A SUPRAMOLECULAR STRUCTURE OF PHOSPHORYLATED N-PHENYL-1,2,4-TRIAZOLE- 3-THIONE AND ITS CRYSTAL SOLVATE

Abstract

A comparative analysis of the molecular and crystal structures is performed for 5-[(diphenylphosphoryl) methyl]-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (1) in individual crystal (1a) and a crystal solvate with dimethylformamide (DMF) in the 1:1 ratio (1b). The crystals of both modifications have the identical geometries of the molecule of the key compound, and the crystals (despite their different crystal systems and unit cells parameters) are characterized by the formation of an identical one-dimensional supramolecular motif in them due to classical N–H...O hydrogen bonds and weaker noncovalent – C-H ... S interactions in crystal 1a and CH ... N in crystal 1b. A tetragonal packing of one-dimensional motifs oriented along the smallest unit cell parameter are observed in both cases. Solvate molecules are localized in zero-dimensional cavities in crystal 1b. Despite a denser molecular packing in crystal 1b, the solid-state phase transformation is observed for its polycrystalline sample, and the powder X-ray diffraction method shows that it partially transforms into form 1a with time. The latter form is characterized by a less dense molecular packing in the crystal.