Diaqua-bis(5-methyl-pyridine-2-carboxyl-ato-κN,O)zinc(II).

In the title compound, [Zn(C(7)H(6)NO(2))(2)(H(2)O)(2)], the Zn atom (site symmetry ) adopts a distorted trans-ZnN(2)O(4) octa-hedral coordination arising from two N,O-bidentate 5-methyl-pyridine-2-carboxyl-ate ligands and two water mol-ecules. In the crystal structure, mol-ecules form a layered network linked by O-H⋯O hydrogen bonds.

Related literature

For background, see: Hagrman et al. (1998 ▶); Ranford et al. (1998 ▶).

Experimental

Crystal data

[Zn(C7H6NO2)2(H2O)2]

M = 373.66

Triclinic,

a = 5.1703 (6) Å

b = 6.4620 (10) Å

c = 12.2781 (14) Å

α = 104.678 (2)°

β = 90.646 (1)°

γ = 109.493 (2)°

V = 372.01 (8) Å3

Z = 1

Mo Kα radiation

μ = 1.68 mm−1

T = 298 (2) K

0.49 × 0.46 × 0.27 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.493, T max = 0.659

1917 measured reflections

1275 independent reflections

1260 reflections with I > 2σ(I)

R int = 0.013

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.097

S = 1.15

1275 reflections

108 parameters

H-atom parameters constrained

Δρmax = 0.63 e Å−3

Δρmin = −0.60 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; 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 global, I. DOI: 10.1107/S1600536808042530/hb2880sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808042530/hb2880Isup2.hkl

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

[Zn(C7H6NO2)2(H2O)2]	Z = 1
Mr = 373.66	F(000) = 192
Triclinic, P1	Dx = 1.668 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.1703 (6) Å	Cell parameters from 1975 reflections
b = 6.462 (1) Å	θ = 3.4–27.9°
c = 12.2781 (14) Å	µ = 1.68 mm−1
α = 104.678 (2)°	T = 298 K
β = 90.646 (1)°	Block, colourless
γ = 109.493 (2)°	0.49 × 0.46 × 0.27 mm
V = 372.01 (8) Å3

Bruker SMART CCD diffractometer	1275 independent reflections
Radiation source: fine-focus sealed tube	1260 reflections with I > 2σ(I)
graphite	Rint = 0.013
ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −6→3
Tmin = 0.493, Tmax = 0.659	k = −6→7
1917 measured reflections	l = −14→14

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)] = 0.034	H-atom parameters constrained
wR(F2) = 0.097	w = 1/[σ2(Fo2) + (0.0603P)2 + 0.3083P] where P = (Fo2 + 2Fc2)/3
S = 1.15	(Δ/σ)max < 0.001
1275 reflections	Δρmax = 0.63 e Å−3
108 parameters	Δρmin = −0.60 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.094 (11)

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	0.0269 (2)
N1	0.4060 (5)	0.5257 (4)	0.6691 (2)	0.0265 (5)
C4	0.3260 (7)	0.5138 (6)	0.8903 (2)	0.0351 (7)
H4	0.2979	0.5079	0.9643	0.042*
O1	0.6819 (4)	0.2811 (3)	0.54326 (17)	0.0298 (5)
O2	0.7442 (5)	0.1369 (4)	0.6842 (2)	0.0399 (6)
O3	0.1258 (4)	0.2198 (4)	0.4350 (2)	0.0368 (5)
H3A	0.1410	0.0905	0.4068	0.044*
H3B	−0.0199	0.2048	0.4683	0.044*
C1	0.6533 (6)	0.2552 (5)	0.6414 (2)	0.0266 (6)
C2	0.4953 (6)	0.3907 (5)	0.7150 (2)	0.0269 (6)
C3	0.4520 (8)	0.3852 (6)	0.8251 (3)	0.0417 (8)
H3	0.5124	0.2887	0.8550	0.050*
C6	0.2809 (6)	0.6541 (5)	0.7341 (3)	0.0309 (6)
H6	0.2175	0.7490	0.7040	0.037*
C5	0.2430 (6)	0.6500 (6)	0.8452 (3)	0.0351 (7)
C7	0.1086 (8)	0.8011 (7)	0.9188 (3)	0.0500 (9)
H7A	−0.0093	0.7186	0.9650	0.075*
H7B	0.0010	0.8473	0.8718	0.075*
H7C	0.2483	0.9337	0.9664	0.075*

	U11	U22	U33	U12	U13	U23
Zn1	0.0346 (3)	0.0309 (3)	0.0229 (3)	0.0191 (2)	0.00841 (19)	0.01007 (19)
N1	0.0300 (12)	0.0281 (12)	0.0253 (12)	0.0143 (10)	0.0049 (10)	0.0083 (10)
C4	0.0477 (18)	0.0513 (19)	0.0163 (13)	0.0286 (15)	0.0102 (12)	0.0108 (13)
O1	0.0357 (11)	0.0321 (11)	0.0293 (11)	0.0209 (9)	0.0098 (8)	0.0089 (9)
O2	0.0559 (14)	0.0394 (12)	0.0369 (12)	0.0323 (11)	0.0035 (10)	0.0111 (10)
O3	0.0337 (11)	0.0298 (11)	0.0486 (13)	0.0161 (9)	0.0117 (10)	0.0067 (10)
C1	0.0274 (13)	0.0224 (13)	0.0306 (15)	0.0109 (11)	0.0018 (11)	0.0052 (11)
C2	0.0304 (14)	0.0264 (13)	0.0252 (14)	0.0119 (11)	0.0036 (11)	0.0066 (11)
C3	0.054 (2)	0.051 (2)	0.0337 (17)	0.0306 (17)	0.0084 (15)	0.0194 (15)
C6	0.0349 (15)	0.0321 (15)	0.0313 (15)	0.0196 (12)	0.0078 (12)	0.0076 (12)
C5	0.0341 (15)	0.0399 (17)	0.0289 (15)	0.0146 (13)	0.0065 (12)	0.0029 (13)
C7	0.054 (2)	0.059 (2)	0.0395 (19)	0.0315 (19)	0.0155 (16)	0.0005 (17)

Zn1—O1	2.104 (2)	O2—C1	1.232 (4)
Zn1—O3	2.134 (2)	O3—H3A	0.8499
Zn1—O1i	2.104 (2)	O3—H3B	0.8499
Zn1—N1i	2.116 (2)	C1—C2	1.531 (4)
Zn1—N1	2.116 (2)	C2—C3	1.380 (4)
Zn1—O3i	2.134 (2)	C3—H3	0.9300
N1—C6	1.334 (4)	C6—C5	1.387 (5)
N1—C2	1.343 (4)	C6—H6	0.9300
C4—C5	1.327 (5)	C5—C7	1.507 (4)
C4—C3	1.338 (5)	C7—H7A	0.9600
C4—H4	0.9300	C7—H7B	0.9600
O1—C1	1.262 (4)	C7—H7C	0.9600
O1—Zn1—O1i	180.0	Zn1—O3—H3B	121.9
O1—Zn1—N1i	100.78 (8)	H3A—O3—H3B	110.5
O1i—Zn1—N1i	79.22 (8)	O2—C1—O1	126.8 (3)
O1—Zn1—N1	79.22 (8)	O2—C1—C2	117.3 (3)
O1i—Zn1—N1	100.78 (8)	O1—C1—C2	115.9 (2)
N1i—Zn1—N1	180.0	N1—C2—C3	120.1 (3)
O1—Zn1—O3i	89.38 (9)	N1—C2—C1	116.9 (2)
O1i—Zn1—O3i	90.62 (9)	C3—C2—C1	123.0 (3)
N1i—Zn1—O3i	92.23 (9)	C4—C3—C2	122.3 (3)
N1—Zn1—O3i	87.77 (9)	C4—C3—H3	118.8
O1—Zn1—O3	90.62 (9)	C2—C3—H3	118.8
O1i—Zn1—O3	89.38 (9)	N1—C6—C5	121.7 (3)
N1i—Zn1—O3	87.77 (9)	N1—C6—H6	119.1
N1—Zn1—O3	92.23 (9)	C5—C6—H6	119.1
O3i—Zn1—O3	180.0	C4—C5—C6	120.9 (3)
C6—N1—C2	117.7 (2)	C4—C5—C7	117.9 (3)
C6—N1—Zn1	130.4 (2)	C6—C5—C7	121.2 (3)
C2—N1—Zn1	111.95 (18)	C5—C7—H7A	109.5
C5—C4—C3	117.3 (3)	C5—C7—H7B	109.5
C5—C4—H4	121.3	H7A—C7—H7B	109.5
C3—C4—H4	121.3	C5—C7—H7C	109.5
C1—O1—Zn1	115.99 (17)	H7A—C7—H7C	109.5
Zn1—O3—H3A	116.6	H7B—C7—H7C	109.5
O1—Zn1—N1—C6	176.5 (3)	C6—N1—C2—C1	−176.5 (2)
O1i—Zn1—N1—C6	−3.5 (3)	Zn1—N1—C2—C1	2.3 (3)
O3i—Zn1—N1—C6	86.7 (3)	O2—C1—C2—N1	177.6 (3)
O3—Zn1—N1—C6	−93.3 (3)	O1—C1—C2—N1	−0.9 (4)
O1—Zn1—N1—C2	−2.21 (19)	O2—C1—C2—C3	0.0 (4)
O1i—Zn1—N1—C2	177.79 (19)	O1—C1—C2—C3	−178.5 (3)
O3i—Zn1—N1—C2	−92.0 (2)	C5—C4—C3—C2	−0.2 (6)
O3—Zn1—N1—C2	88.0 (2)	N1—C2—C3—C4	−1.1 (5)
N1i—Zn1—O1—C1	−178.1 (2)	C1—C2—C3—C4	176.4 (3)
N1—Zn1—O1—C1	1.9 (2)	C2—N1—C6—C5	0.0 (4)
O3i—Zn1—O1—C1	89.7 (2)	Zn1—N1—C6—C5	−178.6 (2)
O3—Zn1—O1—C1	−90.3 (2)	C3—C4—C5—C6	1.3 (5)
Zn1—O1—C1—O2	−179.4 (2)	C3—C4—C5—C7	−178.2 (3)
Zn1—O1—C1—C2	−1.2 (3)	N1—C6—C5—C4	−1.3 (5)
C6—N1—C2—C3	1.2 (4)	N1—C6—C5—C7	178.2 (3)
Zn1—N1—C2—C3	−180.0 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O2ii	0.85	1.88	2.693 (4)	160
O3—H3B···O1iii	0.85	1.94	2.757 (3)	160

Table 1

Selected bond lengths (Å)

Zn1—O1	2.104 (2)
Zn1—O3	2.134 (2)
Zn1—N1	2.116 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O2i	0.85	1.88	2.693 (4)	160
O3—H3B⋯O1ii	0.85	1.94	2.757 (3)	160

Symmetry codes: (i) ; (ii) .