A lithium complex of pyridine-2,6-dicarboxylic acid

The crystal structure of catena-poly­[[(6-carboxy­pyridine-2-carb­oxyl­ato-κ³O,N,O′)­lithium(I)]-μ-aqua-κ²O:O], [Li(C₇H₄NO₄)­(H₂O)]_n, contains the Li⁺ ion coordinated to two O atoms and the N atom of the 6-carboxy­pyridine-2-carboxyl­ate ligand, and to two water O atoms, forming a pentavalent coordination geometry. The molecule resides on a mirror plane which contains the Li and N atoms, the para-CH unit, and the O atom of the coordinated water mol­ecule. The O atom of the water mol­ecule is coordinated to two Li atoms, forming an infinite polymeric chain.

Computing details

Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2000); program(s) used to solve structure: MITHRIL90 (Gilmore, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.

catena-poly[[(6-carboxypyridine-2-carboxylato-κ³O,N,O')lithium(I)]-µ- aqua-κ²O:O]

Crystal data

[Li(C7H4NO4)H2O]	F(000) = 196.0
Mr = 191.07	Dx = 1.689 Mg m^−3
Monoclinic, P21/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yb	Cell parameters from 25 reflections
a = 3.513 (2) Å	θ = 13.5–14.8°
b = 11.802 (2) Å	µ = 0.14 mm^−1
c = 9.191 (1) Å	T = 296 K
β = 99.50 (2)°	Plate, colourless
V = 375.8 (2) Å^3	0.4 × 0.2 × 0.1 mm
Z = 2

Data collection

Rigaku AFC-5R diffractometer	Rint = 0.024
ω/2θ scans	θmax = 27.5°
Absorption correction: ψ-scan (North et al., 1968)	h = 0→4
Tmin = 0.966, Tmax = 0.986	k = 0→15
1056 measured reflections	l = −11→11
910 independent reflections	3 standard reflections every 150 reflections
598 reflections with I > 2σ(I)	intensity decay: <1%

Refinement

Refinement on F^2	w = 1/[σ^2(Fo^2) + (0.1419P)^2 + 0.0837P] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.068	(Δ/σ)max < 0.001
wR(F^2) = 0.235	Δρmax = 0.60 e Å^−3
S = 1.15	Δρmin = −0.58 e Å^−3
910 reflections	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
71 parameters	Extinction coefficient: 0.068
H-atom parameters not refined

Special details

Refinement. Refinement using reflections with F² > -10.0 σ(F²). The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
O1	0.0873 (7)	0.0743 (2)	0.4201 (2)	0.0298 (7)
O2	0.2198 (8)	−0.0463 (2)	0.2461 (3)	0.0350 (8)
O3	−0.312 (1)	0.2500	0.6018 (3)	0.0277 (9)
N1	0.195 (1)	0.2500	0.2711 (4)	0.0190 (9)
C1	0.2265 (9)	0.1522 (2)	0.2009 (3)	0.0210 (7)
C2	0.2884 (10)	0.1484 (3)	0.0563 (4)	0.0255 (8)
C3	0.322 (2)	0.2500	−0.0158 (5)	0.028 (1)
C4	0.1783 (10)	0.0491 (3)	0.2936 (3)	0.0234 (8)
Li1	0.127 (3)	0.2500	0.4837 (9)	0.033 (2)
H1	0.3052	0.0812	0.0095	0.0232*
H2	0.3393	0.2500	−0.1124	0.0482*
H3	−0.1908	0.0697	0.4100	0.0482*	0.50
H4	−0.2709	0.1999	0.6650	0.0482*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.050 (2)	0.013 (1)	0.029 (1)	−0.003 (1)	0.015 (1)	0.0006 (9)
O2	0.062 (2)	0.009 (1)	0.035 (1)	0.002 (1)	0.012 (1)	−0.0029 (9)
O3	0.042 (2)	0.014 (2)	0.028 (2)	0.0000	0.008 (1)	0.0000
N1	0.030 (2)	0.009 (2)	0.019 (2)	0.0000	0.006 (1)	0.0000
C1	0.022 (1)	0.012 (1)	0.028 (2)	0.001 (1)	0.004 (1)	−0.001 (1)
C2	0.030 (2)	0.019 (2)	0.028 (2)	0.003 (1)	0.007 (1)	−0.003 (1)
C3	0.034 (3)	0.027 (3)	0.023 (2)	0.0000	0.006 (2)	0.0000
C4	0.032 (2)	0.013 (2)	0.025 (1)	0.000 (1)	0.005 (1)	0.000 (1)
Li1	0.045 (5)	0.025 (4)	0.031 (4)	0.0000	0.011 (4)	0.0000

Geometric parameters (Å, º)

O1—C4	1.290 (4)	N1—C1	1.336 (4)
O1—Li1	2.152 (3)	N1—C1^ii	1.336 (4)
O1—H3	0.967	N1—Li1	2.007 (10)
O2—C4	1.225 (4)	C1—C2	1.382 (5)
O3—Li1	2.03 (1)	C1—C4	1.511 (4)
O3—Li1^i	2.085 (10)	C2—C3	1.385 (4)
O3—H4	0.825	C2—H1	0.908
O3—H4^ii	0.825	C3—H2	0.900
O1···O3^iii	3.220 (3)	O3···O3^iii	3.513 (5)
O1···C4^iv	3.275 (4)	N1···N1^iii	3.513 (5)
O1···O2^iv	3.432 (4)	N1···Li1^iii	3.526 (10)
O1···O1^v	3.498 (5)	N1···C1^ix	3.549 (5)
O1···O1^iii	3.513 (2)	C1···C1^iii	3.513 (5)
O2···O3^vi	2.773 (3)	C1···C4^iii	3.528 (5)
O2···C2^vii	3.275 (4)	C2···C2^iii	3.513 (5)
O2···C4^iii	3.509 (5)	C3···C3^iii	3.513 (10)
O2···O2^iii	3.513 (2)	C4···C4^iii	3.513 (5)
O2···C3^viii	3.542 (4)	Li1···Li1^iii	3.513 (15)
C4—O1—Li1	116.9 (3)	C3—C2—H1	120.7
C4—O1—H3	107.3	C2—C3—C2^ii	120.0 (4)
Li1—O1—H3	95.7	C2—C3—H2	119.8
Li1—O3—Li1^i	117.3 (4)	C2^ii—C3—H2	119.8
Li1—O3—H4	108.3	O1—C4—O2	126.5 (3)
Li1—O3—H4^ii	108.3	O1—C4—C1	113.0 (3)
Li1^i—O3—H4	114.1	O2—C4—C1	120.5 (3)
Li1^i—O3—H4^ii	114.1	O1—Li1—O1^ii	148.8 (4)
H4—O3—H4^ii	91.6	O1—Li1—O3	97.1 (3)
C1—N1—C1^ii	119.5 (4)	O1—Li1—O3^iii	98.9 (3)
C1—N1—Li1	120.2 (2)	O1—Li1—N1	75.4 (2)
C1^ii—N1—Li1	120.2 (2)	O1^ii—Li1—O3	97.1 (3)
N1—C1—C2	122.1 (3)	O1^ii—Li1—O3^iii	98.9 (3)
N1—C1—C4	113.4 (3)	O1^ii—Li1—N1	75.4 (2)
C2—C1—C4	124.5 (3)	O3—Li1—O3^iii	117.3 (4)
C1—C2—C3	118.1 (3)	O3—Li1—N1	138.0 (5)
C1—C2—H1	121.1	O3^iii—Li1—N1	104.7 (5)
O1—C4—C1—N1	4.8 (4)	N1—C1—C2—H1	−178.9
O1—C4—C1—C2	−173.8 (3)	N1—C1^ii—C2^ii—C3	−0.6 (5)
O1—Li1—O1^ii—C4^ii	−31 (1)	N1—C1^ii—C2^ii—H1^ii	178.9
O1—Li1—O1^ii—H3^ii	81.4	N1—Li1—O1—C4	10.0 (4)
O1—Li1—O3—Li1^i	−76.1 (2)	N1—Li1—O1—H3	−102.7
O1—Li1—O3—H4	54.8	N1—Li1—O1^ii—C4^ii	−10.0 (4)
O1—Li1—O3—H4^ii	152.9	N1—Li1—O1^ii—H3^ii	102.7
O1—Li1—N1—C1	−7.1 (5)	N1—Li1—O3—Li1^i	0.0000 (2)
O1—Li1—N1—C1^ii	176.0 (3)	N1—Li1—O3—H4	130.9
O2—C4—O1—Li1	170.4 (4)	N1—Li1—O3—H4^ii	−130.9
O2—C4—O1—H3	−83.7	C1—N1—C1^ii—C2^ii	0.5 (6)
O2—C4—C1—N1	−176.2 (3)	C1—N1—C1^ii—C4^ii	179.1 (3)
O2—C4—C1—C2	5.2 (5)	C1—C2—C3—C2^ii	−0.7 (7)
O3—Li1—O1—C4	147.9 (3)	C1—C2—C3—H2	−174.2
O3—Li1—O1—H3	35.2	C1—C4—O1—Li1	−10.7 (4)
O3—Li1—O1^ii—C4^ii	−147.9 (3)	C1—C4—O1—H3	95.3
O3—Li1—O1^ii—H3^ii	−35.2	C2—C1—N1—Li1	−177.4 (4)
O3—Li1—N1—C1	−91.6 (3)	C2—C3—C2^ii—H1^ii	−178.8
O3—Li1—N1—C1^ii	91.6 (3)	C3—C2—C1—C4	179.1 (3)
O3—Li1^i—O1^i—C4^i	−93.0 (4)	C3—C2^ii—C1^ii—C4^ii	−179.1 (3)
O3—Li1^i—O1^i—H3^i	154.3	C4—C1—N1—Li1	4.0 (5)
O3—Li1^i—O1^ix—C4^ix	93.0 (4)	C4—C1—C2—H1	−0.5
O3—Li1^i—O1^ix—H3^ix	−154.3	Li1—O3—Li1^i—O3^i	180.0000 (1)
O3—Li1^i—O3^i—H4^i	−49.1	H1—C2—C3—H2	5.4
O3—Li1^i—O3^i—H4^ix	49.1	H1—C2—C3—H2	5.4
N1—C1—C2—C3	0.6 (5)

Symmetry codes: (i) x−1, y, z; (ii) x, −y+1/2, z; (iii) x+1, y, z; (iv) −x, −y, −z+1; (v) −x+1, −y, −z+1; (vi) −x, y−1/2, −z+1; (vii) −x, −y, −z; (viii) −x, y−1/2, −z; (ix) x−1, −y+1/2, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H3···O1^i	0.97	2.55	3.513 (2)	171
O3—H4···O2^iv	0.83	1.98	2.775 (3)	160

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