• Title of article

    Crystal structures of (1E,4E)-1,5-bis­­(5-bromo­thio­phen-2-yl)-2,4-di­methyl­penta-1,4-dien-3-one and (E)-4-(5-bromo­thio­phen-2-yl)-1,3-di­phenyl­but-3-en-2-one

  • Author/Authors

    Nithya, C. Department of Applied Chemistry - Cochin University of Science and Technology, India , Sithambaresan, M. Department of Chemistry - Faculty of Science - Eastern University, Chenkalady, Sri Lanka , Prathapachandra Kurup, M. R. Department of Applied Chemistry - Cochin University of Science and Technology, India

  • Pages
    12
  • From page
    1
  • To page
    12
  • Abstract
    The title compounds, C15H12Br2OS2, (I), and C20H15BrOS, (II), were synthesized by employing Claisen–Schmidt condensation of pentan-3-one and di­benzyl­acetone with 5-bromo­thio­phene-2-carbaldehyde in the presence of methano­lic KOH. Even though 1:2 products were expected in both of the reactions, 1:2 and 1:1 products were obtained as (I) and (II), respectively. In (I), the two methyl groups are trans to each other, 29.5 (7) and 28.7 (7)° away from the central carbonyl bond between them, whereas the two phenyl rings of di­benzyl­acetone subtend a dihedral angle of 53.09 (18)°. In the crystal of (I), C—H⋯O hydrogen bonds define mol­ecular chains along c. A second type of mol­ecular chain is formed along b by means of C—Br⋯π inter­actions. These two families of mol­ecular chains are stacked by π–π inter­actions, forming a three-dimensional supra­molecular architecture. In (II), similar C—H⋯O hydrogen bonds as in (I) define inversion dimers, whilst C—H⋯.π inter­actions build a staircase structure along the a axis.
  • Keywords
    crystal structure , di­benzyl­acetone , pentan-3-one , 5-bromo­thio­phene-2-carbaldehyde , Claisen–Schmidt
  • Journal title
    Acta Crystallographica Section E: Crystallographic Communications
  • Serial Year
    2016
  • Record number

    2614675