Poly[μ2-aqua-(μ3-2,5-dichlorobenzenesulfonato)sodium]

In the title compound, [Na(C6H3Cl2O3S)(H2O)]n, the NaI ion is pentacoordinated by three dichlorobenzenesulfonate anions and two water molecules, forming a distorted trigonal-bipyramidal geometry. The NaI ions are bridged by the sulfonate groups and the water molecules, leading to a polymeric layer structure parallel to the bc plane in which O—H⋯O hydrogen bonds are observed.

In the title compound, [Na(C 6 H 3 Cl 2 O 3 S)(H 2 O)] n , the Na I ion is pentacoordinated by three dichlorobenzenesulfonate anions and two water molecules, forming a distorted trigonalbipyramidal geometry. The Na I ions are bridged by the sulfonate groups and the water molecules, leading to a polymeric layer structure parallel to the bc plane in which O-HÁ Á ÁO hydrogen bonds are observed.

Comment
Organic sulfonyl chloride compounds can be used as fundamental starting material for the synthesis of a variety of useful agricultural and medical compounds. They are widespread in many natural products and widely used as various artificial chemicals. It can be used as precursors in the synthesis of sulfonamide-based drugs (Adams & Marvel, 1941;D'Souza et al., 2008;Henze & Artman, 1957;Uchiro & Kobayashi, 1999).
The asymmetric unit of the title compound contains one dichlorobenzenesulfonate anion, one sodium cation and one water molecule (Fig. 1). Each sodium cation is pentacoordinated with three dichlorobenzenesulfonate anions and two water molecules to form a distorted trigonal bipyramidal geometry (Fig. 2). In the crystal structure ( Fig. 3), the molecules are linked into polymeric planes parallel to the bc plane. The polymeric structures are stabilized by the O1W-H1W1···O3 and O1W-H2W1···O2 hydrogen bonds (Table 1).
Experimental 2,5-Dichlorobenzenesulfonyl chloride (0.02 mol, 4.86 g) was dissolved in 25 ml of 1,4-dioxane (C 4 H 8 O 2 ) in round bottom flask with stirring. Sodium hydroxide (0.01 mol, 0.4 g) was added to the mixture and refluxed for 2 hours. The colour of the mixture was changed from colorless to light brown. After solvent evaporation, 50 ml of distilled water was added and mixed with 50 ml of butanol. After shaking the mixture for 15 min, butanol layer was isolated and brown precipitate was left after the butanol evaporation. The precipitate was dissolved in methanol at room temperature and left over night. The colourless plate crystals were formed, filtrated, washed with water and dried at 333 K.

Refinement
Atoms H1W1 and H2W1 were located in a difference Fourier map and refined as riding on their parent atom, with U iso (H) = 1.5U eq (O). The remaining H atoms were positioned geometrically (C-H = 0.93 Å) and refined using a riding model, with U iso (H) = 1.2U eq (C). Fig. 1. The asymmetric unit of the title compound with atom labels and 50% probability ellipsoids for non-H atoms.

Figures
sup-2 Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.