Journal of Chemical Crystallography

, Volume 41, Issue 8, pp 1114–1119 | Cite as

Two Novel Potential Anticonvulsant Salts of 5-Amino-2-Sulfonamide-1,3,4-Thiadiazole

  • Jorge R. A. Díaz
  • Gerardo E. Camí
  • Malva L. González
  • José C. Pedregosa
  • Daniel R. VegaEmail author
Original Paper


Two crystal structures of sulfonamide salts were studied by X-Ray diffraction. The compound C2H5N4O2S2 +·H2O·Cl (I), (Hats·H2O·Cl, Hats = protonated 5-amino-2-sulfonamide-1,3,4-thiadiazole) crystallizes in orthorhombic space group, P212121, with unit cell parameters a = 10.047(4), b = 5.186(2), c = 16.766(6) Å and the compound C2H5N4O2S2 +·CH3O3S (II), crystallizes in monoclinic space group, Cc, with unit cell parameters a = 5.378(3), b = 19.707(6), c = 10.014(5) Å, beta = 99.97(1)°. The molecules in compound I are arranged in a helix of alternating water and Hats molecules. Helixes are interconnected by hydrogen bonds provided by Cl ions and one ring with a graph set R 6 4 (12) is determined. The crystal structure of compound II presents mesylate and Hats molecules bonded by two hydrogen bond determining a ring with a graph set R 2 2 (8).

Index abstract

Two substituted sulfonamide salts were obtained, the hydrochloride is monohydrate and develops a helix arrangement of alternating water/sulfonamide molecules, meanwhile the mesylate is bonded to sulfonamide molecule determining a ring, with a graph set R 2 2 (8).


Sulfonamides Sulfonamide salts Crystal structure 



J.R.A.D. thanks a UNSL fellowship. We thank the financial support of ANPCyT (Project PICT 25459), SECyT-UNSL (Project 7707) and CONICET (PIP Nº 01360/08). We are grateful to S.C.S.I.E. (X-ray section) of University of Valencia for provision of the X-ray crystallographic facilities. J.C.P. is member of CONICET.


  1. 1.
    Reiss WG, Oles KS (1996) Ann Pharmacother 30:514–519Google Scholar
  2. 2.
    Supuran CT (2007) Curr Top Med Chem 7:825–833CrossRefGoogle Scholar
  3. 3.
    Pedregosa JC, Alzuet G, Borrás J, Fustero S, García-Granda S, Díaz MR (1993) Acta Cryst C 49:630–633CrossRefGoogle Scholar
  4. 4.
    Pedregosa JC, Casanova J, Alzuet G, Borrás J, García-Granda S, Díaz MR, Gutiérrez-Rodríguez A (1995) Inorg Chim Acta 232:117–120CrossRefGoogle Scholar
  5. 5.
    Chufán EE, Liu-González M, Sanz-Ruiz F, Borrás J, Pedregosa JC (2001) Acta Cryst C 57:1132–1134CrossRefGoogle Scholar
  6. 6.
    Chufan EE, Pedregosa JC, Borrás J, García Granda S (2001) J Coord Chem 54:303–305CrossRefGoogle Scholar
  7. 7.
    Chufán EE, Pedregosa JC, Baldini OL, Bruno-Blanch L (1999) Il Farm 54:838–840CrossRefGoogle Scholar
  8. 8.
    Supuran CT, Andruh M, Puscas I (1994) Rev Roum Chim 39:1229–1234Google Scholar
  9. 9.
    Camí GE, Chufán EE, Pedregosa JC, Varetti EL (2001) J Mol Struct 570:119CrossRefGoogle Scholar
  10. 10.
    Nonius (1997–2000) COLLECT. Nonius BV, Delft, The NetherlandsGoogle Scholar
  11. 11.
    Otwinowski Z, Minor W (1997) In: Carter CW Jr, Sweet RM (eds) DENZO and SCALEPACK. Processing of X-ray diffraction data collected in oscillation mode. Methods in enzymology, vol 276, Macromolecular crystallography, Part A. Academic Press, San Diego, pp 307–326Google Scholar
  12. 12.
    Sheldrick GM (2008) Acta Cryst. A64, 112–122. SHELXL97 and SHELXS97 Programs for crystal structure refinement and solution. University of Göttingen, GermanyGoogle Scholar
  13. 13.
    Flack HD (1983) Acta Cryst A 39:876–881CrossRefGoogle Scholar
  14. 14.
    Farrugia LJ (1999) J Appl Cryst 32:837–838 (WinGX)CrossRefGoogle Scholar
  15. 15.
    Farrugia LJ (1997) J Appl Cryst 30:565–566 (ORTEP-3 for Windows)CrossRefGoogle Scholar
  16. 16.
    Klyne W, Prelog V (1960) Experientia 16:521–523CrossRefGoogle Scholar
  17. 17.
    Bernstein J, Davis RE, Shimoni L, Chang N-L (1995) Angew Chem Int Ed Engl 34:1555–1573CrossRefGoogle Scholar
  18. 18.
    Etter MC (1990) Acc Chem Res 23:120–126CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Jorge R. A. Díaz
    • 1
  • Gerardo E. Camí
    • 1
  • Malva L. González
    • 2
  • José C. Pedregosa
    • 1
  • Daniel R. Vega
    • 3
    Email author
  1. 1.Área de Química General e Inorgánica, “Dr. G. F. Puelles”, Facultad de Química, Bioquímica y FarmaciaUniversidad Nacional de San LuisSan LuisArgentina
  2. 2.S.C.S.I.E. (Unidad de Rayos X)—Facultad de FísicaUniversidad de Valencia,ValenciaSpain
  3. 3.Grupo Materia Condensada, GIyA, GAIyANN, Comisión Nacional de Energía AtómicaSan Martín, Buenos AiresArgentina

Personalised recommendations