Khan Imtiaz, Ibrar Aliya, Hameed Shahid, White Jonathan M, Simpson Jim
Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan ; School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, England.
Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
Acta Crystallogr Sect E Struct Rep Online. 2014 Oct 8;70(Pt 11):301-4. doi: 10.1107/S1600536814021643. eCollection 2014 Nov 1.
2-(4-Chloro-phen-yl)-2-oxoethyl 3-bromo-benzoate, C15H10BrClO3, was synthesized in a single-step reaction by condensation of 3-bromo-benzoic acid with 2-bromo-1-(4-chloro-phen-yl)ethanone in di-methyl-formamide in the presence of tri-ethyl-amine as a catalyst. The structure consists of an aryl ketone moiety linked to an aryl ester unit by a methyl-ene group. Both units are reasonably planar (r.m.s. deviations of 0.119 and 0.010 Å for the aryl ketone and aryl ester units, respectively) and are almost orthogonal, with an angle of 88.60 (3)° between them. In the crystal, mol-ecules form five separate sets of inversion dimers. Three of these are generated by two C-H⋯O inter-actions and a C-H⋯Br contact, and form chains along c and along the ab cell diagonal. In addition, two inversion-related π-π stacking inter-actions between like aryl rings again form chains of mol-ecules but in this instance along the bc diagonal. These contacts generate infinite layers of mol-ecules parallel to (011) and stack the mol-ecules along the a-axis direction.
