Skip to main content
Log in

Synthesis and Crystal Structure of Tetrabutylammonium 4-(2-Bromothiophene-5-Sulfanilamide)-Benzoate

  • REVIEW PAPER
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

Tetrabutylammonium 4-(2-bromothiophene-5-sulfanilamide)-benzoate crystallizes in C2/C lattice with a = 18.3389(17), b = 16.540(16), c = 15.8280(15) Å, β = 116.959(2), V = 4279.5(7) Å3, Z = 4, and R = 0.0560. In the structure a very short centrosymmetric hydrogen bond and C=O···Br halogen bond interactions, together with N–H···O and C–H···O hydrogen bonds give a three-dimensional network.

Graphical Abstract

A extremely short O–H···O hydrogen bond is observed between the two neighboring 4-(2-bromothiophene-5-sulfanilamide)-benzoates. The H atom is fixed at the crystallographic inversion center and bridges the two benzoates to form an anion dimer. Halogen bonds also aid in forming the interest structure in crystal.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Lommerse JPM, Stone AJ, Taylor R, Allen FH (1996) J Am Chem Soc 18:3108

    Article  Google Scholar 

  2. Grabowski SJ, Pogorzelska M (2001) J Mol Struc 559:201

    Article  CAS  Google Scholar 

  3. Dega-Szafran Z, Dulewicz E, Dutkiewicz G, Kosturkiewicz Z (2006) J Mol Struc 794:54

    Article  CAS  Google Scholar 

  4. Dega-Szafran Z, Szafran M, Dulewicz E, Addlagatta A, Jaskolski M (2004) J Mol Struct 691:217

    Article  CAS  Google Scholar 

  5. Dega-Szafran Z, Jaskolski M, Szafran M, Dulewicz E (2002) J Mol Struct 615:33

    Article  CAS  Google Scholar 

  6. Olovsson I, Ptasiewicz-Bak H, Gustafsson T, Majerz I (2001) Acta Crystallogr B 57:311

    Article  CAS  Google Scholar 

  7. Metrangolo P, Resnaiti G (2001) Chem Eur J 12:2511

    Article  Google Scholar 

  8. Moorthy JN, Venkatakrishnan P, Mal P, Dixit S, Venugopalan P (2003) Cryst Growth Des 3:581

    Article  CAS  Google Scholar 

  9. Chibale K, Haupt H, Kendrick H, Yardley V, Saravanamuthu A, Fairlamb AH, Croft SL (2001) Bioorg Med Chem Lett 11:2655

    Article  CAS  Google Scholar 

  10. Ulgar V, Maya I, Fuentes J, Fernández-Bolaños GJ (2002) Tetrahedron 58:7967

    Article  CAS  Google Scholar 

  11. Ferreira ICFR, Queiroz MJ, Vilas-Boas M, Estevinho LM, Begoin A, Kirsch G (2006) Bioorg Med Chem Lett 16:1384

    Article  CAS  Google Scholar 

  12. Queiroz MJRP, Ferreira ICFR, DeGaetano Y, Kirsch G, Calhela RC, Estevinho LM (2006) Bioorg Med Chem Lett 14:6827

    Article  CAS  Google Scholar 

  13. Gonzalez S, Arranyas RG, Carretero JC (2006) Org Lett 8:2977

    Article  CAS  Google Scholar 

  14. Mahia J, Maestro M, Vazquez M, Bermejo MR, Gonzalez AM, Maneriro M (1999) Acta Crystallogr C 55:2158

    Article  Google Scholar 

  15. Szafran M, Dega-Szafran Z, Jaskolski M, Addlagatta A, Dulewicz E (2005) J Mol Struct 741:171

    Article  CAS  Google Scholar 

  16. Etter MC (1990) Acc Chem Res 23:120

    Article  CAS  Google Scholar 

  17. Bernstein J, Davis RE, Shimoni L, Chang N (1995) Angew Chem Int Ed Engl 34:1555

    Article  CAS  Google Scholar 

  18. Bondi A (1964) J Phys Chem 68:441

    Article  CAS  Google Scholar 

  19. Hassel O, Romming C (1962) C Q Rev 1:16

    Google Scholar 

  20. Price SL, Stone AJ, Lucas J, Rowland RS, Thornley AE (1994) J Am Chem Soc 116:4910

    Article  CAS  Google Scholar 

  21. Kubicki M (2004) Acta Crystallogr C 60:341

    Article  Google Scholar 

  22. Low JN, Cobo J, Insuasty B, Nogueras M, Salcedo A, Sánchez A (2002) Acta Crystallogr C 58:125

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Zhi Min Jin.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Xiong, J., Guo, Y., Li, ZY. et al. Synthesis and Crystal Structure of Tetrabutylammonium 4-(2-Bromothiophene-5-Sulfanilamide)-Benzoate. J Chem Crystallogr 40, 884–887 (2010). https://doi.org/10.1007/s10870-010-9848-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-010-9848-x

Keywords

Navigation