A three-dimensional hydrogen-bonded framework in 2-amino-6-(N-methylanilino)pyrimidin-4(3H)-one and a ribbon of fused hydrogen-bonded rings in 2-amino-6-(N-methylanilino)-5-nitropyrimidin-4(3H)-one.
The molecular dimensions of both 2-amino-6-(N-methylanilino)pyrimidin-4(3H)-one, C11H12N4O, (I), and 2-amino-6-(N-methylanilino)-5-nitropyrimidin-4(3H)-one, C11H11N5O3, (II), are consistent with considerable polarization of the molecular-electronic structures. The molecules of (I) are linked into a three-dimensional framework by a combination of one N-H...N hydrogen bond, two independent N-H...O hydrogen bonds and one C-H...pi(arene) hydrogen bond. The molecules of (II) are linked into ribbons containing three types of edge-fused ring by the combination of two independent three-centre N-H...(O)2 hydrogen bonds.
Departamento de Química Inorgánica y Orgánica, Universidad de Jaén, 23071 Jaén, Spain.
Ricaurte
R
Rodríguez
Justo
J
Cobo
Manuel
M
Nogueras
John N
JN
Low
Christopher
C
Glidewell
D000814:Aniline Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D014151:Anti-Anxiety Agents / Q000737:chemistry; D001569:Benzodiazepines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D011744:Pyrimidinones / Q000138:chemical synthesis / Q000737:chemistry*
C525582:2-amino-6-(N-methylanilino)-5-nitropyrimidin-4(3H)-one; C525581:2-amino-6-(N-methylanilino)pyrimidin-4(3H)-one; D000814:Aniline Compounds; D014151:Anti-Anxiety Agents; D011744:Pyrimidinones; D001569:Benzodiazepines