N-(3-Bromo-1,4-dioxo-1,4-dihydro-2-naphth-yl)-2-chloro-N-(2-chloro-benzoyl)benzamide

Emmanuel S Akinboye; Ray J Butcher; Yakini Brandy; Tolulope A Adesiyun; Oladapo Bakare

doi:10.1107/S1600536808039214

N-(3-Bromo-1,4-dioxo-1,4-dihydro-2-naphth-yl)-2-chloro-N-(2-chloro-benzoyl)benzamide

Acta Crystallogr Sect E Struct Rep Online. 2008 Dec 6;65(Pt 1):o24. doi: 10.1107/S1600536808039214.

Authors

Emmanuel S Akinboye¹, Ray J Butcher, Yakini Brandy, Tolulope A Adesiyun, Oladapo Bakare

Affiliation

¹ Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA.

Abstract

The title compound, C(24)H(12)BrCl(2)NO(4), was synthesized from 2-amino-3-bromo-1,4-naphthoquinone and 2-chloro-benzoyl chloride. The crystal structure shows that each of the chloro-phenyl rings is inclined at about 60° to the naphthoquinone ring system. The two chloro-phenyl rings adopt a conformation that ensures that chlorine substituents are anti so as to reduce electronic repulsion. An examination of the packing shows close O⋯Br and Cl⋯Cl contacts of 2.947 (2) and 3.346 (1) Å, respectively. In addition, the molecules are linked by weak intermolecular C-H⋯O and C-H⋯Cl interactions.