title: Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl-1,2,3,4-tetra-hydro-quinolin-4-yl]pyrrolidin-2-one.
abstract: In the title compound, C14H17FN2O, the 1,2,3,4-tetra-hydro-pyridine ring of the quinoline moiety adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the central methyl-ene C atom as the flap. The pyrrolidine ring lies in the equatorial plane and its mean plane is normal to the mean plane of the quinoline ring system, with a dihedral angle value of 88.37 (9)°. The bridging N-C bond distance [1.349 (3) Å] is substanti-ally shorter than the sum of the covalent radii (d cov: C-N = 1.47 Å and C=N = 1.27 Å), which indicates partial double-bond character for this bond, resulting in a certain degree of charge delocalization. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming sheets lying parallel to (10-1). These two-dimensional networks are linked via C-H⋯F hydrogen bonds and C-H⋯π inter-actions, forming a three-dimensional structure.
authors.affiliation: Department of Chemistry, Kuvempu University, Jnanasahyadri, Shankaraghatta 577 451, India.
authors.forename: P S
authors.initials: PS
authors.lastname: Pradeep
authors.affiliation: Institution of Excellence, University of Mysore, Manasagangotri, Mysore 570 006, India.
authors.forename: S
authors.initials: S
authors.lastname: Naveen
authors.affiliation: Department of Chemistry, Yuvaraja's College, University of Mysore, Mysore 570 005, India.
authors.forename: M N
authors.initials: MN
authors.lastname: Kumara
authors.affiliation: Department of Chemistry, Kuvempu University, Jnanasahyadri, Shankaraghatta 577 451, India.
authors.forename: K M
authors.initials: KM
authors.lastname: Mahadevan
authors.affiliation: Department of Studies in Physics, University of Mysore, Manasagangotri, Mysore 570 006, India.
authors.forename: N K
authors.initials: NK
authors.lastname: Lokanath
keywords: chirality; crystal structure; pyrrolidine; tetra­hydro­quinoline