C9—C10	1.380 (4)
Eu1—O5^i	2.442 (2)	C9—H9	0.9300
Eu1—O3	2.4456 (18)	C10—C9^i	1.380 (4)
Eu1—O3^i	2.4456 (18)	C10—H10	0.9300
Eu1—O1^i	2.4667 (19)	C11—C1^i	1.506 (4)
Eu1—O1	2.4667 (19)	C12—N4	1.466 (4)
Eu1—N1^i	2.535 (2)	C12—H12A	0.9600
Eu1—N1	2.535 (2)	C12—H12B	0.9600
Eu1—N2	2.540 (3)	C12—H12C	0.9600
N1—C5	1.339 (3)	N4—C13	1.464 (4)
N1—C1	1.343 (4)	N4—H4A	0.9000
N2—C8	1.337 (3)	N4—H4B	0.9000
N2—C8^i	1.337 (3)	C13—H13A	0.9600
O1—C6	1.261 (3)	C13—H13B	0.9600
O2—C6	1.240 (3)	C13—H13C	0.9600
O3—C7	1.269 (3)	C14—N5	1.452 (11)
O4—C7	1.241 (3)	C14—H14A	0.9600
O5—C11	1.264 (3)	C14—H14B	0.9600
O6—C11	1.237 (3)	C14—H14C	0.9600
C1—C2	1.373 (4)	N5—C15	1.517 (19)
C1—C11^i	1.506 (4)	N5—H5A	0.9000
C2—C3	1.385 (5)	N5—H5B	0.9000
C2—H2	0.9300	C15—H15A	0.9600
C3—C4	1.369 (5)	C15—H15B	0.9600
C3—H3	0.9300	C15—H15C	0.9600
C4—C5	1.381 (4)	O9—H9A	0.8488
C4—H4	0.9300	O9—H9B	0.8558
C5—C6	1.499 (4)	O10—H10A	0.8266
C7—C8	1.507 (4)	O10—H10B	0.8229
C8—C9	1.364 (3)
O5—Eu1—O5^i	87.08 (11)	C4—C3—H3	120.4
O5—Eu1—O3	148.78 (6)	C2—C3—H3	120.4
O5^i—Eu1—O3	78.27 (7)	C3—C4—C5	119.3 (3)
O5—Eu1—O3^i	78.27 (7)	C3—C4—H4	120.4
O5^i—Eu1—O3^i	148.78 (6)	C5—C4—H4	120.4
O3—Eu1—O3^i	126.56 (8)	N1—C5—C4	121.5 (3)
O5—Eu1—O1^i	126.71 (6)	N1—C5—C6	114.8 (2)
O5^i—Eu1—O1^i	78.36 (7)	C4—C5—C6	123.8 (3)
O3—Eu1—O1^i	77.35 (7)	O2—C6—O1	126.2 (3)
O3^i—Eu1—O1^i	88.48 (7)	O2—C6—C5	117.3 (3)
O5—Eu1—O1	78.36 (7)	O1—C6—C5	116.5 (3)
O5^i—Eu1—O1	126.71 (6)	O4—C7—O3	125.0 (3)
O3—Eu1—O1	88.48 (7)	O4—C7—C8	118.7 (2)
O3^i—Eu1—O1	77.35 (7)	O3—C7—C8	116.2 (2)
O1^i—Eu1—O1	148.29 (9)	N2—C8—C9	122.0 (3)
O5—Eu1—N1^i	63.47 (7)	N2—C8—C7	113.9 (2)
O5^i—Eu1—N1^i	73.72 (6)	C9—C8—C7	124.1 (2)
O3—Eu1—N1^i	135.12 (6)	C8—C9—C10	119.0 (3)
O3^i—Eu1—N1^i	75.07 (6)	C8—C9—H9	120.5
O1^i—Eu1—N1^i	63.24 (7)	C10—C9—H9	120.5
O1—Eu1—N1^i	136.40 (6)	C9^i—C10—C9	119.0 (4)
O5—Eu1—N1	73.72 (6)	C9^i—C10—H10	120.5
O5^i—Eu1—N1	63.47 (7)	C9—C10—H10	120.5
O3—Eu1—N1	75.07 (6)	O6—C11—O5	126.3 (3)
O3^i—Eu1—N1	135.12 (6)	O6—C11—C1^i	117.5 (3)
O1^i—Eu1—N1	136.40 (6)	O5—C11—C1^i	116.2 (3)
O1—Eu1—N1	63.24 (7)	N4—C12—H12A	109.5
N1^i—Eu1—N1	119.80 (10)	N4—C12—H12B	109.5
O5—Eu1—N2	136.46 (6)	H12A—C12—H12B	109.5
O5^i—Eu1—N2	136.46 (6)	N4—C12—H12C	109.5
O3—Eu1—N2	63.28 (4)	H12A—C12—H12C	109.5
O3^i—Eu1—N2	63.28 (4)	H12B—C12—H12C	109.5
O1^i—Eu1—N2	74.15 (4)	C13—N4—C12	114.8 (3)
O1—Eu1—N2	74.15 (4)	C13—N4—H4A	108.6
N1^i—Eu1—N2	120.10 (5)	C12—N4—H4A	108.6
N1—Eu1—N2	120.10 (5)	C13—N4—H4B	108.6
C5—N1—C1	119.4 (2)	C12—N4—H4B	108.6
C5—N1—Eu1	120.43 (17)	H4A—N4—H4B	107.5
C1—N1—Eu1	120.22 (18)	N4—C13—H13A	109.5
C8—N2—C8^i	119.1 (3)	N4—C13—H13B	109.5
C8—N2—Eu1	120.44 (16)	H13A—C13—H13B	109.5
C8^i—N2—Eu1	120.44 (16)	N4—C13—H13C	109.5
C6—O1—Eu1	125.06 (18)	H13A—C13—H13C	109.5
C7—O3—Eu1	124.75 (16)	H13B—C13—H13C	109.5
C11—O5—Eu1	125.69 (18)	C14—N5—C15	112.4 (11)
N1—C1—C2	121.7 (3)	C14—N5—H5A	109.1
N1—C1—C11^i	114.3 (2)	C15—N5—H5A	109.1
C2—C1—C11^i	124.0 (3)	C14—N5—H5B	109.1
C1—C2—C3	118.9 (3)	C15—N5—H5B	109.1
C1—C2—H2	120.6	H5A—N5—H5B	107.9
C3—C2—H2	120.6	H9A—O9—H9B	110.8
C4—C3—C2	119.3 (3)	H10A—O10—H10B	109.9
O5—Eu1—N1—C5	−83.78 (19)	N1—Eu1—O3—C7	−146.5 (2)
O5^i—Eu1—N1—C5	−178.8 (2)	N2—Eu1—O3—C7	−10.81 (19)
O3—Eu1—N1—C5	97.11 (19)	O5^i—Eu1—O5—C11	−76.1 (2)
O3^i—Eu1—N1—C5	−30.2 (2)	O3—Eu1—O5—C11	−137.7 (2)
O1^i—Eu1—N1—C5	149.61 (17)	O3^i—Eu1—O5—C11	76.1 (2)
O1—Eu1—N1—C5	1.16 (18)	O1^i—Eu1—O5—C11	−3.0 (3)
N1^i—Eu1—N1—C5	−129.1 (2)	O1—Eu1—O5—C11	155.4 (2)
N2—Eu1—N1—C5	50.9 (2)	N1^i—Eu1—O5—C11	−2.9 (2)
O5—Eu1—N1—C1	95.5 (2)	N1—Eu1—O5—C11	−139.3 (2)
O5^i—Eu1—N1—C1	0.58 (18)	N2—Eu1—O5—C11	103.9 (2)
O3—Eu1—N1—C1	−83.56 (19)	C5—N1—C1—C2	0.4 (4)
O3^i—Eu1—N1—C1	149.14 (17)	Eu1—N1—C1—C2	−178.9 (2)
O1^i—Eu1—N1—C1	−31.1 (2)	C5—N1—C1—C11^i	−179.5 (2)
O1—Eu1—N1—C1	−179.5 (2)	Eu1—N1—C1—C11^i	1.2 (3)
N1^i—Eu1—N1—C1	50.26 (18)	N1—C1—C2—C3	−0.2 (5)
N2—Eu1—N1—C1	−129.74 (18)	C11^i—C1—C2—C3	179.8 (3)
O5—Eu1—N2—C8	154.70 (14)	C1—C2—C3—C4	−0.5 (5)
O5^i—Eu1—N2—C8	−25.30 (14)	C2—C3—C4—C5	0.9 (5)
O3—Eu1—N2—C8	5.37 (14)	C1—N1—C5—C4	0.0 (4)
O3^i—Eu1—N2—C8	−174.63 (14)	Eu1—N1—C5—C4	179.3 (2)
O1^i—Eu1—N2—C8	−78.20 (14)	C1—N1—C5—C6	179.6 (2)
O1—Eu1—N2—C8	101.80 (14)	Eu1—N1—C5—C6	−1.0 (3)
N1^i—Eu1—N2—C8	−123.33 (14)	C3—C4—C5—N1	−0.6 (4)
N1—Eu1—N2—C8	56.67 (14)	C3—C4—C5—C6	179.7 (3)
O5—Eu1—N2—C8^i	−25.30 (14)	Eu1—O1—C6—O2	−179.7 (2)
O5^i—Eu1—N2—C8^i	154.70 (14)	Eu1—O1—C6—C5	1.4 (3)
O3—Eu1—N2—C8^i	−174.63 (14)	N1—C5—C6—O2	−179.2 (2)
O3^i—Eu1—N2—C8^i	5.37 (14)	C4—C5—C6—O2	0.5 (4)
O1^i—Eu1—N2—C8^i	101.80 (14)	N1—C5—C6—O1	−0.2 (4)
O1—Eu1—N2—C8^i	−78.20 (14)	C4—C5—C6—O1	179.5 (3)
N1^i—Eu1—N2—C8^i	56.67 (14)	Eu1—O3—C7—O4	−166.9 (2)
N1—Eu1—N2—C8^i	−123.33 (14)	Eu1—O3—C7—C8	14.4 (3)
O5—Eu1—O1—C6	76.1 (2)	C8^i—N2—C8—C9	−0.2 (2)
O5^i—Eu1—O1—C6	−1.2 (2)	Eu1—N2—C8—C9	179.8 (2)
O3—Eu1—O1—C6	−75.4 (2)	C8^i—N2—C8—C7	178.9 (3)
O3^i—Eu1—O1—C6	156.6 (2)	Eu1—N2—C8—C7	−1.1 (3)
O1^i—Eu1—O1—C6	−138.0 (2)	O4—C7—C8—N2	173.2 (2)
N1^i—Eu1—O1—C6	104.8 (2)	O3—C7—C8—N2	−8.0 (3)
N1—Eu1—O1—C6	−1.3 (2)	O4—C7—C8—C9	−7.7 (4)
N2—Eu1—O1—C6	−138.0 (2)	O3—C7—C8—C9	171.1 (3)
O5—Eu1—O3—C7	−148.1 (2)	N2—C8—C9—C10	0.4 (4)
O5^i—Eu1—O3—C7	148.2 (2)	C7—C8—C9—C10	−178.6 (2)
O3^i—Eu1—O3—C7	−10.81 (19)	C8—C9—C10—C9^i	−0.2 (2)
O1^i—Eu1—O3—C7	67.6 (2)	Eu1—O5—C11—O6	−174.2 (2)
O1—Eu1—O3—C7	−83.8 (2)	Eu1—O5—C11—C1^i	4.5 (3)
N1^i—Eu1—O3—C7	96.1 (2)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N4—H4A···O3	0.90	2.43	3.118 (3)	134
N4—H4A···O4	0.90	1.91	2.785 (3)	163
N4—H4B···O2^ii	0.90	1.82	2.710 (4)	170
N5—H5A···O6^ii	0.90	1.73	2.625 (5)	172
N5—H5B···O6^iii	0.90	2.20	2.949 (5)	140
O9—H9B···O10	0.86	2.08	2.90 (1)	161
O10—H10A···O5^ii	0.83	2.22	2.97 (2)	151
O10—H10B···O4	0.82	2.39	3.15 (1)	153

Symmetry codes: (ii) x, −y+1, z−1/2; (iii) −x+1, y−1, −z+3/2.