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?? inter-actions, forming a three-dimensional structure.

SUBMITTER: Pradeep PS 

PROVIDER: S-EPMC4186090 | biostudies-other | 2014 Sep

REPOSITORIES: biostudies-other