Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-<i>N</i>-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-<i>N</i>-(4-fluorophenyl)acetamide

The title compounds, C 16 H 15 N 5 OS, (I), and C 12 H 12 FN 5 OS, (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 R 2 2 (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.

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