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
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