Sodium 4,N-dichlorobenzene- sulfonamidate sesquihydrate B. Thimme Gowda, a * K. Jyothi, a Sabine Foro, b Jozef Koz ˇı ´s ˇek c and Hartmut Fuess b a Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, b Institute of Materials Science, Darmstadt University of Tech- nology, Petersenstrasse 23, D-64287 Darmstadt, Germany, and c Department of Physical Chemistry, Slovak University of Technology, Radlinske ´ho 9, SK-812 37 Bratislava, Slovak Republic. Correspondence e-mail: gowdabt@yahoo.com Received 1 May 2007; accepted 10 May 2007 Key indicators: single-crystal X-ray study; T = 303 K; mean (C–C) = 0.010 A ˚; R factor = 0.068; wR factor = 0.140; data-to-parameter ratio = 15.3. The structure of the title compound, Na +. C 6 H 4 Cl 2- NO 2 S 1.5H 2 O, resembles the structures of the sodium salts of N-chlorobenzenesulfonamide, N-chloro-4-methylbenzene- sulfonamide and N-chloro-2-methyl-4-chlorobenzene- sulfonamide. There are two formula units per asymmetric unit. There is no interaction between N and Na, and the Na + cation is attached to three O atoms from water molecules and three sulfonyl O atoms of three different 4,N-dichlorobenze- nesulfonamide anions. There are several hydrogen bonds. The S—N distances of 1.584 (5) and 1.590 (5) A ˚ are consistent with an S N double bond. Related literature For related literature, see: George et al. (2000); Gowda & Kumar (2003); Gowda & Shetty (2004); Gowda et al. (2002, 2005, 2007); Gowda, D’Souza & Fuess (2003); Gowda, D’Souza & Kumar (2003); Gowda, Jyothi, Kozisek & Fuess (2003); Olmstead & Power (1986). Experimental Crystal data Na + C 6 H 4 Cl 2 NO 2 S 1.5H 2 O M r = 275.09 Orthorhombic, P2 1 2 1 2 1 a = 6.7041 (4) A ˚ b = 10.4763 (8) A ˚ c = 30.037 (2) A ˚ V = 2109.6 (2) A ˚ 3 Z =8 Mo K radiation = 0.84 mm 1 T = 303 (2) K 0.30 0.12 0.04 mm Data collection Oxford Diffraction Xcalibur diffractometer with Sapphire CCD detector Absorption correction: analytical CrysAlis RED (Oxford Diffraction, 2002) T min = 0.865, T max = 0.962 14393 measured reflections 4281 independent reflections 2959 reflections with I >2(I) R int = 0.079 Refinement R[F 2 >2(F 2 )] = 0.068 wR(F 2 ) = 0.140 S = 1.10 4281 reflections 280 parameters 9 restraints H atoms treated by a mixture of independent and constrained refinement Á max = 0.41 e A ˚ 3 Á min = 0.33 e A ˚ 3 Absolute structure: Flack (1983), 1777 Friedel pairs Flack parameter: 0.22 (12) Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA O4—H41OCl1 0.842 (19) 2.70 (2) 3.523 (5) 167 (5) O4—H42ON2 i 0.841 (19) 2.06 (2) 2.903 (7) 177 (7) O4—H42OS2 i 0.841 (19) 2.91 (4) 3.633 (5) 145 (6) O5—H51ON2 ii 0.848 (19) 2.06 (2) 2.899 (6) 170 (7) O5—H51OCl2 ii 0.848 (19) 2.89 (3) 3.631 (5) 147 (4) O5—H52ON1 ii 0.861 (19) 2.16 (2) 3.006 (6) 169 (7) O5—H52OCl1 ii 0.861 (19) 2.82 (3) 3.522 (5) 139 (4) O6—H61OCl2 iii 0.87 (2) 2.61 (5) 3.305 (5) 138 (6) O6—H61OO2 iv 0.87 (2) 2.63 (6) 3.212 (6) 125 (6) O6—H62ON1 0.86 (2) 2.00 (2) 2.845 (7) 167 (6) O6—H62OS1 0.86 (2) 3.00 (4) 3.687 (5) 138 (5) Symmetry codes: (i) x þ 1 2 ; y þ 3 2 ; z; (ii) x 1; y; z; (iii) x 1 2 ; y þ 1 2 ; z; (iv) x þ 1 2 ; y þ 1 2 ; z. Data collection: CrysAlis CCD (Oxford Diffraction, 2002); cell refinement: CrysAlis RED (Oxford Diffraction, 2002); data reduc- tion: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); soft- ware used to prepare material for publication: SHELXL97. BTG gratefully thanks the Alexander von Humboldt Foundation, Bonn, Germany for the extension of his research fellowship. JK thanks the Grant Agency of the Slovak Republic (grant No. 1/2449/05). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2356). References Flack, H. D. (1983). Acta Cryst. A39, 876–881. George, E., Vivekanandan, S. & Sivakumar, K. (2000). Acta Cryst. C56, 1208– 1209. Gowda, B. T., Damodara, N. & Jyothi, K. (2005). Int. J. Chem. Kinet. 37, 572– 582. Gowda, B. T., D’Souza, J. D. & Fuess, H. (2003). Z. Naturforsch. Teil A, 58, 220–224. Gowda, B. T., D’Souza, J. D. & Kumar, B. H. A. (2003). Z. Naturforsch. Teil A, 58, 51–56. Gowda, B. T., Jyothi, K. & D’Souza, J. D. (2002). Z. Naturforsch. Teil A, 57, 967–973. Gowda, B. T., Jyothi, K., Kozisek, J. & Fuess, H. (2003). Z. Naturforsch. Teil A, 58, 656–660. metal-organic compounds m1644 # 2007 International Union of Crystallography doi:10.1107/S1600536807023033 Acta Cryst. (2007). E63, m1644–m1645 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368