Bis(2-amino-thia-zole-4-acetato)aquazinc(II).

In the title compound, [Zn(C(5)H(5)N(2)O(2)S)(2)(H(2)O)], the central Zn atom (2 site symmetry) is five-coordinated by two N and three O atoms [Zn-N = 2.047 (3) Å, Zn-O = 2.099 (2) and 1.974 (4) Å] in a distorted square-pyramidal geometry. Besides one O atom from a water mol-ecule, two 2-amino-thia-zole-4-acetate ligands provide two N and two O atoms as coordinated atoms. In the crystal structure, inter-molecular O-H⋯O and N-H⋯O hydrogen bonds connect the mol-ecules into an infinite three-dimensional framework.

Related literature

For the pharmacological activity of potential metal-based drugs consisting of the thia­zole ligands and some physiologically active metal ions, see: Addison et al. (1984 ▶); Bolos et al. (1999 ▶); Chang et al. (1982 ▶); Dea et al. (2008 ▶). For related structures, see: Zhang et al. (2008a ▶,b ▶); Sen et al. (1997 ▶).

Experimental

Crystal data

[Zn(C5H5N2O2S)2(H2O)]

M = 397.77

Monoclinic,

a = 11.715 (2) Å

b = 9.822 (2) Å

c = 12.580 (3) Å

β = 91.24 (3)°

V = 1447.2 (5) Å3

Z = 4

Mo Kα radiation

μ = 2.01 mm−1

T = 295 K

0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.794, T max = 0.856

4633 measured reflections

1742 independent reflections

1214 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.101

S = 1.02

1742 reflections

101 parameters

H-atom parameters constrained

Δρmax = 0.37 e Å−3

Δρmin = −0.43 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT-Plus (Bruker, 2005 ▶); data reduction: SAINT-Plus; 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/S1600536809045589/rk2177sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809045589/rk2177Isup2.hkl

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

[Zn(C5H5N2O2S)2(H2O)]	F(000) = 808
Mr = 397.77	Dx = 1.826 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1742 reflections
a = 11.715 (2) Å	θ = 2.7–25.5°
b = 9.822 (2) Å	µ = 2.01 mm−1
c = 12.580 (3) Å	T = 295 K
β = 91.24 (3)°	Block, colourless
V = 1447.2 (5) Å3	0.12 × 0.10 × 0.08 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	1742 independent reflections
Radiation source: fine-focus sealed tube	1214 reflections with I > 2σ(I)
graphite	Rint = 0.042
φ and ω scans	θmax = 28.3°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −15→9
Tmin = 0.794, Tmax = 0.856	k = −10→12
4633 measured reflections	l = −16→16

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.046P)2] where P = (Fo2 + 2Fc2)/3
1742 reflections	(Δ/σ)max < 0.001
101 parameters	Δρmax = 0.37 e Å−3
0 restraints	Δρmin = −0.42 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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	0.77073 (6)	0.2500	0.03185 (19)
S1	0.42899 (9)	0.81081 (12)	0.60112 (7)	0.0498 (3)
O1	0.32429 (19)	0.7822 (3)	0.21472 (18)	0.0392 (6)
O2	0.16766 (19)	0.9045 (3)	0.19131 (17)	0.0411 (6)
O3	0.5000	0.5698 (4)	0.2500	0.0499 (10)
H3	0.5551	0.5241	0.2253	0.075*
N1	0.4607 (2)	0.8338 (3)	0.3999 (2)	0.0329 (7)
N2	0.6077 (3)	0.7192 (4)	0.4935 (2)	0.0536 (9)
H1A	0.6459	0.7073	0.4366	0.064*
H1B	0.6340	0.6893	0.5534	0.064*
C5	0.2579 (3)	0.8773 (4)	0.2413 (2)	0.0302 (8)
C1	0.5089 (3)	0.7835 (4)	0.4888 (3)	0.0382 (8)
C3	0.3572 (3)	0.8988 (4)	0.4224 (3)	0.0349 (8)
C2	0.3275 (3)	0.8960 (4)	0.5241 (3)	0.0432 (9)
H2	0.2612	0.9346	0.5502	0.052*
C4	0.2909 (3)	0.9663 (4)	0.3346 (3)	0.0417 (9)
H4A	0.3355	1.0420	0.3087	0.050*
H4B	0.2217	1.0037	0.3640	0.050*

	U11	U22	U33	U12	U13	U23
Zn1	0.0295 (3)	0.0373 (4)	0.0286 (3)	0.000	−0.0023 (2)	0.000
S1	0.0541 (7)	0.0690 (8)	0.0262 (5)	−0.0060 (5)	−0.0011 (4)	0.0010 (4)
O1	0.0309 (13)	0.0479 (16)	0.0384 (14)	0.0085 (11)	−0.0078 (11)	−0.0132 (12)
O2	0.0339 (14)	0.0525 (17)	0.0365 (14)	0.0091 (11)	−0.0070 (11)	−0.0076 (12)
O3	0.031 (2)	0.034 (2)	0.085 (3)	0.000	0.0120 (18)	0.000
N1	0.0329 (16)	0.0388 (18)	0.0266 (14)	0.0008 (13)	−0.0058 (12)	0.0007 (12)
N2	0.049 (2)	0.075 (3)	0.0363 (18)	0.0228 (18)	−0.0075 (15)	0.0126 (17)
C5	0.0248 (17)	0.039 (2)	0.0272 (17)	−0.0004 (14)	−0.0009 (13)	0.0011 (14)
C1	0.044 (2)	0.043 (2)	0.0274 (18)	−0.0075 (17)	−0.0048 (15)	0.0016 (15)
C3	0.0353 (19)	0.036 (2)	0.0331 (19)	−0.0005 (15)	−0.0062 (14)	−0.0086 (15)
C2	0.039 (2)	0.054 (3)	0.037 (2)	−0.0001 (18)	−0.0008 (16)	−0.0158 (17)
C4	0.041 (2)	0.042 (2)	0.042 (2)	0.0084 (16)	−0.0086 (16)	−0.0108 (17)

Zn1—O3	1.974 (4)	N1—C3	1.404 (4)
Zn1—N1	2.047 (3)	N2—C1	1.319 (5)
Zn1—N1i	2.047 (3)	N2—H1A	0.8600
Zn1—O1i	2.099 (2)	N2—H1B	0.8600
Zn1—O1	2.099 (2)	C5—C4	1.507 (5)
S1—C1	1.733 (4)	C3—C2	1.335 (4)
S1—C2	1.733 (4)	C3—C4	1.492 (5)
O1—C5	1.266 (4)	C2—H2	0.9300
O2—C5	1.247 (3)	C4—H4A	0.9700
O3—H3	0.8500	C4—H4B	0.9700
N1—C1	1.336 (4)
O3—Zn1—N1	107.61 (8)	H1A—N2—H1B	120.0
O3—Zn1—N1i	107.61 (8)	O2—C5—O1	122.9 (3)
N1—Zn1—N1i	144.78 (17)	O2—C5—C4	118.0 (3)
O3—Zn1—O1i	93.07 (7)	O1—C5—C4	119.0 (3)
N1—Zn1—O1i	91.60 (10)	N2—C1—N1	124.7 (3)
N1i—Zn1—O1i	86.54 (10)	N2—C1—S1	121.8 (3)
O3—Zn1—O1	93.07 (7)	N1—C1—S1	113.6 (3)
N1—Zn1—O1	86.54 (10)	C2—C3—N1	115.4 (3)
N1i—Zn1—O1	91.60 (10)	C2—C3—C4	125.2 (3)
O1i—Zn1—O1	173.87 (14)	N1—C3—C4	119.5 (3)
C1—S1—C2	89.73 (17)	C3—C2—S1	110.8 (3)
C5—O1—Zn1	126.1 (2)	C3—C2—H2	124.6
Zn1—O3—H3	121.8	S1—C2—H2	124.6
H3—O3—H3i	116.3	C3—C4—C5	116.1 (3)
C1—N1—C3	110.5 (3)	C3—C4—H4A	108.3
C1—N1—Zn1	124.0 (3)	C5—C4—H4A	108.3
C3—N1—Zn1	122.4 (2)	C3—C4—H4B	108.3
C1—N2—H1A	120.0	C5—C4—H4B	108.3
C1—N2—H1B	120.0	H4A—C4—H4B	107.4

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2ii	0.85	1.82	2.664 (3)	170
N2—H1A···O1i	0.86	2.08	2.822 (4)	145
N2—H1B···O2iii	0.86	2.00	2.844 (4)	169

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O2i	0.85	1.82	2.664 (3)	170
N2—H1A⋯O1ii	0.86	2.08	2.822 (4)	145
N2—H1B⋯O2iii	0.86	2.00	2.844 (4)	169

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