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.

Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexahydrobenzo[h]cinnolin-2-yl)propionic acid / F. Meneghetti, D. Masciocchi, A. Gelain, S. Villa. - In: ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE. - ISSN 1600-5368. - 70:10(2014), pp. o1088-o1089. [10.1107/S1600536814019850]

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

F. Meneghetti;D. Masciocchi;A. Gelain;S. Villa
2014

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.
crystal structure; pyridazinone moiety; stat3 inhibitor
Settore CHIM/08 - Chimica Farmaceutica
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/238784
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