Structures of benzenesulfonylamino-3-(4-benzenesulfonyloxy-phenyl)-propionic acid and 2-(toluene-4-sulfonylamino)-3-[4-(toluene-4-sulponyl-oxy)-phenyl]-propionic acid: Variations in L-tyrosine backbone conformation, intramolecular aromatic π-π stacking and short C-H⋯O interactions

Muneeb Hayat Khan, Islam Ullah Khan, Muhammad Nadeem Arshad, H. M. Rafique, William T.A. Harrison

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The syntheses and crystal structures of benzenesulfonylamino-3-(4-benzenesulfonyloxy-phenyl)-propionic acid (1) and 2-(toluene-4-sulfonylamino)-3-[4-(toluene-4-sulponyloxy)-phenyl]-propionic acid (2) are described. The L-tyrosine cores of the molecules show significant conformational differences. In 1, both organic molecules show intramolecular aromatic π-π stacking and in 2 a very short intermolecular Cα-H⋯O interaction is seen. The structures of 1 and 2 are compared with those of related materials. Crystal data:12•H2O•MeOH [2(C21H19NO7S2)•H2O•CH4O], Mr = 973.04, monoclinic, P21 (No. 4), a = 8.0078 (4) Å, b = 34.0704 (16) Å, c = 8.5506 (3) Å, β = 94.239 (3)°, V = 2326.47 (18) Å3, Z = 2, T = 296 K, R(F) = 0.062, wR(F2) = 0.157, 2•H2O (C23H25NO7S2•H2O), Mr = 507.56, monoclinic, P21 (No. 4), a = 5.7171 (7) Å, b = 24.359 (3) Å, c = 9.1043 (10) Å, β = 104.563 (6)°, V = 1227.2 (2) Å3, Z = 2, T = 296 K, R(F) = 0.055, wR(F2) = 0.092.

Original languageEnglish
Pages (from-to)69-77
Number of pages9
JournalCrystals
Volume1
Issue number2
DOIs
Publication statusPublished - 14 Jun 2011

Keywords

  • C-H and mellip
  • Green chemistry
  • L-tyrosine
  • O interactions
  • Torsion angles

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Materials Science(all)
  • Condensed Matter Physics
  • Inorganic Chemistry

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