title: Ethyl 1-ethyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate: X-ray and DFT studies.
abstract: The basic building unit in the structure of the title compound, C(14)H(14)FNO(3), is pairs of molecules arranged in an antiparallel fashion, enabling weak C-H···O interactions. Each molecule is additionally involved in π-π interactions with neighbouring molecules. The pairs of molecules formed by the C-H···O hydrogen bonds and π-π interactions form ribbon-like chains running along the c axis. Theoretical calculations based on these pairs showed that, although the main intermolecular interaction is electrostatic, it is almost completely compensated by an exchange-repulsion contribution to the total energy. As a consequence, the dominating force is a dispersion interaction. The F atoms form weak C-F···H-C interactions with the H atoms of the neighbouring ethyl groups, with H···F separations in the range 2.59-2.80 Å.
authors: Environmental Inorganic Chemistry, Department of Chemical and Biological Engineering, Chalmers University of Technology, SE-412 96 Göteborg, Sweden. langer@chalmers.se
authors: Vratislav
authors: V
authors: Langer
authors: Pavel
authors: P
authors: Mach
authors: Lubomír
authors: L
authors: Smrčok
authors: Kristína
authors: K
authors: Plevová
authors: Viktor
authors: V
authors: Milata
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011789:Quantum Theory; D011804:Quinolines / Q000737:chemistry*
chemical_list: D011804:Quinolines; C569586:ethyl-1-ethyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate