Poly[aqua-(μ(3)-pyridazine-4-carboxyl-ato-κO:O:O')lithium].

The structure of the title compound, [Li(C(5)H(3)N(2)O(2))(H(2)O)](n), is composed of centrosymmetric dimers in which two Li(I) ions are bridged by a carboxyl-ate O atom, each donated by a ligand, acting in a bidentate mode. The second carboxyl-ato O atoms bridge the dimers to Li(I) ions in adjacent dimers, forming mol-ecular layers parallel to (001). Each Li(I) ion is coordinated by two bridging carboxyl-ate O atoms, a bridging carboxyl-ate O atom donated by the adjacent dimer and an aqua O atom, resulting in a distorted tetra-hedral coordination geometry. The layers are held together by O-H⋯N hydrogen bonds in which coordinated water O atoms act as donors and ligand hetero-ring N atoms as acceptors.

Related literature

For the crystal structure of a Pb(II) complex with pyridazine-4-carboxyl­ate and water ligands, see: Starosta & Leciejewicz, (2009 ▶) and for the structure of a Mg(II) complex, see: Starosta & Leciejewicz, (2011b ▶). For the structure of pyridazine-4-carb­oxy­lic acid hydro­chloride, see: Starosta & Leciejewicz, (2008 ▶) and for the structure of a LiI complex with pyridazine-3-carboxyl­ate and water ligands, see: Starosta & Leciejewicz, (2011a ▶).

Experimental

Crystal data

[Li(C5H3N2O2)(H2O)]

M = 148.05

Monoclinic,

a = 8.1673 (16) Å

b = 9.6908 (19) Å

c = 8.0248 (16) Å

β = 97.08 (3)°

V = 630.3 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.13 mm−1

T = 293 K

0.30 × 0.28 × 0.12 mm

Data collection

Kuma KM-4 four-circle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008) ▶ T min = 0.946, T max = 0.973

1958 measured reflections

1843 independent reflections

1208 reflections with I > 2σ(I)

R int = 0.077

3 standard reflections every 200 reflections intensity decay: 2.1%

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.128

S = 1.02

1843 reflections

108 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.33 e Å−3

Δρmin = −0.28 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/S1600536811008634/kp2313sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811008634/kp2313Isup2.hkl

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

[Li(C5H3N2O2)(H2O)]	F(000) = 304
Mr = 148.05	Dx = 1.560 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 8.1673 (16) Å	θ = 6–15°
b = 9.6908 (19) Å	µ = 0.13 mm−1
c = 8.0248 (16) Å	T = 293 K
β = 97.08 (3)°	Plates, colourless
V = 630.3 (2) Å3	0.30 × 0.28 × 0.12 mm
Z = 4

Kuma KM-4 four-circle diffractometer	1208 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.077
graphite	θmax = 30.1°, θmin = 2.5°
profile data from ω/2θ scans	h = 0→11
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008)	k = −13→0
Tmin = 0.946, Tmax = 0.973	l = −11→11
1958 measured reflections	3 standard reflections every 200 reflections
1843 independent reflections	intensity decay: 2.1%

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.128	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0832P)2 + 0.0472P] where P = (Fo2 + 2Fc2)/3
1843 reflections	(Δ/σ)max < 0.001
108 parameters	Δρmax = 0.33 e Å−3
0 restraints	Δρmin = −0.28 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	0.03194 (12)	0.42855 (10)	0.15091 (11)	0.0264 (2)
C4	0.18403 (15)	0.37648 (13)	0.41306 (14)	0.0210 (2)
O2	−0.03510 (14)	0.24156 (11)	0.28565 (13)	0.0369 (3)
N2	0.40511 (15)	0.28845 (14)	0.60951 (16)	0.0334 (3)
C7	0.04912 (15)	0.34645 (12)	0.27196 (15)	0.0210 (3)
C6	0.33735 (19)	0.51936 (16)	0.61350 (17)	0.0316 (3)
H6	0.3551	0.6058	0.6629	0.038*
N1	0.42945 (15)	0.41548 (14)	0.67579 (15)	0.0334 (3)
C3	0.28349 (16)	0.26953 (14)	0.48590 (16)	0.0263 (3)
H3	0.2633	0.1804	0.4455	0.032*
C5	0.21451 (17)	0.50626 (14)	0.47709 (16)	0.0262 (3)
H5	0.1559	0.5825	0.4316	0.031*
Li1	−0.1023 (3)	0.3958 (2)	−0.0663 (3)	0.0264 (5)
O3	−0.33301 (14)	0.39117 (15)	−0.04432 (15)	0.0415 (3)
H31	−0.389 (4)	0.354 (3)	0.027 (3)	0.075 (8)*
H32	−0.403 (4)	0.403 (3)	−0.133 (4)	0.075 (8)*

	U11	U22	U33	U12	U13	U23
O1	0.0337 (5)	0.0224 (5)	0.0208 (4)	−0.0029 (3)	−0.0062 (3)	0.0050 (3)
C4	0.0245 (5)	0.0214 (5)	0.0163 (5)	−0.0005 (4)	−0.0008 (4)	0.0011 (4)
O2	0.0491 (6)	0.0269 (5)	0.0311 (5)	−0.0160 (4)	−0.0099 (4)	0.0068 (4)
N2	0.0301 (6)	0.0370 (7)	0.0308 (6)	0.0046 (5)	−0.0057 (4)	0.0065 (5)
C7	0.0259 (6)	0.0182 (6)	0.0178 (5)	0.0004 (4)	−0.0019 (4)	0.0000 (4)
C6	0.0357 (7)	0.0332 (7)	0.0241 (6)	−0.0053 (6)	−0.0035 (5)	−0.0046 (5)
N1	0.0302 (6)	0.0422 (7)	0.0255 (6)	−0.0032 (5)	−0.0057 (4)	0.0016 (5)
C3	0.0289 (6)	0.0249 (6)	0.0240 (6)	0.0022 (5)	−0.0009 (5)	0.0023 (5)
C5	0.0308 (6)	0.0231 (6)	0.0230 (6)	0.0007 (5)	−0.0036 (4)	−0.0006 (5)
Li1	0.0312 (11)	0.0179 (10)	0.0278 (11)	−0.0006 (8)	−0.0057 (8)	−0.0018 (8)
O3	0.0282 (5)	0.0601 (8)	0.0336 (6)	−0.0048 (5)	−0.0066 (4)	0.0073 (5)

O1—C7	1.2501 (15)	C6—C5	1.3965 (18)
O1—Li1i	1.946 (2)	C6—H6	0.9300
O1—Li1	1.967 (2)	C3—H3	0.9300
C4—C5	1.3697 (18)	C5—H5	0.9300
C4—C3	1.3995 (17)	Li1—O2iii	1.909 (3)
C4—C7	1.5078 (17)	Li1—O3	1.915 (3)
O2—C7	1.2398 (16)	Li1—O1i	1.946 (2)
O2—Li1ii	1.909 (3)	Li1—Li1i	2.751 (4)
N2—C3	1.3272 (18)	O3—H31	0.85 (3)
N2—N1	1.3460 (19)	O3—H32	0.86 (3)
C6—N1	1.318 (2)
C7—O1—Li1i	144.92 (11)	C4—C3—H3	118.2
C7—O1—Li1	125.64 (11)	C4—C5—C6	117.21 (12)
Li1i—O1—Li1	89.33 (10)	C4—C5—H5	121.4
C5—C4—C3	117.00 (11)	C6—C5—H5	121.4
C5—C4—C7	122.76 (11)	O2iii—Li1—O3	113.75 (12)
C3—C4—C7	120.23 (11)	O2iii—Li1—O1i	105.83 (12)
C7—O2—Li1ii	146.29 (11)	O3—Li1—O1i	112.89 (12)
C3—N2—N1	118.83 (12)	O2iii—Li1—O1	119.50 (12)
O2—C7—O1	125.47 (12)	O3—Li1—O1	111.69 (13)
O2—C7—C4	116.99 (11)	O1i—Li1—O1	90.67 (10)
O1—C7—C4	117.54 (11)	O2iii—Li1—Li1i	123.03 (16)
N1—C6—C5	123.32 (13)	O3—Li1—Li1i	122.65 (15)
N1—C6—H6	118.3	O1i—Li1—Li1i	45.65 (7)
C5—C6—H6	118.3	O1—Li1—Li1i	45.02 (7)
C6—N1—N2	119.95 (12)	Li1—O3—H31	133.5 (19)
N2—C3—C4	123.52 (13)	Li1—O3—H32	118.7 (18)
N2—C3—H3	118.2	H31—O3—H32	104 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H32···N1iv	0.86 (3)	1.93 (3)	2.7910 (18)	175 (3)
O3—H31···N2v	0.85 (3)	2.33 (3)	3.1272 (19)	155 (2)

Table 1

Selected bond lengths (Å)

O1—Li1	1.967 (2)
Li1—O2i	1.909 (3)
Li1—O3	1.915 (3)
Li1—O1ii	1.946 (2)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H32⋯N1iii	0.86 (3)	1.93 (3)	2.7910 (18)	175 (3)
O3—H31⋯N2iv	0.85 (3)	2.33 (3)	3.1272 (19)	155 (2)

Symmetry codes: (iii) ; (iv) .