Crystal structures of three N, N, N'-tris-ubstituted thio-ureas for reactivity-controlled nanocrystal synthesis

Evert Dhaene; Isabel Van Driessche; Klaartje De Buysser; Kristof Van Hecke

doi:10.1107/S2056989022000147

Crystal structures of three N, N, N'-tris-ubstituted thio-ureas for reactivity-controlled nanocrystal synthesis

Acta Crystallogr E Crystallogr Commun. 2022 Jan 14;78(Pt 2):184-190. doi: 10.1107/S2056989022000147. eCollection 2022 Jan 1.

Authors

Evert Dhaene¹, Isabel Van Driessche¹, Klaartje De Buysser¹, Kristof Van Hecke²

Affiliations

¹ SCRiPTS group, Sol-gel Centre for Research on Inorganic Powders and Thin films Synthesis, Department of Chemistry, Ghent University, Krijgslaan 281-S3, B-9000 Ghent, Belgium.
² XStruct, Department of Chemistry, Ghent University, Krijgslaan 281-S3, B-9000 Ghent, Belgium.

Abstract

The synthesis and single-crystal X-ray structures of three N,N,N'-tris-ubstituted thio-ureas are reported, namely N,N,N'-tri-benzyl-thio-urea, C₂₂H₂₂N₂S (1), N-methyl-N,N'-di-phenyl-thio-urea, C₁₄H₁₄N₂S (2), and N,N-di-n-butyl-N'-phenylthio-urea, C₁₅H₂₄N₂S (3). The influence of the different substituents on the thio-ureas is clear from the delocalization of the thio-urea C-N and C=S bonds, while the crystal structures show infinite chains of N,N,N'-tri-benzyl-thio-urea (1), hydrogen-bonded pairs of N-methyl-N,N'-di-phenyl-thio-urea (2) and hexa-mer ring assemblies of N,N-di-n-butyl-N'-phenylthio-urea (3) mol-ecules. The above-mentioned compounds were synthesized via a mild, general procedure, readily accessible precursors and with a high yield, providing straightforward access to a whole library of thio-ureas.

Keywords: crystal structure; nanocrystals; thioureas.

Grants and funding

This work was funded by Fonds Wetenschappelijk Onderzoek grants G099319N and 1S28820N; Bijzonder Onderzoeksfonds UGent grant BOF2015/GOA/007.