Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl 1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one

Pradeep, P. S. and Naveen, S. and Kumara, M. N. and Mahadevan, K. M. and Lokanath, N. K. (2014) Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl 1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one. Acta Crystallographica Section E: Structure Reports Online, 70 (9). pp. 153-156. ISSN 1600-5368

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Official URL: https://doi.org/10.1107/S1600536814019254

Abstract

In the title compound, C14H17FN2O, the 1,2,3,4-tetrahydropyridine ring of the quinoline moiety adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the central methylene 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) à is substantially shorter than the sum of the covalent radii (d cov: C - N = 1.47 à and C=N = 1.27 à ), which indicates partial double-bond character for this bond, resulting in a certain degree of charge delocalization. In the crystal, molecules are linked by N - O and C - O hydrogen bonds, forming sheets lying parallel to (10-1). These two-dimensional networks are linked via C - F hydrogen bonds and C - � interactions, forming a three-dimensional structure.

Item Type: Article
Subjects: C Chemical Science > Chemistry
D Physical Science > Physics
Divisions: Department of > Institution of Excellence
Department of > Physics
Yuvaraj college > Chemistry
Depositing User: Arshiya Kousar Library Assistant
Date Deposited: 23 Aug 2019 05:57
Last Modified: 23 Aug 2019 05:57
URI: http://eprints.uni-mysore.ac.in/id/eprint/4361

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