Co-crystal synthesis of 2- and 4-mercaptopyridines with thiourea and its analogue, trithiocyanuric acid?

CrystEngComm Pub Date: 2022-06-20 DOI: 10.1039/D2CE00592A

Abstract

This article describes the synthesis of four new co-crystals obtained via cross-crystallisation of 2- and 4-mercaptopyridines with thiourea and trithiocyanuric acid and examines their crystal structures. The resulting structures are the first four reported co-crystals of mercaptopyridines. In one case, the synthesis resulted in the production of a ternary co-crystal of unexpected composition instead of the desired product and the correct co-crystal needed to be obtained under dark room conditions; interestingly, when separated from solution, all four co-crystal samples were fully light resistant. The crystal state of the four co-crystals is stabilized by several N–H?S type hydrogen bonds. Additionally, in the case of thiourea co-crystals, additional short contacts of S?S type are also observed. This relatively complicated network of intermolecular interactions is fully characterized herein.

Graphical abstract: Co-crystal synthesis of 2- and 4-mercaptopyridines with thiourea and its analogue, trithiocyanuric acid
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