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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.

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In the title compound, C23H24N4O3, the pyrimidine ring adopts an almost perfect boat conformation, and the bond distances provide evidence for some polarization of the mol­ecular-electronic structure. Two independent N-H...O hydrogen bonds link the mol­ecules into chains of edge-fused R24(8) and R22(20) rings.
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