X-ray crystal structure of new monohydrate of 2-thioxoimidazolidin-4-one derivative and structural comparison with its analogs; visualizing intermolecular interactions with Hirshfeld surface analysis

Abstract

This article describes X-ray crystal structure analysis of N-(5-oxo-2-thioxoimidazolidin-1-yl)thiophene-2-carboxamide monohydrate (1). The title compound crystallizes in the triclinic space group P $$ \overline{1} $$ with a = 6.5688(6), b = 7.9479(7), c = 10.8830(8) A, α = 102.343(7), β = 94.837(7), γ = 100.309(7)°, and Z = 2. The molecule of 1 consists of a 2-thiohydantoin ring substituted in the N3-position by a thiophene-carboxamide system. The thiophene ring is rotationally disordered; the disorder is of the flip type with an occupancy ratio of 0.742(3):0.258(3) [74:26%]. Molecular and crystal structure of 1 was compared and discussed with amino and hydrate analogs. Moreover, Hirshfeld surface analysis was used for visually analyzing intermolecular interactions in crystal structures. The title compound is the 2-thiohydantoin derivative. Its molecular and crystal structure was compared and discussed with amino and hydrate analogs.