1-(3-Phenyl-1H-pyrazol-5-yl)-1,2,3,4-tetrahydroquinoxaline-2,3-dione

Abstract

In the title compound, C17H12N4O2, the mean plane of the pyrazole ring is nearly perpendicular to that of the tetrahydroquinoxalinedione moiety [dihedral angle = 86.92 (7)°]. The phenyl ring is disordered over two orientations in a 0.556 (4):0.444 (4) ratio. In the crystal, molecules are connected by bifurcated N—H...(N,O) and N—H...(O,O) hydrogen bonds, generating (100) sheets. Aromatic π–π stacking [shortest centroid–centroid separation = 3.5307 (8) Å] links the sheets into a three-dimensional network. A short N...O contact [2.8198 (19) Å] is present.

Keywords

• crystal structure
• quinoxaline
• hydrogen bond
• π–π stacking