Title of article :
Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide
Author/Authors :
Subasri, S. Centre of Advanced Study in Crystallography and Biophysics - University of Madras, India , Kumar, Timiri Ajay Department of Pharmaceutical Sciences & Technology - Birla Institute of Technology, India , Sinha, Barij Nayan Department of Pharmaceutical Sciences & Technology - Birla Institute of Technology, India , Jayaprakash, Venkatesan Department of Pharmaceutical Sciences & Technology - Birla Institute of Technology, India , Viswanathan, Vijayan Centre of Advanced Study in Crystallography and Biophysics - University of Madras, India , Velmurugan, Devadasan Centre of Advanced Study in Crystallography and Biophysics - University of Madras, India
Abstract :
The title compounds, C16H15N5OS, (I), and C12H12FN5OS, (II), are [(diaminopyrimidine)sulfanyl]acetamide derivatives. In (I), the pyrimidine ring is inclined to the naphthalene ring system by 55.5 (1)°, while in (II), the pyrimidine ring is inclined to the benzene ring by 58.93 (8)°. In (II), there is an intramolecular N—H⋯N hydrogen bond and a short C—H⋯O contact. In the crystals of (I) and (II), molecules are linked by pairs of N—H⋯N hydrogen bonds, forming inversion dimers with R22(8) ring motifs. In the crystal of (I), the dimers are linked by bifurcated N—H⋯(O,O) and C—H⋯O hydrogen bonds, forming layers parallel to (100). In the crystal of (II), the dimers are linked by N—H⋯O hydrogen bonds, also forming layers parallel to (100). The layers are linked by C—H⋯F hydrogen bonds, forming a three-dimensional architecture.
Keywords :
crystal structure , inversion dimers , hydrogen bonding , thioacetamide , diaminopyrimidin-2-yl
Journal title :
Acta Crystallographica Section E: Crystallographic Communications