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

Tiekink, E.R.T.¹  Prado, K.E.²  Cella, R.²  Name, L.L.²  Jotani, M.M.³  Zukerman-Schpector, J.⁴ 

[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...[PI] INTERACTIONS;    HIRSHFELD SURFACE ANALYSIS;   

DOI  :  10.1107/S2056989017007605

学科分类：数学（综合）

来源: International Union of Crystallography

【 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】

CC BY