Title of article :
Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide
Author/Authors :
Subasri, S. Centre of Advanced Study in Crystallography and Biophysics - University of Madras, Guindy Campus, India , Timiri, Ajay Kumar Department of Pharmaceutical Sciences - Birla Institute of Technology, Mesra, Ranchi, India , Sinha Barji, Nayan Department of Pharmaceutical Sciences - Birla Institute of Technology, Mesra, Ranchi, India , Jayaprakash, Venkatesan Department of Pharmaceutical Sciences - Birla Institute of Technology, Mesra, Ranchi, India , Vijayan, Viswanathan Centre of Advanced Study in Crystallography and Biophysics - University of Madras, Guindy Campus, India , Velmurugan, Devadasan Centre of Advanced Study in Crystallography and Biophysics - University of Madras, Guindy Campus, India
Abstract :
The title compounds, C12H12N6O3S·H2O, (I), and C12H12ClN5OS, (II), are 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamides. Compound (I) crystallized as a monohydrate. In both compounds, the molecules have a folded conformation, with the pyrimidine ring being inclined to the benzene ring by 56.18 (6)° in (I) and by 67.84 (6)° in (II). In both molecules, there is an intramolecular N—H⋯N hydrogen bond stabilizing the folded conformation. In (I), there is also a C—H⋯O intramolecular short contact, and in (II) an intramolecular N—H⋯Cl hydrogen bond is present. In the crystal of (I), molecules are linked by a series of N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds, forming undulating sheets parallel to the (100). The sheets are linked via an N—H⋯Owater hydrogen bond, forming a three-dimensional network. In the crystal of (II), molecules are linked by a series of N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds, forming slabs parallel to (001).
Keywords :
crystal structure , framework , network , intramolecular N—H⋯O and N—H⋯Cl hydrogen bonds , acetamides
Journal title :
Acta Crystallographica Section E: Crystallographic Communications