Aqua­dioxidobis(pentane-2,4-dionato)uranium(VI) pyrazine solvate

Kawasaki, T.; Kitazawa, T.

doi:10.1107/S1600536808009021

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 5| May 2008| Pages m673-m674

doi:10.1107/S1600536808009021

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Aquadioxidobis(pentane-2,4-dionato)uranium(VI) pyrazine solvate

Takeshi Kawasaki ^a and Takafumi Kitazawa ^a,^b ^*

^aDepartment of Chemistry, Faculty of Science, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, and ^bResearch Center for Materials with Integrated Properties, Toho University, Miyama, Funabashi, Chiba 274-8510, Japan
^*Correspondence e-mail: kitazawa@chem.sci.toho-u.ac.jp

(Received 31 March 2008; accepted 3 April 2008; online 16 April 2008)

The asymmetric unit of the title compound, [U(C₅H₇O₂)₂O₂(H₂O)]·C₄H₄N₂, contains one [UO₂(acac)₂(H₂O)] (where acac is acetylacetonate) and two half-molecules of pyrazine. It exhibits a UO₇ pentagonal-bipyramidal coordination geometry about the U^VI atom, involving two bidentate acetylacetonate ions and one water molecule. The N atoms of the pyrazine molecules are not coordinated to the U^VI atom, and are connected with the aqua O atom by hydrogen bonds. This results in a zigzag chain arrangement along the [10 $[\overline{1}]$ ] direction.

Related literature

For related structures, see: Alcock et al. (1984 , 1987 ); Alcock & Flanders (1987 ); Borkowski & Cahill (2004 ); Huuskonen et al. (2007 ); Kannan et al. (2001 ); Takao & Ikeda (2008 ).

Experimental

Crystal data

[U(C₅H₇O₂)₂O₂(H₂O)]·C₄H₄N₂
M_r = 566.35
Triclinic, $[P \overline 1]$
a = 8.186 (3) Å
b = 8.398 (3) Å
c = 13.663 (4) Å
α = 88.162 (7)°
β = 82.111 (6)°
γ = 86.130 (6)°
V = 928.0 (5) Å³
Z = 2
Mo Kα radiation
μ = 8.78 mm⁻¹
T = 299 K
0.22 × 0.14 × 0.06 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.236, T_max = 0.590
6928 measured reflections
4526 independent reflections
3841 reflections with I > 2σ(I)
R_int = 0.024

Refinement

R[F² > 2σ(F²)] = 0.031
wR(F²) = 0.078
S = 1.04
4526 reflections
229 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 1.63 e Å⁻³
Δρ_min = −1.27 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

U1—O1	1.777 (3)
U1—O2	1.774 (3)
U1—O3	2.352 (4)
U1—O4	2.348 (4)
U1—O5	2.361 (4)
U1—O6	2.353 (3)
U1—O7	2.409 (4)

O1—U1—O2	178.98 (14)
O1—U1—O3	89.43 (18)
O1—U1—O4	90.62 (17)
O1—U1—O5	89.85 (18)
O1—U1—O6	91.40 (17)
O1—U1—O7	90.01 (16)
O2—U1—O3	90.37 (17)
O2—U1—O4	90.26 (16)
O2—U1—O5	89.75 (17)
O2—U1—O6	89.35 (16)
O2—U1—O7	88.97 (15)
O3—U1—O4	70.89 (13)
O3—U1—O5	145.58 (15)
O3—U1—O6	143.98 (14)
O3—U1—O7	72.72 (13)
O4—U1—O5	143.53 (13)
O4—U1—O6	73.10 (12)
O4—U1—O7	143.59 (13)
O5—U1—O6	70.43 (13)
O5—U1—O7	72.87 (13)
O6—U1—O7	143.27 (13)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H21⋯N1	0.86 (4)	1.94 (2)	2.752 (5)	160 (5)
O7—H22⋯N2	0.85 (4)	1.96 (2)	2.778 (6)	161 (5)

Data collection: SMART (Bruker, 2001 ); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and CrystalMaker (CrystalMaker, 2007 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808009021/hk2447sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808009021/hk2447Isup2.hkl

checkCIF report

Comment top

Actinide chemistry has strong relationship with the reprocessing of nuclear fuels and treatment of actinide wastes in the backend chemistry for the nuclear power plants which operate everyday. The fundamental investigation of the bonding and structure of uranium complexes provides important information on the field of backend chemistry. Various uranyl(VI) complexes with β-diketonate have been reported; examples are [UO₂(acac)₂(H₂O)] (Alcock, & Flanders, 1987), [UO₂(acac)₂(py)] (Alcock et al., 1984; Alcock et al., 1987), [UO₂(tta)₂(H₂O)](H₂O)₂(dibenzo-18, crown-6) (Kannan et al., 2001), [UO₂(acac)₂(dmf)] (Huuskonen et al., 2007), and [UO₂(dbm)₂(EtOH)] (Takao & Ikeda, 2008). We report herein the synthesis and crystal structure of a new uranyl(VI) acetyl- acetonate complex of formula [UO₂(acac)₂(H₂O)](pz) (I) (where acac is acetylacetonate and pz is pyrazine).

The asymmetric unit of the title compound, (I), (Fig. 1), contains one [UO₂(acac)₂(H₂O)] and two-halves of pyrazine molecules. The coordination geometry of the U1 atom has a UO₇ pentagonal-bipyramidal coordination; two uranyl oxygen atoms (O1 and O2) at the axial positions, and the remaining five O atoms from the two chelating acac ligands (O3, O4, O5 and O6) and one H₂O molecule (O7) in the equatorial plane (Table 1). The O1—U1—O2 angle is 178.98 (14) °. The deviations of the O atoms of the acac and of the H₂O from the equatorial plane (O3, O4, O5, O6 and O7) are within 0.02 Å. The U1—O_acac bond lengths are longer than the U1—O_uranyl distances and are shorter than the U1—O_aqua distance. The U1—O7 [2.409 (4) Å] bond is shorter than the U^VI—O_aqua [2.489 (8) Å] bond of [UO₂(acac)₂(H₂O)] (Alcock, & Flanders, 1987), but similar to the U^VI—O_aqua [2.396 (5) Å] bond of {[UO₂(C₉H₄O₆)- (H₂O)].H₂O} (Borkowski & Cahill, 2004) and the U^VI—O_aqua [2.419 (5) Å] bond of [UO₂(tta)₂(H₂O)](H₂O)₂(dibenzo-18,crown-6) (Kannan et al., 2001).

The nitrogen atoms of the pyrazine molecules are not coordinated to the U1, and are connected with O7 atom of the H₂O in the [UO₂(acac)₂(H₂O)] molecule by the hydrogen bonds (Table 2). This results in a zigzag chain arrangement of along the [1 0 - 1] direction (Fig. 2). The dihedral angle between the two pyrazine rings is 13.9 (3)°.

Related literature top

For related structures, see: Alcock et al. (1984, 1987); Alcock & Flanders (1987); Borkowski & Cahill (2004); Huuskonen et al. (2007); Kannan et al. (2001); Takao & Ikeda (2008).

Experimental top

To the acetonitrile solution (10 ml) containing UO₂(NO₃)₂.6H₂O (0.5 mmol) was added acetylacetone (3.0 mmol) and pyrazine (3.0 mmol) in acetonitrile (5 ml). After the solvent evaporated slowly at room temperature for a few days, orange crystals of (I) were obtained.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and CrystalMaker (CrystalMaker, 2007); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. Molecular structure of (I). Displacement ellipsoids are drawn at the 50% probablity level. Hydrogen bonds are shown as dashed lines [symmetry codes: (i) -x + 1, -y + 2, -z; (ii) -x, -y + 2, -z + 1]. H atoms not involved in hydrogen bondings have been omitted for clarity.
	Fig. 2. Zigzag chain arragnement formed by O7 of the [UO₂(acac)₂(H₂O)] molecules and the pyrazine molecules in (I). Dashed lines indicate the OH···N hydrogen bonds between neighboring O7 and the pyrazine molecules. H atoms not involved in hydrogen bondings have been omitted for clarity.

Aquadioxidobis(pentane-2,4-dionato)uranium(VI) pyrazine solvate top

Crystal data top

[U(C₅H₇O₂)₂O₂(H₂O)]·C₄H₄N₂	Z = 2
M_r = 566.35	F(000) = 532
Triclinic, P1	D_x = 2.027 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.186 (3) Å	Cell parameters from 2961 reflections
b = 8.398 (3) Å	θ = 2.4–28.2°
c = 13.663 (4) Å	µ = 8.78 mm⁻¹
α = 88.162 (7)°	T = 299 K
β = 82.111 (6)°	Plate, orange
γ = 86.130 (6)°	0.22 × 0.14 × 0.06 mm
V = 928.0 (5) Å³

Data collection top

Bruker CCD area-detector diffractometer	4526 independent reflections
Radiation source: fine-focus sealed tube	3841 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.024
Detector resolution: 8.366 pixels mm^-1	θ_max = 28.3°, θ_min = 1.5°
ϕ and ω scans	h = −10→10
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −11→9
T_min = 0.236, T_max = 0.590	l = −18→11
6928 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0402P)² + 0.5065P] where P = (F_o² + 2F_c²)/3
4526 reflections	(Δ/σ)_max = 0.001
229 parameters	Δρ_max = 1.63 e Å⁻³
2 restraints	Δρ_min = −1.27 e Å⁻³

Crystal data top

[U(C₅H₇O₂)₂O₂(H₂O)]·C₄H₄N₂	γ = 86.130 (6)°
M_r = 566.35	V = 928.0 (5) Å³
Triclinic, P1	Z = 2
a = 8.186 (3) Å	Mo Kα radiation
b = 8.398 (3) Å	µ = 8.78 mm⁻¹
c = 13.663 (4) Å	T = 299 K
α = 88.162 (7)°	0.22 × 0.14 × 0.06 mm
β = 82.111 (6)°

Data collection top

Bruker CCD area-detector diffractometer	4526 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3841 reflections with I > 2σ(I)
T_min = 0.236, T_max = 0.590	R_int = 0.024
6928 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.031	2 restraints
wR(F²) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	Δρ_max = 1.63 e Å⁻³
4526 reflections	Δρ_min = −1.27 e Å⁻³
229 parameters

Special details top

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 > 2sigma(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 (Å²) top

	x	y	z	U_iso*/U_eq
U1	0.259453 (17)	0.495967 (19)	0.247346 (9)	0.03890 (8)
O1	0.3817 (5)	0.4969 (5)	0.1293 (3)	0.0596 (10)
O2	0.1377 (5)	0.4988 (5)	0.3652 (3)	0.0546 (9)
O3	0.0299 (5)	0.5981 (5)	0.1735 (3)	0.0700 (11)
O4	0.1164 (4)	0.2826 (4)	0.2022 (3)	0.0573 (9)
O5	0.4908 (5)	0.5598 (5)	0.3208 (3)	0.0688 (11)
O6	0.4016 (4)	0.2596 (4)	0.2952 (2)	0.0549 (8)
O7	0.2572 (4)	0.7828 (4)	0.2495 (2)	0.0501 (8)
N1	0.4115 (6)	0.9337 (6)	0.0839 (3)	0.0577 (12)
N2	0.0840 (6)	0.9322 (6)	0.4142 (3)	0.0557 (11)
C1	−0.2101 (7)	0.6668 (8)	0.0993 (5)	0.0789 (19)
H1A	−0.2914	0.7004	0.1534	0.118*
H1B	−0.2637	0.6207	0.0497	0.118*
H1C	−0.1531	0.7573	0.0713	0.118*
C2	−0.0877 (7)	0.5442 (8)	0.1361 (4)	0.0565 (14)
C3	−0.1090 (8)	0.3840 (8)	0.1297 (5)	0.0764 (19)
H3	−0.1992	0.3558	0.1010	0.092*
C4	−0.0086 (6)	0.2633 (7)	0.1619 (4)	0.0547 (12)
C5	−0.0468 (9)	0.0931 (8)	0.1488 (6)	0.088 (2)
H5A	0.0435	0.0399	0.1075	0.133*
H5B	−0.1456	0.0915	0.1184	0.133*
H5C	−0.0625	0.0393	0.2121	0.133*
C6	0.7166 (7)	0.5944 (8)	0.4048 (4)	0.0721 (17)
H6A	0.8071	0.6143	0.3543	0.108*
H6B	0.7580	0.5415	0.4605	0.108*
H6C	0.6591	0.6939	0.4249	0.108*
C7	0.5996 (6)	0.4899 (8)	0.3648 (4)	0.0541 (14)
C8	0.6166 (8)	0.3245 (9)	0.3785 (5)	0.0744 (18)
H8	0.6979	0.2833	0.4152	0.089*
C9	0.5220 (6)	0.2191 (7)	0.3416 (4)	0.0547 (12)
C10	0.5580 (9)	0.0434 (8)	0.3557 (5)	0.086 (2)
H10A	0.4673	−0.0008	0.3974	0.128*
H10B	0.6569	0.0252	0.3860	0.128*
H10C	0.5730	−0.0068	0.2927	0.128*
C11	0.4593 (7)	0.8497 (7)	0.0033 (4)	0.0535 (13)
H11	0.4348	0.7432	0.0030	0.064*
C12	0.4551 (8)	1.0829 (8)	0.0803 (4)	0.0614 (15)
H12	0.4272	1.1446	0.1362	0.074*
C13	0.0714 (7)	1.0896 (7)	0.4270 (4)	0.0569 (14)
H13	0.1206	1.1556	0.3771	0.068*
C14	0.0118 (7)	0.8421 (7)	0.4888 (4)	0.0527 (12)
H14	0.0181	0.7317	0.4833	0.063*
H22	0.202 (6)	0.846 (5)	0.291 (3)	0.069 (18)*
H21	0.284 (6)	0.845 (5)	0.200 (3)	0.062 (16)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
U1	0.04099 (10)	0.04129 (13)	0.03434 (9)	−0.00227 (7)	−0.00502 (6)	−0.00051 (7)
O1	0.069 (2)	0.061 (3)	0.0440 (18)	−0.0096 (19)	0.0121 (16)	−0.0057 (17)
O2	0.058 (2)	0.056 (2)	0.0461 (17)	−0.0055 (18)	0.0052 (15)	0.0023 (17)
O3	0.077 (3)	0.050 (3)	0.091 (3)	−0.004 (2)	−0.043 (2)	0.007 (2)
O4	0.060 (2)	0.052 (2)	0.064 (2)	−0.0073 (17)	−0.0236 (16)	0.0040 (18)
O5	0.058 (2)	0.059 (3)	0.097 (3)	−0.0040 (19)	−0.036 (2)	0.000 (2)
O6	0.0554 (19)	0.053 (2)	0.0590 (19)	0.0022 (17)	−0.0185 (15)	−0.0024 (17)
O7	0.058 (2)	0.046 (2)	0.0426 (17)	0.0002 (17)	0.0050 (15)	−0.0020 (16)
N1	0.065 (3)	0.054 (3)	0.048 (2)	0.004 (2)	0.0087 (19)	0.007 (2)
N2	0.064 (3)	0.050 (3)	0.047 (2)	−0.004 (2)	0.0117 (19)	−0.004 (2)
C1	0.067 (4)	0.082 (5)	0.091 (4)	0.008 (3)	−0.031 (3)	0.015 (4)
C2	0.050 (3)	0.071 (4)	0.049 (3)	0.002 (3)	−0.016 (2)	0.007 (3)
C3	0.067 (4)	0.067 (5)	0.104 (5)	−0.012 (3)	−0.043 (3)	0.009 (4)
C4	0.055 (3)	0.056 (3)	0.056 (3)	−0.014 (2)	−0.013 (2)	0.002 (2)
C5	0.087 (4)	0.060 (4)	0.129 (6)	−0.018 (4)	−0.047 (4)	−0.003 (4)
C6	0.052 (3)	0.097 (5)	0.072 (3)	−0.011 (3)	−0.020 (3)	−0.013 (3)
C7	0.040 (2)	0.080 (4)	0.043 (2)	−0.002 (3)	−0.0084 (18)	−0.007 (3)
C8	0.065 (3)	0.073 (5)	0.091 (4)	0.008 (3)	−0.036 (3)	0.004 (4)
C9	0.044 (2)	0.062 (4)	0.056 (3)	0.011 (2)	−0.006 (2)	0.000 (2)
C10	0.090 (5)	0.065 (4)	0.105 (5)	0.016 (4)	−0.036 (4)	0.001 (4)
C11	0.067 (3)	0.043 (3)	0.048 (3)	0.000 (2)	−0.002 (2)	−0.001 (2)
C12	0.087 (4)	0.055 (4)	0.037 (2)	0.005 (3)	0.006 (2)	−0.007 (2)
C13	0.064 (3)	0.055 (4)	0.048 (3)	−0.013 (3)	0.008 (2)	0.007 (2)
C14	0.062 (3)	0.039 (3)	0.055 (3)	−0.004 (2)	0.001 (2)	−0.001 (2)

Geometric parameters (Å, º) top

U1—O1	1.777 (3)	C4—C5	1.505 (8)
U1—O2	1.774 (3)	C5—H5A	0.9600
U1—O3	2.352 (4)	C5—H5B	0.9600
U1—O4	2.348 (4)	C5—H5C	0.9600
U1—O5	2.361 (4)	C6—C7	1.507 (8)
U1—O6	2.353 (3)	C6—H6A	0.9600
U1—O7	2.409 (4)	C6—H6B	0.9600
O3—C2	1.265 (6)	C6—H6C	0.9600
O4—C4	1.249 (6)	C7—C8	1.396 (9)
O5—C7	1.246 (6)	C8—C9	1.366 (8)
O6—C9	1.266 (6)	C8—H8	0.9300
O7—H21	0.86 (4)	C9—C10	1.496 (8)
O7—H22	0.85 (4)	C10—H10A	0.9600
N1—C11	1.326 (7)	C10—H10B	0.9600
N1—C12	1.323 (8)	C10—H10C	0.9600
N2—C13	1.334 (8)	C11—C12ⁱ	1.381 (7)
N2—C14	1.344 (6)	C11—H11	0.9300
C1—C2	1.511 (8)	C12—C11ⁱ	1.381 (7)
C1—H1A	0.9600	C12—H12	0.9300
C1—H1B	0.9600	C13—C14ⁱⁱ	1.375 (8)
C1—H1C	0.9600	C13—H13	0.9300
C2—C3	1.376 (9)	C14—C13ⁱⁱ	1.375 (8)
C3—C4	1.361 (8)	C14—H14	0.9300
C3—H3	0.9300

O1—U1—O2	178.98 (14)	O4—C4—C3	124.6 (5)
O1—U1—O3	89.43 (18)	O4—C4—C5	116.1 (5)
O1—U1—O4	90.62 (17)	C3—C4—C5	119.3 (5)
O1—U1—O5	89.85 (18)	C4—C5—H5A	109.5
O1—U1—O6	91.40 (17)	C4—C5—H5B	109.5
O1—U1—O7	90.01 (16)	H5A—C5—H5B	109.5
O2—U1—O3	90.37 (17)	C4—C5—H5C	109.5
O2—U1—O4	90.26 (16)	H5A—C5—H5C	109.5
O2—U1—O5	89.75 (17)	H5B—C5—H5C	109.5
O2—U1—O6	89.35 (16)	C7—C6—H6A	109.5
O2—U1—O7	88.97 (15)	C7—C6—H6B	109.5
O3—U1—O4	70.89 (13)	H6A—C6—H6B	109.5
O3—U1—O5	145.58 (15)	C7—C6—H6C	109.5
O3—U1—O6	143.98 (14)	H6A—C6—H6C	109.5
O3—U1—O7	72.72 (13)	H6B—C6—H6C	109.5
O4—U1—O5	143.53 (13)	O5—C7—C8	123.7 (5)
O4—U1—O6	73.10 (12)	O5—C7—C6	116.4 (6)
O4—U1—O7	143.59 (13)	C8—C7—C6	119.9 (5)
O5—U1—O6	70.43 (13)	C9—C8—C7	124.5 (5)
O5—U1—O7	72.87 (13)	C9—C8—H8	117.7
O6—U1—O7	143.27 (13)	C7—C8—H8	117.7
C2—O3—U1	137.8 (4)	O6—C9—C8	124.2 (5)
C4—O4—U1	137.9 (4)	O6—C9—C10	116.0 (5)
C7—O5—U1	138.5 (4)	C8—C9—C10	119.9 (5)
C9—O6—U1	138.2 (4)	C9—C10—H10A	109.5
U1—O7—H22	129 (4)	C9—C10—H10B	109.5
U1—O7—H21	127 (4)	H10A—C10—H10B	109.5
H22—O7—H21	102 (5)	C9—C10—H10C	109.5
C12—N1—C11	116.2 (4)	H10A—C10—H10C	109.5
C13—N2—C14	116.4 (5)	H10B—C10—H10C	109.5
C2—C1—H1A	109.5	N1—C11—C12ⁱ	121.4 (5)
C2—C1—H1B	109.5	N1—C11—H11	119.3
H1A—C1—H1B	109.5	C12ⁱ—C11—H11	119.3
C2—C1—H1C	109.5	N1—C12—C11ⁱ	122.4 (5)
H1A—C1—H1C	109.5	N1—C12—H12	118.8
H1B—C1—H1C	109.5	C11ⁱ—C12—H12	118.8
O3—C2—C3	123.5 (5)	N2—C13—C14ⁱⁱ	122.5 (5)
O3—C2—C1	116.3 (6)	N2—C13—H13	118.8
C3—C2—C1	120.2 (5)	C14ⁱⁱ—C13—H13	118.8
C4—C3—C2	125.3 (5)	N2—C14—C13ⁱⁱ	121.1 (5)
C4—C3—H3	117.3	N2—C14—H14	119.5
C2—C3—H3	117.3	C13ⁱⁱ—C14—H14	119.5

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H21···N1	0.86 (4)	1.94 (2)	2.752 (5)	160 (5)
O7—H22···N2	0.85 (4)	1.96 (2)	2.778 (6)	161 (5)

Experimental details

Crystal data
Chemical formula	[U(C₅H₇O₂)₂O₂(H₂O)]·C₄H₄N₂
M_r	566.35
Crystal system, space group	Triclinic, P1
Temperature (K)	299
a, b, c (Å)	8.186 (3), 8.398 (3), 13.663 (4)
α, β, γ (°)	88.162 (7), 82.111 (6), 86.130 (6)
V (Å³)	928.0 (5)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	8.78
Crystal size (mm)	0.22 × 0.14 × 0.06

Data collection
Diffractometer	Bruker CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.236, 0.590
No. of measured, independent and observed [I > 2σ(I)] reflections	6928, 4526, 3841
R_int	0.024
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.078, 1.04
No. of reflections	4526
No. of parameters	229
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	1.63, −1.27

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and CrystalMaker (CrystalMaker, 2007), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

U1—O1	1.777 (3)	U1—O5	2.361 (4)
U1—O2	1.774 (3)	U1—O6	2.353 (3)
U1—O3	2.352 (4)	U1—O7	2.409 (4)
U1—O4	2.348 (4)

O1—U1—O2	178.98 (14)	O3—U1—O4	70.89 (13)
O1—U1—O3	89.43 (18)	O3—U1—O5	145.58 (15)
O1—U1—O4	90.62 (17)	O3—U1—O6	143.98 (14)
O1—U1—O5	89.85 (18)	O3—U1—O7	72.72 (13)
O1—U1—O6	91.40 (17)	O4—U1—O5	143.53 (13)
O1—U1—O7	90.01 (16)	O4—U1—O6	73.10 (12)
O2—U1—O3	90.37 (17)	O4—U1—O7	143.59 (13)
O2—U1—O4	90.26 (16)	O5—U1—O6	70.43 (13)
O2—U1—O5	89.75 (17)	O5—U1—O7	72.87 (13)
O2—U1—O6	89.35 (16)	O6—U1—O7	143.27 (13)
O2—U1—O7	88.97 (15)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H21···N1	0.86 (4)	1.94 (2)	2.752 (5)	160 (5)
O7—H22···N2	0.85 (4)	1.96 (2)	2.778 (6)	161 (5)

References

Alcock, N. W. & Flanders, D. J. (1987). Acta Cryst. C43, 1480–1483. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
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Volume 64| Part 5| May 2008| Pages m673-m674

doi:10.1107/S1600536808009021

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