trans-Diaqua-(pyridazine-3-carboxyl-ato-κN,O)lithium.

The structure of the title complex, [Li(C(5)H(3)N(2)O(2))(H(2)O)(2)], is built of monomeric mol-ecules. In each, an Li(+) ion is N,O-chelated by the pyridazine-3-carboxyl-ate ligand and two water O atoms. The coordination geometry of the metal ion is distorted tetra-hedral. The monomers are linked by a system of hydrogen bonds in which water mol-ecules act as donors and carboxyl-ate O atoms act as acceptors. O-H⋯N hydrogen bonding is also present.

Related literature

For the structures of 3d transition metal complexes with the title ligand, see: Ardiwinata et al. (1989 ▶); Gryz et al. (2003 ▶, 2004 ▶). The structures of complexes with: Mg2+ (Gryz et al., 2006 ▶); Ca2+ (Starosta & Leciejewicz, 2007 ▶); UO2 2+ (Leciejewicz & Starosta, 2009 ▶) and Pb2+ (Starosta & Leciejewicz, 2010 ▶) have been also reported. For the structure of pyridazine-3-carb­oxy­lic acid hydro­chloride, see: Gryz et al. (2003 ▶).

Experimental

Crystal data

[Li(C5H3N2O2)(H2O)2]

M = 166.07

Monoclinic,

a = 7.4620 (15) Å

b = 13.738 (3) Å

c = 8.0330 (16) Å

β = 112.27 (3)°

V = 762.1 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.12 mm−1

T = 293 K

0.41 × 0.13 × 0.11 mm

Data collection

Kuma KM-4 four-circle diffractometer

Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008) ▶ T min = 0.972, T max = 0.989

1681 measured reflections

1579 independent reflections

878 reflections with I > 2σ(I)

R int = 0.044

3 standard reflections every 200 reflections intensity decay: 0.1%

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.150

S = 0.99

1579 reflections

137 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.25 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 datablocks I, global. DOI: 10.1107/S1600536811000493/kp2302sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811000493/kp2302Isup2.hkl

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

[Li(C5H3N2O2)(H2O)2]	F(000) = 344
Mr = 166.07	Dx = 1.447 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 7.4620 (15) Å	Cell parameters from 3 reflections
b = 13.738 (3) Å	θ = 6–15°
c = 8.0330 (16) Å	µ = 0.12 mm−1
β = 112.27 (3)°	T = 293 K
V = 762.1 (3) Å3	Blocks, colourless
Z = 4	0.41 × 0.13 × 0.11 mm

Kuma KM-4 four-circle diffractometer	878 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.044
graphite	θmax = 27.1°, θmin = 3.0°
profile data from ω/2θ scans	h = 0→9
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2008)	k = 0→17
Tmin = 0.972, Tmax = 0.989	l = −10→8
1681 measured reflections	3 standard reflections every 200 reflections
1579 independent reflections	intensity decay: 0.1%

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.150	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	w = 1/[σ2(Fo2) + (0.1002P)2] where P = (Fo2 + 2Fc2)/3
1579 reflections	(Δ/σ)max < 0.001
137 parameters	Δρmax = 0.25 e Å−3
0 restraints	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	0.5660 (2)	0.46534 (12)	0.7782 (2)	0.0433 (5)
O2	0.7322 (3)	0.35353 (12)	0.9796 (2)	0.0453 (5)
O3	0.6476 (3)	0.62905 (16)	0.5350 (3)	0.0504 (5)
N2	0.7489 (3)	0.60891 (13)	0.9918 (2)	0.0341 (5)
C3	0.7981 (3)	0.51905 (15)	1.0537 (3)	0.0297 (5)
N1	0.8297 (3)	0.68561 (14)	1.0952 (3)	0.0436 (5)
C4	0.9386 (3)	0.5005 (2)	1.2220 (3)	0.0380 (6)
C6	0.9614 (4)	0.6700 (2)	1.2587 (3)	0.0447 (6)
C7	0.6887 (3)	0.43841 (16)	0.9250 (3)	0.0331 (5)
C5	1.0237 (4)	0.5780 (2)	1.3266 (3)	0.0430 (6)
Li1	0.5577 (6)	0.6038 (3)	0.7221 (5)	0.0411 (9)
H3	0.974 (4)	0.440 (2)	1.258 (3)	0.043 (7)*
H6	1.006 (4)	0.728 (2)	1.330 (3)	0.042 (7)*
H41	0.332 (5)	0.741 (3)	0.668 (4)	0.063 (9)*
O4	0.3421 (3)	0.68308 (15)	0.7066 (3)	0.0480 (5)
H42	0.344 (6)	0.691 (3)	0.811 (6)	0.089 (13)*
H32	0.573 (5)	0.604 (2)	0.413 (5)	0.086 (11)*
H31	0.678 (6)	0.682 (4)	0.527 (6)	0.108 (17)*
H5	1.112 (5)	0.571 (2)	1.441 (4)	0.064 (9)*

	U11	U22	U33	U12	U13	U23
O1	0.0484 (10)	0.0356 (9)	0.0360 (9)	−0.0082 (8)	0.0048 (8)	−0.0012 (7)
O2	0.0622 (12)	0.0271 (9)	0.0441 (10)	0.0006 (8)	0.0173 (9)	−0.0001 (7)
O3	0.0643 (13)	0.0424 (11)	0.0410 (10)	−0.0133 (10)	0.0161 (10)	−0.0018 (8)
N2	0.0328 (11)	0.0277 (10)	0.0367 (10)	0.0018 (8)	0.0076 (9)	−0.0019 (8)
C3	0.0279 (10)	0.0301 (11)	0.0335 (10)	0.0011 (9)	0.0143 (9)	−0.0013 (9)
N1	0.0438 (12)	0.0338 (11)	0.0462 (12)	−0.0015 (9)	0.0094 (10)	−0.0071 (9)
C4	0.0373 (12)	0.0388 (13)	0.0369 (12)	0.0033 (11)	0.0129 (10)	0.0047 (11)
C6	0.0440 (15)	0.0427 (14)	0.0429 (14)	−0.0128 (12)	0.0114 (12)	−0.0120 (11)
C7	0.0372 (12)	0.0318 (12)	0.0347 (12)	−0.0018 (10)	0.0184 (11)	−0.0014 (9)
C5	0.0333 (13)	0.0566 (15)	0.0328 (13)	−0.0066 (12)	0.0052 (11)	0.0002 (11)
Li1	0.035 (2)	0.043 (2)	0.038 (2)	−0.0004 (18)	0.0061 (18)	0.0022 (17)
O4	0.0532 (12)	0.0418 (11)	0.0478 (12)	0.0100 (9)	0.0177 (9)	0.0099 (9)

O1—C7	1.244 (3)	N1—C6	1.326 (3)
O1—Li1	1.950 (5)	C4—C5	1.357 (4)
O2—C7	1.245 (3)	C4—H3	0.89 (3)
O3—Li1	1.896 (5)	C6—C5	1.386 (4)
O3—H32	0.99 (4)	C6—H6	0.96 (3)
O3—H31	0.77 (5)	C5—H5	0.91 (3)
N2—C3	1.329 (3)	Li1—O4	1.907 (5)
N2—N1	1.336 (3)	Li1—H42	2.31 (4)
N2—Li1	2.095 (4)	O4—H41	0.85 (4)
C3—C4	1.385 (3)	O4—H42	0.84 (4)
C3—C7	1.524 (3)
C7—O1—Li1	117.15 (19)	C4—C5—C6	117.7 (2)
Li1—O3—H32	119 (2)	C4—C5—H5	122 (2)
Li1—O3—H31	117 (3)	C6—C5—H5	120 (2)
H32—O3—H31	109 (4)	O3—Li1—O4	112.8 (2)
C3—N2—N1	120.27 (18)	O3—Li1—O1	111.8 (2)
C3—N2—Li1	109.80 (18)	O4—Li1—O1	121.6 (2)
N1—N2—Li1	129.77 (18)	O3—Li1—N2	120.4 (2)
N2—C3—C4	122.4 (2)	O4—Li1—N2	106.0 (2)
N2—C3—C7	114.86 (19)	O1—Li1—N2	81.06 (16)
C4—C3—C7	122.7 (2)	O3—Li1—C7	117.9 (2)
C6—N1—N2	118.6 (2)	O4—Li1—C7	127.7 (2)
C5—C4—C3	117.6 (2)	O1—Li1—C7	23.74 (9)
C5—C4—H3	121.3 (17)	N2—Li1—C7	57.68 (11)
C3—C4—H3	121.0 (17)	O3—Li1—H42	129.8 (11)
N1—C6—C5	123.3 (2)	O4—Li1—H42	20.1 (10)
N1—C6—H6	114.9 (15)	O1—Li1—H42	113.7 (10)
C5—C6—H6	121.7 (15)	N2—Li1—H42	86.7 (10)
O1—C7—O2	127.8 (2)	C7—Li1—H42	112.3 (11)
O1—C7—C3	116.06 (19)	Li1—O4—H41	121 (2)
O2—C7—C3	116.2 (2)	Li1—O4—H42	108 (3)
O2—C7—Li1	165.72 (18)	H41—O4—H42	102 (3)
C3—C7—Li1	77.30 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H41···O2i	0.85 (4)	1.90 (4)	2.720 (3)	164 (3)
O4—H42···O2ii	0.84 (4)	2.07 (4)	2.823 (3)	150 (4)
O3—H32···O1iii	0.99 (4)	1.77 (4)	2.741 (3)	167 (3)
O3—H31···N1iv	0.77 (5)	2.10 (5)	2.840 (3)	160 (5)

Table 1

Selected bond lengths (Å)

O1—Li1	1.950 (5)
O3—Li1	1.896 (5)
N2—Li1	2.095 (4)
Li1—O4	1.907 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H41⋯O2i	0.85 (4)	1.90 (4)	2.720 (3)	164 (3)
O4—H42⋯O2ii	0.84 (4)	2.07 (4)	2.823 (3)	150 (4)
O3—H32⋯O1iii	0.99 (4)	1.77 (4)	2.741 (3)	167 (3)
O3—H31⋯N1iv	0.77 (5)	2.10 (5)	2.840 (3)	160 (5)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .