Synthesis and description of intermolecular interactions in new sulfonamide derivatives of tranexamic acid

Tranexamic acid (4-aminomethyl-cyclohexanecarboxylic acid) was reacted with sulfonyl chlorides to produce structurally related four sulfonamide derivatives using simple and environmental friendly method to check out their three-dimensional behavior and van der Walls interactions. The molecules were crystallized in different possibilities, as it is/after alkylation at its O and N atoms/along with a co-molecule. All molecules were crystallized in monoclinic crystal system with space group P2(1)/n, P2(1)/c and P2(1)/a. X-ray studies reveal that the molecules stabilized themselves by different kinds of hydrogen bonding interactions. The molecules are getting connected through O-H center dot center dot center dot O hydrogen bonds to form inversion dimers which are further connected through N-H center dot center dot center dot O interactions. The molecules in which N and 0 atoms were alkylated showed non-classical interaction and generated centro-symmetric R-2(2)(24) ring motif. The co-crystallized host and guest molecules are connected to each other via O-H center dot center dot center dot O interactions to generate different ring motifs. By means of the ToposPro software an analysis of the topologies of underlying nets that correspond to molecular packings and hydrogen-bonded networks in structures under consideration was carried out. (C) 2015 Elsevier B.V. All rights reserved.