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

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).