Date Published: June 01, 2011
Publisher: International Union of Crystallography
Author(s): Teodozja M. Lipińska, Zbigniew Karczmarzyk, Waldemar Wysocki, Ewa Gruba, Andrzej Fruziński.
In the quinoline fused-ring system of the title compound, C9H9NO, the pyridine ring is planar to within 0.011 (3) Å, while the partially saturated cyclohexene ring adopts a sofa conformation with an asymmetry parameter ΔCs(C6) = 1.5 (4)°. There are no classical hydrogen bonds in the crystal structure. Molecules form molecular layers parallel to (100) with a distance between the layers of a/2 = 3.468 Å.
The title compound is an intermediate for the synthesis of polyheterocycles giving photoluminescence (Kelly & Lebedev, 2002 ▶) and a key substrate to synthesis of its 8-amino substituted derivatives with pharmacological activity (e.g. Gudmundsson et al., 2009) ▶. For our ongoing study on the synthesis and structure of condensed pyridine and quinoline derivatives, see: Lipińska (2005 ▶); Karczmarzyk et al. (2010 ▶). For the synthesis, see: Kelly & Lebedev (2002 ▶). For a related structure, see: OXHYQU (Cygler et al., 1981 ▶). For structure interpretation tools, see: Bruno et al. (2002 ▶); Spek (2009 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶). For bond-length data, see: Allen et al. (1987 ▶). For asymmetry parameters, see: Duax & Norton (1975 ▶).