Poly[μ(2)-aqua-μ(2)-(pyrazine-2-carboxyl-ato)-lithium].

The structure of the title compound, [Li(C(5)H(3)N(2)O(2))(H(2)O)](n), contains an Li(I) ion with a distorted trigonal-bipyramidal coordination environment involving the N and O atoms of pyrazine-2-carboxyl-ate ligands with a bridging carboxyl-ate group, and two aqua O atoms also in a bridging mode. The symmetry-related Li(I) ions bridged by a carboxyl-ate O atom and a coordinating water O atom form an Li(2)O(2) unit with an Li⋯Li distance of 3.052 (4) Å, which generates mol-ecular ribbons propagating in the c-axis direction. The ribbons are held together by a network of O-H⋯O hydrogen bonds in which the coordinating water mol-ecules act as donors and the carboxyl-ate O atoms as acceptors.

Related literature

For the crystal structure of an LiI complex with a 3-amino­pyrazine-2-carboxyl­ate ligand, see: Starosta & Leciejewicz, (2010 ▶) and for the crystal structure of an LiI complex with a 5-methyl­pyrazine-2-carboxyl­ate ligand, see: Starosta & Lecieje­wicz, (2011a ▶). The structures of complexes with pyrid­azine-3-carboxyl­ate and pyridazine-4-carboxyl­ate ligands were reported by Starosta & Leciejewicz, (2011 ▶). The structure of a complex with a pyrimidine-2-carboxyl­ate ligand was also determined (Starosta & Leciejewicz, 2011d ▶).

Experimental

Crystal data

[Li(C5H3N2O2)(H2O)]

M = 148.05

Orthorhombic,

a = 24.433 (5) Å

b = 4.7861 (10) Å

c = 5.6385 (11) Å

V = 659.4 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.12 mm−1

T = 293 K

0.35 × 0.18 × 0.13 mm

Data collection

Kuma KM-4 four-cricle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008 ▶) T min = 0.972, T max = 0.995

1586 measured reflections

1056 independent reflections

813 reflections with I > 2σ(I)

R int = 0.078

3 standard reflections every 200 reflections intensity decay: 4.4%

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.116

S = 1.09

1056 reflections

108 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.31 e Å−3

Δρmin = −0.30 e Å−3

Data collection: KM-4 Software (Kuma, 1996 ▶); cell refinement: KM-4 Software; data reduction: DATAPROC (Kuma, 2001 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812024683/kp2421sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812024683/kp2421Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812024683/kp2421Isup3.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Li(C5H3N2O2)(H2O)]	F(000) = 304
Mr = 148.05	Dx = 1.491 Mg m−3
Orthorhombic, Pca21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2ac	Cell parameters from 25 reflections
a = 24.433 (5) Å	θ = 6–15°
b = 4.7861 (10) Å	µ = 0.12 mm−1
c = 5.6385 (11) Å	T = 293 K
V = 659.4 (2) Å3	Blocks, colourless
Z = 4	0.35 × 0.18 × 0.13 mm

Kuma KM-4 four-cricle diffractometer	813 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.078
Graphite monochromator	θmax = 30.1°, θmin = 1.7°
profile data from ω/2θ scans	h = −27→34
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008)	k = 0→6
Tmin = 0.972, Tmax = 0.995	l = 0→7
1586 measured reflections	3 standard reflections every 200 reflections
1056 independent reflections	intensity decay: 4.4%

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.116	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ2(Fo2) + (0.0244P)2 + 0.4211P] where P = (Fo2 + 2Fc2)/3
1056 reflections	(Δ/σ)max < 0.001
108 parameters	Δρmax = 0.31 e Å−3
1 restraint	Δρmin = −0.30 e Å−3

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.

	x	y	z	Uiso*/Ueq
O1	0.28627 (9)	1.1874 (4)	0.7415 (4)	0.0324 (4)
O2	0.35150 (10)	1.3781 (5)	0.5168 (5)	0.0480 (7)
N1	0.36091 (10)	0.8665 (5)	0.9601 (5)	0.0320 (5)
C2	0.37639 (11)	1.0110 (5)	0.7680 (5)	0.0258 (5)
C7	0.33500 (11)	1.2093 (5)	0.6658 (5)	0.0281 (5)
C5	0.44910 (14)	0.6601 (7)	0.9486 (7)	0.0453 (8)
H5	0.4735	0.5346	1.0167	0.054*
N2	0.46487 (12)	0.8025 (6)	0.7586 (6)	0.0462 (7)
C6	0.39802 (14)	0.6901 (7)	1.0492 (6)	0.0414 (7)
H6	0.3892	0.5851	1.1825	0.050*
C3	0.42814 (12)	0.9788 (7)	0.6705 (6)	0.0364 (6)
H3	0.4375	1.0848	0.5383	0.044*
Li1	0.2739 (2)	0.9324 (11)	1.0354 (10)	0.0338 (10)
O3	0.22904 (9)	0.6809 (4)	0.8254 (4)	0.0282 (4)
H31	0.247 (3)	0.538 (8)	0.796 (9)	0.051 (11)*
H32	0.1986 (18)	0.599 (8)	0.901 (7)	0.046 (11)*

	U11	U22	U33	U12	U13	U23
O1	0.0283 (8)	0.0332 (9)	0.0358 (10)	0.0041 (8)	0.0052 (9)	0.0123 (10)
O2	0.0369 (11)	0.0567 (13)	0.0504 (15)	0.0051 (10)	0.0081 (11)	0.0333 (12)
N1	0.0324 (12)	0.0371 (11)	0.0265 (11)	0.0009 (10)	0.0033 (11)	0.0109 (10)
C2	0.0244 (10)	0.0276 (10)	0.0254 (11)	−0.0016 (10)	0.0010 (10)	0.0055 (10)
C7	0.0288 (11)	0.0282 (11)	0.0274 (12)	0.0006 (10)	0.0000 (11)	0.0069 (12)
C5	0.0361 (16)	0.0481 (17)	0.0517 (19)	0.0118 (14)	−0.0062 (17)	0.0153 (16)
N2	0.0333 (13)	0.0540 (16)	0.0514 (17)	0.0105 (12)	0.0064 (13)	0.0105 (16)
C6	0.0388 (16)	0.0493 (17)	0.0362 (15)	0.0036 (13)	−0.0019 (14)	0.0205 (15)
C3	0.0311 (13)	0.0433 (15)	0.0347 (14)	0.0014 (12)	0.0098 (13)	0.0093 (14)
Li1	0.036 (3)	0.040 (2)	0.026 (2)	−0.002 (2)	0.001 (2)	0.007 (2)
O3	0.0328 (9)	0.0287 (9)	0.0230 (8)	−0.0004 (8)	0.0014 (8)	0.0075 (9)

O1—C7	1.269 (4)	N2—C3	1.328 (4)
Li1—O1	2.080 (6)	C6—H6	0.9300
O1—Li1i	2.237 (6)	C3—H3	0.9300
O2—C7	1.233 (4)	Li1—O3	2.013 (6)
N1—C6	1.337 (4)	Li1—O3ii	2.032 (5)
N1—C2	1.340 (4)	Li1—O1ii	2.237 (6)
Li1—N1	2.190 (6)	Li1—Li1i	3.052 (4)
C2—C3	1.387 (4)	Li1—Li1ii	3.052 (4)
C2—C7	1.502 (4)	O3—Li1i	2.032 (5)
C5—N2	1.327 (5)	O3—H31	0.83 (5)
C5—C6	1.379 (5)	O3—H32	0.94 (4)
C5—H5	0.9300
C7—O1—Li1	116.9 (2)	O3—Li1—N1	109.2 (3)
C7—O1—Li1i	119.2 (2)	O3ii—Li1—N1	96.0 (2)
Li1—O1—Li1i	89.92 (19)	O1—Li1—N1	77.8 (2)
C6—N1—C2	116.0 (3)	O3—Li1—O1ii	105.9 (3)
C6—N1—Li1	132.6 (3)	O3ii—Li1—O1ii	83.2 (2)
C2—N1—Li1	110.9 (2)	O1—Li1—O1ii	100.9 (2)
N1—C2—C3	121.4 (3)	N1—Li1—O1ii	144.8 (3)
N1—C2—C7	116.5 (2)	O3—Li1—Li1i	41.25 (17)
C3—C2—C7	122.1 (2)	O3ii—Li1—Li1i	136.9 (2)
O2—C7—O1	126.1 (3)	O1—Li1—Li1i	47.12 (13)
O2—C7—C2	117.1 (3)	N1—Li1—Li1i	101.1 (2)
O1—C7—C2	116.8 (2)	O1ii—Li1—Li1i	103.2 (3)
N2—C5—C6	122.8 (3)	O3—Li1—Li1ii	109.5 (3)
N2—C5—H5	118.6	O3ii—Li1—Li1ii	40.79 (14)
C6—C5—H5	118.6	O1—Li1—Li1ii	142.33 (19)
C5—N2—C3	115.6 (3)	N1—Li1—Li1ii	123.4 (3)
N1—C6—C5	121.7 (3)	O1ii—Li1—Li1ii	42.96 (17)
N1—C6—H6	119.2	Li1i—Li1—Li1ii	135.0 (4)
C5—C6—H6	119.2	Li1—O3—Li1i	98.0 (2)
N2—C3—C2	122.5 (3)	Li1—O3—H31	109 (4)
N2—C3—H3	118.7	Li1i—O3—H31	110 (3)
C2—C3—H3	118.7	Li1—O3—H32	114 (3)
O3—Li1—O3ii	95.7 (2)	Li1i—O3—H32	126 (2)
O3—Li1—O1	87.8 (2)	H31—O3—H32	100 (4)
O3ii—Li1—O1	173.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O1iii	0.83 (5)	1.96 (5)	2.786 (3)	176 (5)
O3—H32···O2iv	0.94 (4)	1.75 (4)	2.672 (3)	167 (4)

Table 1

Selected bond lengths (Å)

Li1—O1	2.080 (6)
Li1—N1	2.190 (6)
Li1—O3	2.013 (6)
Li1—O3i	2.032 (5)
Li1—O1i	2.237 (6)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯O1ii	0.83 (5)	1.96 (5)	2.786 (3)	176 (5)
O3—H32⋯O2iii	0.94 (4)	1.75 (4)	2.672 (3)	167 (4)

Symmetry codes: (ii) ; (iii) .