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International Union of Crystallography, Acta Crystallographica Section E: Structure Reports Online, 10(70), p. o1088-o1089, 2014

DOI: 10.1107/s1600536814019850

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Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexahydrobenzo[ h ]cinnolin-2-yl)propionic acid

Journal article published in 2014 by Fiorella Meneghetti, Daniela Masciocchi, Arianna Gelain, Stefania Villa
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The asymmetric unit of the title compound, C15H16N2O3, contains two independent molecules, which present a different conformation of the carboxylic acid side chain [C—C—C—OH torsion angles = 65.3 (7) and −170.1 (5)°]. In both molecules, the dihydropyridazinone ring adopts a geometry intermediate between a twisted-boat and a half-chair conformation, while the central six-membered ring is almost in a half-boat conformation. In the crystal, molecules are linked by O—H...Ok(k = ketone) hydrogen bonds, generating [01-1] chains. Aromatic π–π stacking contacts between the benzene and the dihydropyridazinone rings [centroid–centroid distance [3.879 (9) Å] are also observed.