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

Acta Crystallographica Section E: Crystallographic Communications

Edward R. T. Tiekink¹  Karinne E. Prado²  Luccas L. Name²  Rodrigo Cella²  Mukesh M. Jotani³  Julio Zukerman-Schpector⁴ 

[1] Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia;Departamento de Engenharia Química, Centro Universitário da FEI, 09850-901, São Bernardo do Campo, São Paulo, Brazil;Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380 001, India;Departmento de Química, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil;

关键词: crystal structure;    selenium;    pyran derivative;    C—Cl...π interactions;    Hirshfeld surface analysis;   

DOI  :  10.1107/S2056989017007605

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown