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

Crystals

Muneeb Kayat Khan¹  Islam Ullah Khan¹  Muhammad Nadeem Arshad²  H. M. Rafique² 

[1] Materials Chemistry laboratory, Department of Chemistry, Government College University, Lahore-54000, Pakistan;X-ray Diffraction and Crystallography Laboratory, Department of Physics, School of Physical Sciences, University of the Punjab, Quaid-e-Azam Campus, Lahore-54590, Pakistan

关键词: L-tyrosine;    green chemistry;    torsion angles;    C–H⋯O interactions;   

DOI  :  10.3390/cryst1020069

来源: mdpi

【 摘 要 】

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 C^α–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], M_r = 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) ų, Z = 2, T = 296 K, R(F) = 0.062, wR(F²) = 0.157, 2·H₂O(C₂₃H₂₅NO7S₂·H₂O), M_r = 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) ų, Z = 2, T = 296 K, R(F) = 0.055, wR(F²) = 0.092.

【 授权许可】

CC BY   
© 2011 by the authors; licensee MDPI, Basel, Switzerland.