Acta Phys. -Chim. Sin. ›› 2007, Vol. 23 ›› Issue (08): 1183-1188.doi: 10.1016/S1872-1508(07)60063-1

• ARTICLE • Previous Articles     Next Articles

Crystal Structure, Spectroscopic and Thermal Properties of 2-(toluene-4-sulfonylamino)-benzoic Acid

XIONG Jing; CAI Xiao-Qing; YIN Ping; HU Mao-Lin   

  1. College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325027, Zhejiang Province, P. R. China; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, Liaoning Province, P. R. China
  • Received:2007-03-28 Revised:2007-04-25 Published:2007-08-03
  • Contact: XIONG Jing

Abstract: The structure of 2-(toluene-4-sulfonylamino)-benzoic acid (I) derived from X-ray diffraction of a single crystal was presented and verified by using FT-IR, NMR, and elemental analyses. The compound was crystallized in the monoclinic space group C2/c. The lattice parameters are, a=2.7320(3) nm, b=0.85441(8) nm, c=1.17607(11) nm, α=90°, β=98.728(3)°, γ=90°, V=2.7135(5) nm3, and Z=8. The unimolecules in compound I are engaged in N—H…O and O—H…O hydrogen bonds leading to centrosymmetric dimers, which are interlocked through two distinctly different types of C—H…Ohydrogen bonds and face-to-face π…π interactions resulting in an intriguing supramolecular structure. The compound I exhibited solvatochromism as evidenced from UV-Vis study in different solvent media. Moreover, fluorescence spectra and thermal analysis (DSC-TGA) indicated that the compound I was a photochromic and heatproof material.

Key words: 2-(toluene-4-sulfonylamino)-benzoic acid, Crystal structure, Solvatochromism, Photochromism