Acta Cryst. (2009). E65, m1183 [ doi:10.1107/S1600536809034473 ]
In the title compound, [Zn(C9H7O2S)2(H2O)2]·2H2O, the ZnII atom (site symmetry 
) is four-coordinated by two O atoms from 3-(2-sulfanylphenyl)prop-2-enoate anions and two aqua O atoms in a slightly distorted ZnO4 square-planar arrangement. In the crystal, O-H
O hydrogen bonds help to establish the packing.
A mixture of 3-(2-sulfanylphenyl)propanoic acid (364 mg, 2 mmol) and ZnCl2 (1 mmol, 134 mg) in methanol (10 ml) was stirred for 3 h. After keeping the filtrate in air for 7 d, colourless blocks of (I) were formed.
The water H atoms were located in a difference map and their positions were refined with restraints of O—H = 0.82 (1)Å. The other H atoms were positioned geometrically (C—H = 0.93Å, S—H = 1.20 Å) and refined as riding, with Uiso(H) = 1.2Ueq(carrier).
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software (Enraf–Nonius, 1989); data reduction: XCAD4 (Harms & Wocadlo, 1995); 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 (Sheldrick, 2008).
![[Figure 1]](./hb5073fig1thm.gif)
| Fig. 1. The molecular structure of (I) showing 30% probability displacement ellipsoids. Atoms with the suffix A are generated by the symmetry operation (2–x, 1–y, 1–z). |
| [Zn(C9H7O2S)2(H2O)2]·2H2O | F(000) = 512 |
| Mr = 495.85 | Dx = 1.597 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 25 reflections |
| a = 18.4398 (5) Å | θ = 9–12° |
| b = 7.7188 (3) Å | µ = 1.44 mm−1 |
| c = 7.3258 (2) Å | T = 298 K |
| β = 98.578 (2)° | Block, colourless |
| V = 1031.04 (6) Å3 | 0.30 × 0.20 × 0.14 mm |
| Z = 2 |
| Enraf–Nonius CAD-4 diffractometer | 1441 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.092 |
| graphite | θmax = 25.0°, θmin = 2.2° |
| ω/2θ scans | h = −21→18 |
| Absorption correction: ψ scan (North et al., 1968) | k = −9→8 |
| Tmin = 0.673, Tmax = 0.824 | l = −8→8 |
| 6272 measured reflections | 200 standard reflections every 3 reflections |
| 1811 independent reflections | intensity decay: 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)] = 0.067 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.185 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.1071P)2 + 0.9875P] where P = (Fo2 + 2Fc2)/3 |
| 1811 reflections | (Δ/σ)max = 0.001 |
| 146 parameters | Δρmax = 0.93 e Å−3 |
| 6 restraints | Δρmin = −0.88 e Å−3 |
| [Zn(C9H7O2S)2(H2O)2]·2H2O | V = 1031.04 (6) Å3 |
| Mr = 495.85 | Z = 2 |
| Monoclinic, P21/c | Mo Kα radiation |
| a = 18.4398 (5) Å | µ = 1.44 mm−1 |
| b = 7.7188 (3) Å | T = 298 K |
| c = 7.3258 (2) Å | 0.30 × 0.20 × 0.14 mm |
| β = 98.578 (2)° |
| Enraf–Nonius CAD-4 diffractometer | 1441 reflections with I > 2σ(I) |
| Absorption correction: ψ scan (North et al., 1968) | Rint = 0.092 |
| Tmin = 0.673, Tmax = 0.824 | θmax = 25.0° |
| 6272 measured reflections | 200 standard reflections every 3 reflections |
| 1811 independent reflections | intensity decay: 1% |
| R[F2 > 2σ(F2)] = 0.067 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.185 | Δρmax = 0.93 e Å−3 |
| S = 1.06 | Δρmin = −0.88 e Å−3 |
| 1811 reflections | Absolute structure: ? |
| 146 parameters | Flack parameter: ? |
| 6 restraints | Rogers parameter: ? |
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 | ||
| C1 | 0.6975 (3) | 0.9228 (8) | 0.6126 (7) | 0.0401 (13) | |
| C2 | 0.6254 (3) | 0.8922 (8) | 0.6435 (8) | 0.0442 (14) | |
| C3 | 0.5803 (4) | 1.0275 (10) | 0.6681 (10) | 0.0590 (19) | |
| H3 | 0.5327 | 1.0042 | 0.6892 | 0.071* | |
| C4 | 0.6020 (4) | 1.1926 (10) | 0.6630 (11) | 0.070 (2) | |
| H4 | 0.5700 | 1.2818 | 0.6811 | 0.084* | |
| C5 | 0.6739 (4) | 1.2307 (10) | 0.6300 (10) | 0.066 (2) | |
| H5 | 0.6898 | 1.3446 | 0.6253 | 0.079* | |
| C6 | 0.7196 (3) | 1.0945 (8) | 0.6051 (9) | 0.0500 (16) | |
| H6 | 0.7669 | 1.1183 | 0.5825 | 0.060* | |
| C7 | 0.7479 (3) | 0.7796 (7) | 0.5892 (7) | 0.0374 (12) | |
| H7 | 0.7326 | 0.6685 | 0.6150 | 0.045* | |
| C8 | 0.8132 (3) | 0.7942 (7) | 0.5345 (7) | 0.0361 (12) | |
| H8 | 0.8281 | 0.9030 | 0.5003 | 0.043* | |
| C9 | 0.8630 (3) | 0.6463 (7) | 0.5254 (7) | 0.0354 (12) | |
| H3A | 1.0261 (19) | 0.464 (7) | 0.180 (6) | 0.043* | |
| H4A | 0.866 (2) | 0.294 (4) | 0.419 (8) | 0.043* | |
| H3B | 0.964 (2) | 0.558 (6) | 0.165 (6) | 0.043* | |
| H4B | 0.861 (2) | 0.133 (5) | 0.346 (8) | 0.043* | |
| O1 | 0.92576 (19) | 0.6850 (5) | 0.4821 (5) | 0.0401 (9) | |
| O2 | 0.8441 (3) | 0.4964 (5) | 0.5594 (7) | 0.0530 (12) | |
| O3 | 0.9908 (3) | 0.4908 (6) | 0.2311 (6) | 0.0499 (11) | |
| O4 | 0.8892 (3) | 0.2064 (6) | 0.3989 (8) | 0.0666 (13) | |
| S1 | 0.59232 (9) | 0.6819 (2) | 0.6468 (3) | 0.0601 (6) | |
| H1 | 0.5970 | 0.6126 | 0.5024 | 0.090* | |
| Zn1 | 1.0000 | 0.5000 | 0.5000 | 0.0327 (4) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.038 (3) | 0.044 (3) | 0.039 (3) | 0.008 (3) | 0.008 (2) | −0.006 (3) |
| C2 | 0.040 (3) | 0.050 (4) | 0.045 (3) | 0.005 (3) | 0.013 (3) | 0.001 (3) |
| C3 | 0.040 (4) | 0.071 (5) | 0.069 (5) | 0.018 (3) | 0.018 (3) | 0.003 (4) |
| C4 | 0.063 (5) | 0.062 (5) | 0.088 (5) | 0.033 (4) | 0.020 (4) | −0.004 (4) |
| C5 | 0.078 (5) | 0.042 (4) | 0.079 (5) | 0.013 (4) | 0.021 (4) | −0.012 (3) |
| C6 | 0.040 (3) | 0.041 (4) | 0.072 (4) | 0.005 (3) | 0.017 (3) | −0.004 (3) |
| C7 | 0.034 (3) | 0.034 (3) | 0.045 (3) | 0.005 (2) | 0.008 (2) | 0.002 (2) |
| C8 | 0.037 (3) | 0.032 (3) | 0.040 (3) | 0.005 (2) | 0.011 (2) | 0.003 (2) |
| C9 | 0.037 (3) | 0.038 (3) | 0.032 (3) | 0.007 (2) | 0.009 (2) | −0.002 (2) |
| O1 | 0.032 (2) | 0.045 (2) | 0.045 (2) | 0.0091 (16) | 0.0099 (17) | 0.0037 (17) |
| O2 | 0.052 (3) | 0.035 (3) | 0.075 (3) | 0.0035 (19) | 0.019 (2) | 0.000 (2) |
| O3 | 0.062 (3) | 0.052 (3) | 0.040 (2) | 0.017 (2) | 0.021 (2) | 0.0060 (18) |
| O4 | 0.074 (3) | 0.049 (3) | 0.082 (4) | 0.014 (2) | 0.030 (3) | −0.004 (3) |
| S1 | 0.0465 (9) | 0.0555 (11) | 0.0842 (13) | −0.0072 (8) | 0.0287 (9) | 0.0035 (9) |
| Zn1 | 0.0348 (6) | 0.0360 (6) | 0.0300 (5) | 0.0075 (4) | 0.0139 (4) | 0.0046 (3) |
| C1—C6 | 1.390 (10) | C8—C9 | 1.473 (7) |
| C1—C2 | 1.402 (8) | C8—H8 | 0.9300 |
| C1—C7 | 1.470 (8) | C9—O2 | 1.245 (6) |
| C2—C3 | 1.364 (9) | C9—O1 | 1.280 (6) |
| C2—S1 | 1.735 (7) | Zn1—O1 | 1.969 (4) |
| C3—C4 | 1.338 (10) | Zn1—O3 | 1.953 (4) |
| C3—H3 | 0.9300 | O3—H3A | 0.824 (10) |
| C4—C5 | 1.413 (11) | O3—H3B | 0.823 (10) |
| C4—H4 | 0.9300 | O4—H4A | 0.821 (10) |
| C5—C6 | 1.376 (9) | O4—H4B | 0.819 (10) |
| C5—H5 | 0.9300 | S1—H1 | 1.2000 |
| C6—H6 | 0.9300 | Zn1—O3i | 1.953 (4) |
| C7—C8 | 1.330 (7) | Zn1—O1i | 1.969 (4) |
| C7—H7 | 0.9300 | ||
| C6—C1—C2 | 117.2 (5) | C1—C7—H7 | 117.0 |
| C6—C1—C7 | 121.3 (5) | C7—C8—C9 | 123.2 (5) |
| C2—C1—C7 | 121.5 (6) | C7—C8—H8 | 118.4 |
| C3—C2—C1 | 120.3 (6) | C9—C8—H8 | 118.4 |
| C3—C2—S1 | 119.4 (5) | O2—C9—O1 | 123.9 (5) |
| C1—C2—S1 | 120.3 (5) | O2—C9—C8 | 121.0 (5) |
| C4—C3—C2 | 122.3 (7) | O1—C9—C8 | 115.0 (5) |
| C4—C3—H3 | 118.9 | C9—O1—Zn1 | 117.3 (4) |
| C2—C3—H3 | 118.9 | Zn1—O3—H3A | 121 (4) |
| C3—C4—C5 | 119.7 (6) | Zn1—O3—H3B | 121 (4) |
| C3—C4—H4 | 120.1 | H3A—O3—H3B | 110.2 (18) |
| C5—C4—H4 | 120.1 | H4A—O4—H4B | 110.3 (18) |
| C6—C5—C4 | 118.2 (7) | C2—S1—H1 | 109.5 |
| C6—C5—H5 | 120.9 | O3i—Zn1—O3 | 180.0 |
| C4—C5—H5 | 120.9 | O3i—Zn1—O1i | 90.25 (17) |
| C5—C6—C1 | 122.3 (6) | O3—Zn1—O1i | 89.75 (17) |
| C5—C6—H6 | 118.8 | O3i—Zn1—O1 | 89.75 (17) |
| C1—C6—H6 | 118.8 | O3—Zn1—O1 | 90.25 (17) |
| C8—C7—C1 | 126.0 (5) | O1i—Zn1—O1 | 180.0 |
| C8—C7—H7 | 117.0 | ||
| C6—C1—C2—C3 | −1.1 (9) | C7—C1—C6—C5 | −178.8 (6) |
| C7—C1—C2—C3 | 178.8 (6) | C6—C1—C7—C8 | −10.0 (9) |
| C6—C1—C2—S1 | 177.7 (4) | C2—C1—C7—C8 | 170.1 (6) |
| C7—C1—C2—S1 | −2.4 (8) | C1—C7—C8—C9 | 175.9 (5) |
| C1—C2—C3—C4 | 0.4 (11) | C7—C8—C9—O2 | 4.1 (8) |
| S1—C2—C3—C4 | −178.5 (6) | C7—C8—C9—O1 | −175.4 (5) |
| C2—C3—C4—C5 | 0.4 (12) | O2—C9—O1—Zn1 | −7.6 (7) |
| C3—C4—C5—C6 | −0.4 (11) | C8—C9—O1—Zn1 | 171.9 (3) |
| C4—C5—C6—C1 | −0.4 (10) | C9—O1—Zn1—O3i | −70.7 (4) |
| C2—C1—C6—C5 | 1.2 (9) | C9—O1—Zn1—O3 | 109.3 (4) |
| Symmetry codes: (i) −x+2, −y+1, −z+1. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3A···O4ii | 0.82 (4) | 2.56 (5) | 3.033 (7) | 118 (5) |
| O3—H3B···O1iii | 0.82 (4) | 2.44 (5) | 3.221 (6) | 159 (4) |
| O4—H4A···O2 | 0.83 (3) | 1.95 (4) | 2.716 (7) | 155 (5) |
| O4—H4B···O2iv | 0.83 (4) | 2.30 (6) | 2.951 (7) | 136 (4) |
| Symmetry codes: (ii) −x+2, y+1/2, −z+1/2; (iii) x, −y+3/2, z−1/2; (iv) x, −y+1/2, z−1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3A···O4i | 0.82 (4) | 2.56 (5) | 3.033 (7) | 118 (5) |
| O3—H3B···O1ii | 0.82 (4) | 2.44 (5) | 3.221 (6) | 159 (4) |
| O4—H4A···O2 | 0.83 (3) | 1.95 (4) | 2.716 (7) | 155 (5) |
| O4—H4B···O2iii | 0.83 (4) | 2.30 (6) | 2.951 (7) | 136 (4) |
| Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) x, −y+3/2, z−1/2; (iii) x, −y+1/2, z−1/2. |
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.
Cheng, K., Zhu, H.-L. & Li, Y.-G. (2006). Z. Anorg. Allg. Chem. 632, 2326–2330.
Enraf–Nonius (1989). CAD-4 Software. Enraf–Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
There has been much research interest in acid metal complexes due to their molecular architectures and biological activities (e.g. Cheng et al., 2006). In this work, we report here the crystal structure of the title compound, (I). In (I), all bond lengths are within normal ranges (Allen et al., 1987) (Fig. 1). The ZnII atom is four-coordinated by two O atoms from the 3-(2-sulfanylphenyl)propanoate and two O atoms from the water molecules, forming a slightly distorted square-planar coordination.