catena-Poly[[bis-(μ-3-amino-pyrazine-2-carboxyl-ato)-κN,O:O;κO:N,O)dilithium]-di-μ-aqua].

The title compound, [Li(C(5)H(4)N(3)O(2))(H(2)O)](n), is composed of centrosymmetric dinuclear units, in which the Li(I) ions are bridged by two carboxyl-ate O atoms donated by two ligands. The dinuclear unit is nearly planar [r.m.s. deviation = 0.0125 (2) Å]. The Li(I) ion is coordinated by an N,O-chelating ligand, a bridging carboxyl-ate O atom from another ligand and two bridging water O atoms in a distorted trigonal-bipyra-midal geometry. The water O atoms bridge the dinuclear units into a polymeric mol-ecular column along [010]. The columns are held together by O-H⋯O and N-H⋯N hydrogen bonds. An intra-molecular N-H⋯O inter-action also occurs.

Related literature

For the structures of metal (M) complexes with the 3-amino­pyrazine-2-carboxyl­ate ligand, see: Leciejewicz et al. (1997 ▶ [M = Ca(II)], 1998 ▶ [M = Sr(II)]); Ptasiewicz-Bąk & Leciejewicz (1997 ▶ [M = Mg(II)], 1999 ▶ [M = Ni(II)]); Tayebee et al. (2008 ▶) [M = Na(I)]. For the structure of an Li(I) complex with pyrazine-2,3-dicarboxyl­ate and aqua ligands, see: Tombul et al. (2008 ▶).

Experimental

Crystal data

[Li(C5H4N3O2)(H2O)]

M = 163.07

Monoclinic,

a = 14.279 (3) Å

b = 3.6000 (7) Å

c = 13.300 (3) Å

β = 106.43 (3)°

V = 655.7 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.13 mm−1

T = 293 K

0.26 × 0.21 × 0.04 mm

Data collection

Kuma KM-4 four-circle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2006 ▶) T min = 0.980, T max = 0.994

1997 measured reflections

1913 independent reflections

1297 reflections with I > 2σ(I)

R int = 0.017

3 standard reflections every 200 reflections intensity decay: 7.3%

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.147

S = 1.04

1913 reflections

115 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.51 e Å−3

Δρmin = −0.39 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 datablocks I, global. DOI: 10.1107/S1600536810020647/hy2312sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810020647/hy2312Isup2.hkl

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

[Li(C5H4N3O2)(H2O)]	F(000) = 336
Mr = 163.07	Dx = 1.652 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 14.279 (3) Å	θ = 6–15°
b = 3.6000 (7) Å	µ = 0.13 mm−1
c = 13.300 (3) Å	T = 293 K
β = 106.43 (3)°	Plate, colourless
V = 655.7 (2) Å3	0.26 × 0.21 × 0.04 mm
Z = 4

Kuma KM-4 four-circle diffractometer	1297 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.017
graphite	θmax = 30.1°, θmin = 1.5°
profile data from ω–2θ scans	h = −19→19
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2006)	k = −5→0
Tmin = 0.980, Tmax = 0.994	l = 0→18
1997 measured reflections	3 standard reflections every 200 reflections
1913 independent reflections	intensity decay: 7.3%

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.147	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.1051P)2 + 0.022P] where P = (Fo2 + 2Fc2)/3
1913 reflections	(Δ/σ)max < 0.001
115 parameters	Δρmax = 0.51 e Å−3
3 restraints	Δρmin = −0.39 e Å−3

	x	y	z	Uiso*/Ueq
C2	0.25443 (8)	0.4711 (3)	0.39664 (9)	0.0184 (3)
O2	0.32090 (8)	0.2294 (4)	0.26435 (8)	0.0336 (3)
N1	0.27984 (8)	0.6065 (3)	0.49343 (8)	0.0216 (3)
N2	0.08397 (8)	0.5364 (4)	0.38343 (10)	0.0285 (3)
N3	0.12597 (9)	0.2931 (4)	0.24154 (10)	0.0320 (3)
H2	0.0649	0.2745	0.2090	0.038*
H1	0.1690	0.2235	0.2115	0.038*
O1	0.42229 (7)	0.4275 (4)	0.41421 (8)	0.0352 (3)
C7	0.33887 (9)	0.3657 (4)	0.35429 (10)	0.0218 (3)
C3	0.15415 (9)	0.4307 (4)	0.33936 (10)	0.0217 (3)
C6	0.20958 (10)	0.7070 (4)	0.53653 (11)	0.0254 (3)
H6	0.2262	0.8010	0.6044	0.030*
C5	0.11268 (10)	0.6720 (4)	0.48077 (12)	0.0284 (3)
H5	0.0653	0.7459	0.5123	0.034*
Li1	0.43334 (19)	0.6091 (9)	0.5591 (2)	0.0370 (6)
O3	0.44058 (8)	1.0866 (3)	0.64699 (9)	0.0338 (3)
H32	0.4986 (11)	1.117 (6)	0.6825 (15)	0.041*
H31	0.4047 (13)	1.146 (6)	0.6882 (14)	0.041*

	U11	U22	U33	U12	U13	U23
C2	0.0170 (5)	0.0153 (5)	0.0223 (6)	−0.0007 (4)	0.0048 (4)	0.0018 (4)
O2	0.0301 (5)	0.0450 (7)	0.0277 (5)	−0.0089 (5)	0.0114 (4)	−0.0120 (5)
N1	0.0209 (5)	0.0192 (5)	0.0242 (5)	0.0012 (4)	0.0057 (4)	−0.0006 (4)
N2	0.0194 (5)	0.0264 (6)	0.0390 (6)	0.0012 (4)	0.0071 (4)	0.0025 (5)
N3	0.0227 (5)	0.0401 (7)	0.0290 (6)	−0.0056 (5)	0.0002 (4)	−0.0052 (5)
O1	0.0183 (5)	0.0522 (7)	0.0338 (5)	0.0004 (5)	0.0052 (4)	−0.0142 (5)
C7	0.0202 (6)	0.0209 (6)	0.0242 (5)	−0.0021 (4)	0.0064 (4)	−0.0015 (5)
C3	0.0199 (5)	0.0171 (5)	0.0262 (6)	−0.0019 (4)	0.0033 (4)	0.0034 (5)
C6	0.0282 (6)	0.0225 (7)	0.0273 (6)	0.0020 (5)	0.0108 (5)	−0.0020 (5)
C5	0.0238 (6)	0.0237 (7)	0.0408 (8)	0.0031 (5)	0.0140 (5)	0.0006 (6)
Li1	0.0256 (12)	0.0484 (17)	0.0355 (13)	0.0016 (11)	0.0060 (10)	−0.0120 (12)
O3	0.0256 (5)	0.0411 (7)	0.0352 (6)	−0.0012 (5)	0.0092 (4)	−0.0069 (5)

C2—N1	1.3274 (16)	C6—C5	1.378 (2)
C2—C3	1.4263 (17)	C6—H6	0.9300
C2—C7	1.5164 (17)	C5—H5	0.9300
O2—C7	1.2505 (17)	Li1—N1	2.118 (3)
N1—C6	1.3385 (17)	Li1—O1	1.999 (3)
N2—C5	1.335 (2)	Li1—O1i	1.995 (3)
N2—C3	1.3510 (18)	Li1—O3	2.065 (3)
N3—C3	1.3431 (18)	Li1—O3ii	2.201 (3)
N3—H2	0.8600	Li1—Li1i	2.900 (5)
N3—H1	0.8600	O3—H32	0.837 (15)
O1—C7	1.2515 (17)	O3—H31	0.875 (14)
N1—C2—C3	120.87 (11)	N2—C5—H5	118.6
N1—C2—C7	115.10 (11)	C6—C5—H5	118.6
C3—C2—C7	124.03 (11)	O1i—Li1—O1	86.88 (11)
C2—N1—C6	118.83 (11)	O1i—Li1—O3	94.05 (12)
C2—N1—Li1	111.64 (11)	O1—Li1—O3	142.73 (18)
C6—N1—Li1	129.48 (11)	O1i—Li1—N1	165.94 (15)
C5—N2—C3	117.50 (11)	O1—Li1—N1	79.08 (10)
C3—N3—H2	120.0	O3—Li1—N1	96.74 (12)
C3—N3—H1	120.0	O1i—Li1—O3ii	87.61 (12)
H2—N3—H1	120.0	O1—Li1—O3ii	102.21 (14)
C7—O1—Li1i	148.32 (12)	O3—Li1—O3ii	115.07 (14)
C7—O1—Li1	118.26 (11)	N1—Li1—O3ii	95.90 (13)
Li1i—O1—Li1	93.13 (11)	O1i—Li1—Li1i	43.49 (8)
O2—C7—O1	125.43 (12)	O1—Li1—Li1i	43.38 (8)
O2—C7—C2	118.94 (12)	O3—Li1—Li1i	126.66 (18)
O1—C7—C2	115.63 (11)	N1—Li1—Li1i	122.46 (16)
N3—C3—N2	117.93 (12)	O3ii—Li1—Li1i	96.72 (16)
N3—C3—C2	122.37 (12)	Li1—O3—Li1iii	115.07 (14)
N2—C3—C2	119.69 (12)	Li1—O3—H32	108.2 (15)
N1—C6—C5	120.32 (12)	Li1iii—O3—H32	94.4 (16)
N1—C6—H6	119.8	Li1—O3—H31	127.7 (15)
C5—C6—H6	119.8	Li1iii—O3—H31	100.2 (15)
N2—C5—C6	122.78 (13)	H32—O3—H31	106.0 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···O2iv	0.88 (1)	1.83 (1)	2.7028 (16)	175 (2)
O3—H32···O1v	0.84 (2)	2.54 (2)	2.9083 (17)	108 (2)
N3—H1···O2	0.86	2.08	2.7229 (17)	131
N3—H2···N2vi	0.86	2.30	3.1278 (19)	162

Table 1

Selected bond lengths (Å)

Li1—N1	2.118 (3)
Li1—O1	1.999 (3)
Li1—O1i	1.995 (3)
Li1—O3	2.065 (3)
Li1—O3ii	2.201 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯O2iii	0.88 (1)	1.83 (1)	2.7028 (16)	175 (2)
O3—H32⋯O1iv	0.84 (2)	2.54 (2)	2.9083 (17)	108 (2)
N3—H1⋯O2	0.86	2.08	2.7229 (17)	131
N3—H2⋯N2v	0.86	2.30	3.1278 (19)	162

Symmetry codes: (iii) ; (iv) ; (v) .