Crystal structure of 3-bromo-methyl-2-chloro-6-(di-bromo-meth-yl)quinoline

Kasirajan Gayathri; Palathurai S Mohan; Judith A K Howard; Hazel A Sparkes

doi:10.1107/S2056989015008002

Crystal structure of 3-bromo-methyl-2-chloro-6-(di-bromo-meth-yl)quinoline

Acta Crystallogr E Crystallogr Commun. 2015 Apr 30;71(Pt 5):o354-5. doi: 10.1107/S2056989015008002. eCollection 2015 May 1.

Authors

Kasirajan Gayathri¹, Palathurai S Mohan¹, Judith A K Howard², Hazel A Sparkes³

Affiliations

¹ Department of Chemistry, Bharathiar University, Coimbatore 641 046, Tamil Nadu, India.
² Department of Chemistry, University of Durham, South Road, Durham DH1 3LE, England.
³ Department of Chemistry, University of Durham, South Road, Durham DH1 3LE, England ; Univeristy of Bristol, Department of Chemistry, Cantock's Close, Bristol BS8 1TS, England.

Abstract

In the title compound, C11H7Br3ClN, the quinoline ring system is approximately planar (r.m.s. = 0.011 Å). In the crystal, mol-ecules are linked by C-H⋯Br inter-actions forming chains along [10-1]. The chains are linked by C-H⋯π and π-π inter-actions involving inversion-related pyridine rings [inter-centroid distance = 3.608 (4) Å], forming sheets parallel to (10-1). Within the sheets, there are two significant short inter-actions involving a Br⋯Cl contact of 3.4904 (18) Å and a Br⋯N contact of 3.187 (6) Å, both of which are significantly shorter than the sum of their van der Waals radii.

Keywords: Br⋯Cl contacts; Br⋯N contacts; C—H⋯Br hydrogen bonds; bromoquinolines; crystal structure; halogen–halogen contacts; quinoline; π–π interactions.