Novel chalcones derived from 2-chloro-3-formyl-6-methylquinoline

Acta Crystallogr C. 2008 Oct;64(Pt 10):o547-9. doi: 10.1107/S0108270108029326. Epub 2008 Sep 20.

Abstract

Molecules of (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-iodo-2-thienyl)prop-2-en-1-one, C(17)H(11)ClINOS, (I), and (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-methyl-2-furyl)prop-2-en-1-one, C(18)H(14)ClNO(2), (II), adopt conformations slightly twisted from coplanarity. Both structures are devoid of classical hydrogen bonds. However, nonclassical C-H...O/N interactions [with C...O = 3.146 (5) A and C...N = 3.487 (3) A] link the molecules into chains extended along the b axis in (I) and form dimers with an R(2)(2)(8) motif in (II). The structural analysis of these compounds provides an insight into the correlation between molecular structures and intermolecular interactions in compounds for drug development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chalcones / chemistry*
  • Crystallography, X-Ray
  • Furans / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Propane / analogs & derivatives*
  • Propane / chemistry
  • Quinolines / chemistry*

Substances

  • (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-iodo-2-thienyl)prop-2-en-1-one
  • (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-methyl-2-furyl)prop-2-en-1-one
  • Chalcones
  • Furans
  • Quinolines
  • 6-methylquinoline
  • Propane