Diaqua-bis(picolinato N-oxide-κO,O')zinc(II).

In the title compound, [Zn(C(6)H(4)NO(3))(2)(H(2)O)(2)], the Zn atom is located on a centre of inversion and shows a distorted octa-hedral coordination geometry. Two aqua ligands occupy the axial positions and four O atoms of the two chelating picolinic acid N-oxide ligands are located in the equatorial plane. Inter-molecular hydrogen bonds between aqua ligands and organic ligands link mol-ecules into a two-dimensional arrangement.

Related literature

For related literature, see: Bayot et al. (2006 ▶); Ciurtin et al. (2003 ▶); Lawrence et al. (1999 ▶); Meinrath et al. (2006 ▶); Shan et al. (2002 ▶); Steiner (2002 ▶); Yang et al. (2004 ▶); Zafar et al. (2000 ▶).

Experimental

Crystal data

[Zn(C6H4NO3)2(H2O)2]

M = 377.63

Monoclinic,

a = 6.6837 (5) Å

b = 15.7376 (13) Å

c = 6.9935 (6) Å

β = 115.3700 (10)°

V = 664.67 (9) Å3

Z = 2

Mo Kα radiation

μ = 1.90 mm−1

T = 298 (2) K

0.21 × 0.18 × 0.16 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan CrystalClear (Rigaku, 2005 ▶) T min = 0.674, T max = 0.733

3515 measured reflections

1170 independent reflections

1033 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.149

S = 1.15

1170 reflections

106 parameters

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.90 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Sheldrick, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536807043681/er2040sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807043681/er2040Isup2.hkl

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

[Zn(C6H4NO3)2(H2O)2]	F000 = 384
Mr = 377.63	Dx = 1.887 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 6.6837 (5) Å	θ = 7.5–15º
b = 15.7376 (13) Å	µ = 1.90 mm−1
c = 6.9935 (6) Å	T = 298 (2) K
β = 115.3700 (10)º	Block, colourless
V = 664.67 (9) Å3	0.21 × 0.18 × 0.16 mm
Z = 2

Bruker SMART CCD diffractometer	1170 independent reflections
Radiation source: fine-focus sealed tube	1033 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.019
Detector resolution: 10 pixels mm-1	θmax = 25.0º
T = 298(2) K	θmin = 2.6º
φ and ω scans	h = −7→7
Absorption correction: multi-scanCrystalClear (Rigaku, 2005)	k = −18→17
Tmin = 0.674, Tmax = 0.733	l = −6→8
3515 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.046	H-atom parameters constrained
wR(F2) = 0.149	w = 1/[σ2(Fo2) + (0.0918P)2 + 1.2258P] where P = (Fo2 + 2Fc2)/3
S = 1.15	(Δ/σ)max < 0.001
1170 reflections	Δρmax = 0.56 e Å−3
106 parameters	Δρmin = −0.90 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Zn1	0.5000	0.5000	0.5000	0.0252 (3)
O1W	0.4917 (5)	0.43468 (18)	0.7653 (4)	0.0222 (7)
H1WA	0.6291	0.4170	0.8515	0.033*
H1WB	0.4423	0.4702	0.8365	0.033*
O1	−0.1745 (5)	0.49427 (16)	0.1316 (6)	0.0229 (7)
O2	0.1644 (5)	0.52224 (19)	0.3760 (5)	0.0218 (7)
O3	0.4215 (4)	0.38945 (17)	0.3288 (5)	0.0217 (7)
N1	0.2521 (5)	0.3424 (2)	0.3225 (5)	0.0168 (7)
C1	0.0530 (6)	0.3771 (2)	0.2833 (6)	0.0175 (8)
C2	−0.1198 (7)	0.3240 (3)	0.2650 (7)	0.0232 (9)
H2A	−0.2610	0.3483	0.2384	0.028*
C3	−0.0923 (8)	0.2365 (3)	0.2826 (7)	0.0287 (10)
H3A	−0.2135	0.1999	0.2667	0.034*
C4	0.1137 (8)	0.2034 (3)	0.3249 (7)	0.0273 (10)
H4A	0.1386	0.1432	0.3403	0.033*
C5	0.2825 (7)	0.2572 (3)	0.3436 (7)	0.0234 (9)
H5A	0.4259	0.2341	0.3737	0.028*
C6	0.0146 (6)	0.4725 (3)	0.2616 (6)	0.0177 (8)

	U11	U22	U33	U12	U13	U23
Zn1	0.0186 (5)	0.0236 (5)	0.0293 (5)	−0.0011 (2)	0.0064 (4)	−0.0029 (3)
O1W	0.0178 (14)	0.0239 (15)	0.0222 (14)	0.0006 (11)	0.0059 (11)	0.0006 (11)
O1	0.0128 (16)	0.0208 (16)	0.0256 (17)	0.0033 (10)	−0.0008 (13)	−0.0021 (11)
O2	0.0118 (14)	0.0176 (13)	0.0289 (16)	−0.0007 (11)	0.0020 (12)	−0.0062 (13)
O3	0.0131 (13)	0.0210 (14)	0.0313 (16)	−0.0047 (11)	0.0099 (12)	−0.0094 (12)
N1	0.0162 (16)	0.0150 (16)	0.0172 (16)	−0.0009 (12)	0.0051 (13)	−0.0036 (13)
C1	0.0165 (19)	0.0163 (19)	0.0172 (19)	0.0014 (15)	0.0048 (16)	−0.0027 (15)
C2	0.019 (2)	0.021 (2)	0.028 (2)	−0.0020 (16)	0.0087 (18)	−0.0012 (17)
C3	0.032 (3)	0.023 (2)	0.032 (2)	−0.0086 (18)	0.015 (2)	−0.0015 (18)
C4	0.039 (3)	0.014 (2)	0.029 (2)	0.0003 (17)	0.014 (2)	−0.0004 (17)
C5	0.027 (2)	0.0164 (19)	0.025 (2)	0.0044 (16)	0.0089 (19)	−0.0026 (16)
C6	0.0146 (19)	0.0186 (19)	0.022 (2)	0.0019 (16)	0.0101 (16)	0.0006 (16)

Zn1—O3i	2.049 (3)	N1—C1	1.354 (5)
Zn1—O3	2.049 (3)	N1—C5	1.356 (5)
Zn1—O2i	2.059 (3)	C1—C2	1.386 (6)
Zn1—O2	2.059 (3)	C1—C6	1.520 (5)
Zn1—O1Wi	2.143 (3)	C2—C3	1.389 (6)
Zn1—O1W	2.143 (3)	C2—H2A	0.9600
O1W—H1WA	0.9000	C3—C4	1.381 (7)
O1W—H1WB	0.9001	C3—H3A	0.9601
O1—C6	1.247 (5)	C4—C5	1.371 (6)
O2—C6	1.253 (5)	C4—H4A	0.9597
O3—N1	1.338 (4)	C5—H5A	0.9600
O3i—Zn1—O3	180.00 (8)	O3—N1—C5	117.3 (3)
O3i—Zn1—O2i	86.46 (11)	C1—N1—C5	120.6 (3)
O3—Zn1—O2i	93.54 (11)	N1—C1—C2	118.9 (4)
O3i—Zn1—O2	93.54 (11)	N1—C1—C6	121.8 (3)
O3—Zn1—O2	86.46 (11)	C2—C1—C6	119.2 (3)
O2i—Zn1—O2	180.0	C3—C2—C1	121.1 (4)
O3i—Zn1—O1Wi	90.21 (11)	C3—C2—H2A	119.6
O3—Zn1—O1Wi	89.79 (11)	C1—C2—H2A	119.3
O2i—Zn1—O1Wi	91.07 (12)	C2—C3—C4	118.3 (4)
O2—Zn1—O1Wi	88.93 (12)	C2—C3—H3A	120.8
O3i—Zn1—O1W	89.79 (11)	C4—C3—H3A	120.9
O3—Zn1—O1W	90.21 (11)	C5—C4—C3	119.5 (4)
O2i—Zn1—O1W	88.93 (12)	C5—C4—H4A	120.2
O2—Zn1—O1W	91.07 (12)	C3—C4—H4A	120.3
O1Wi—Zn1—O1W	180.00 (13)	N1—C5—C4	121.5 (4)
Zn1—O1W—H1WA	109.3	N1—C5—H5A	119.2
Zn1—O1W—H1WB	109.5	C4—C5—H5A	119.4
H1WA—O1W—H1WB	109.5	O2—C6—O1	125.2 (4)
C6—O2—Zn1	126.3 (3)	O2—C6—C1	119.9 (4)
N1—O3—Zn1	119.4 (2)	O1—C6—C1	114.8 (3)
O3—N1—C1	121.9 (3)
O3i—Zn1—O2—C6	−175.0 (3)	C2—C1—C2—C3	0(100)
O3—Zn1—O2—C6	5.0 (3)	C6—C1—C2—C3	179.7 (4)
O1Wi—Zn1—O2—C6	94.8 (3)	C1—C2—C3—C2	0(2)
O1W—Zn1—O2—C6	−85.2 (3)	C2—C2—C3—C4	0.0 (7)
O2i—Zn1—O3—N1	137.7 (3)	C1—C2—C3—C4	1.8 (7)
O2—Zn1—O3—N1	−42.3 (3)	C2—C3—C4—C5	−1.4 (7)
O1Wi—Zn1—O3—N1	−131.2 (3)	C2—C3—C4—C5	−1.4 (7)
O1W—Zn1—O3—N1	48.8 (3)	O3—N1—C5—C4	−175.5 (4)
Zn1—O3—N1—C1	47.5 (4)	C1—N1—C5—C4	0.4 (6)
Zn1—O3—N1—C5	−136.6 (3)	C3—C4—C5—N1	0.3 (6)
O3—N1—C1—C2	175.7 (3)	Zn1—O2—C6—O1	−154.2 (3)
C5—N1—C1—C2	0.0 (6)	Zn1—O2—C6—C1	28.9 (5)
O3—N1—C1—C2	175.7 (3)	N1—C1—C6—O2	−36.9 (6)
C5—N1—C1—C2	0.0 (6)	C2—C1—C6—O2	142.3 (4)
O3—N1—C1—C6	−5.1 (5)	C2—C1—C6—O2	142.3 (4)
C5—N1—C1—C6	179.2 (4)	N1—C1—C6—O1	145.9 (4)
N1—C1—C2—C2	0.0 (2)	C2—C1—C6—O1	−34.9 (5)
C6—C1—C2—C2	0.00 (6)	C2—C1—C6—O1	−34.9 (5)
N1—C1—C2—C3	−1.1 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O1ii	0.90	1.98	2.753 (4)	143
O1W—H1WA···O1iii	0.90	2.20	2.742 (4)	118

Zn1—O3	2.049 (3)
Zn1—O2	2.059 (3)
Zn1—O1W	2.143 (3)

O3—Zn1—O2	86.46 (11)
O3—Zn1—O1Wi	89.79 (11)
O2—Zn1—O1Wi	88.93 (12)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O1ii	0.90	1.98	2.753 (4)	143
O1W—H1WA⋯O1iii	0.90	2.20	2.742 (4)	118

Symmetry codes: (ii) ; (iii) .