N-[2-(4-Methyl-2-quinolyl)phenyl]acetamide: aP1 structure withZ= 4

F Nawaz Khan,N Malathi,S Mohana Roopan,Venkatesha R Hathwar,Mehmet Akkurt

doi:10.1107/s1600536810027650

Abstract

The title compound, C18H16N2O, crystallizes in the triclinic space group P1, with four independent molecules in the asymmetric unit wherein two molecules have an irregular -ac, -ac, +ap conformation (ap, antiperiplanar; ac, anticlinal), while the other molecules exhibit a different, +ac, +ac, +ap conformation. The planar (r.m.s. deviation = 0.006 Å in each of the four molecules) quinoline ring systems of the four molecules are oriented at dihedral angles of 32.8 (2), 33.4 (2), 31.7 (2) and 32.3 (2)° with respect to the benzene rings. Intramolecular N—H⋯N interactions occur in all four independent molecules. The crystal packing is stabilized by intermolecular N—H⋯O and C—H⋯O hydrogen bonds, and are further consolidated by C—H⋯π and π–π stacking interactions [centroid–centroid distances = 3.728 (3), 3.722 (3), 3.758 (3) and 3.705 (3) Å].

Highlights

The title compound, C18H16N2O, crystallizes in the triclinic space group P1, with four independent molecules in the asymmetric unit wherein two molecules have an irregular -ac, ac, +ap conformation, while the other molecules exhibit a different, +ac, +ac, +ap conformation
The planar (r.m.s. deviation = 0.006 Å in each of the four molecules) quinoline ring systems of the four molecules are oriented at dihedral angles of 32.8 (2), 33.4 (2), 31.7 (2) and 32.3 (2) with respect to the benzene rings
The crystal packing is stabilized by intermolecular N—H O and C—H O hydrogen bonds, and are further consolidated by C—H and – stacking interactions [centroid–centroid distances = 3.728 (3), 3.722 (3), 3.758 (3) and 3.705 (3) Å]

Summary

Crystal data

R factor = 0.058; wR factor = 0.164; data-to-parameter ratio = 6.9. The title compound, C18H16N2O, crystallizes in the triclinic space group P1, with four independent molecules in the asymmetric unit wherein two molecules have an irregular -ac, ac, +ap conformation (ap, antiperiplanar; ac, anticlinal), while the other molecules exhibit a different, +ac, +ac, +ap conformation. The planar (r.m.s. deviation = 0.006 Å in each of the four molecules) quinoline ring systems of the four molecules are oriented at dihedral angles of 32.8 (2), 33.4 (2), 31.7 (2) and 32.3 (2) with respect to the benzene rings. Intramolecular N—H N interactions occur in all four independent molecules. The crystal packing is stabilized by intermolecular N—H O and C—H O hydrogen bonds, and are further consolidated by C—H and – stacking interactions [centroid–centroid distances = 3.728 (3), 3.722 (3), 3.758 (3) and 3.705 (3) Å]

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