Issue 29, 2022

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

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

Supplementary files

Article information

Article type
Paper
Submitted
29 Apr 2022
Accepted
17 Jun 2022
First published
20 Jun 2022
This article is Open Access
Creative Commons BY-NC license

CrystEngComm, 2022,24, 5340-5347

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

K. Wzgarda-Raj, O. Książkiewicz and M. Palusiak, CrystEngComm, 2022, 24, 5340 DOI: 10.1039/D2CE00592A

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