Estudo cristaloquímico do 2-(2-tienil) -1,3 benzotiazol: polimorfos orientacionais com alto Z’ e co-cristalização com calix[4]tubo

Abstract

This work the first time a cocrystal of the so-called neutral calix[4]tube, that is two tail-to-tail arranged and partially deprotonated tetra(carboxymethoxy)calix[4]arene molecules including three sodium ions, with 2-(2-thienyl)-1,3-benzothiazole, which means a new approach into host-guest chemistry of inclusion complexes. Three packing polymorphs of the same benzothiazole with high Z’ (one with Z’ = 8 and two with Z’ = 4) were also discovered in the course of our desired cocrystallization. The inspection of these polymorphs and another previously known one with Z’ = 2 revealed that Z’ increases as the strength of intermolecular contacts decreases. By the discovery of the polymorphs the theoretical study of the intermolecular interactions was realized to understand the evolution of the value of Z’. Also, these results expand the frontier of invoking calixarenes as host for non-solvent small molecules, besides adding knowledge to the rare formation of high Z’ packing polymorphs of simple molecules as the target benzothiazole.