• Title of article

    2-[(4-Chloro­phen­yl)selan­yl]-3,4-di­hydro-2H-benzo[h]chromene-5,6-dione: crystal structure and Hirshfeld analysis

  • Author/Authors

    Zukerman-Schpecto, Julio Departmento de Química - Universidade Federal de São Carlos, Brazil , Prado, Karinne E. Departamento de Engenharia Química - Centro Universitário da FEI, Brazil , Name, Luccas L. Departamento de Engenharia Química - Centro Universitário da FEI, Brazil , Jotani, Mukesh M. Department of Physics - Bhavan's Sheth R. A. College of Science, India , Tiekink, Edward R. T. Centre for Crystalline Materials - School of Science and Technology - Sunway University, Malaysia

  • Pages
    12
  • From page
    1
  • To page
    12
  • Abstract
    The title organoselenium compound, C19H13ClO3Se {systematic name: 2-[(4-chloro­phen­yl)selan­yl]-2H,3H,4H,5H,6H-naphtho­[1,2-b]pyran-5,6-dione}, has the substituted 2-pyranyl ring in a half-chair conformation with the methyl­ene-C atom bound to the methine-C atom being the flap atom. The dihedral angle between the two aromatic regions of the mol­ecule is 9.96 (9)° and indicates a step-like conformation. An intra­molecular Se⋯O inter­action of 2.8122 (13) Å is noted. In the crystal, π–π contacts between naphthyl rings [inter-centroid distance = 3.7213 (12) Å] and between naphthyl and chloro­benzene rings [inter-centroid distance = 3.7715 (13) Å], along with C—Cl⋯π(chloro­benzene) contacts, lead to supra­molecular layers parallel to the ab plane, which are connected into a three-dimensional architecture via methyl­ene-C—H⋯O(carbon­yl) inter­actions. The contributions of these and other weak contacts to the Hirshfeld surface is described.
  • Keywords
    crystal structure , selenium , pyran derivative , Hirshfeld surface analysis , C—Cl⋯π inter­actions
  • Journal title
    Acta Crystallographica Section E: Crystallographic Communications
  • Serial Year
    2017
  • Record number

    2621975