Crystal structure of 3-bromomethyl-2-chloro-6-(dibromomethyl)quinoline

Abstract

In the title compound, C11H7Br3ClN, the quinoline ring system is approximately planar (r.m.s. = 0.011 Å). In the crystal, molecules are linked by C—H...Br interactions forming chains along [10-1]. The chains are linked by C—H...π and π–π interactions involving inversion-related pyridine rings [intercentroid distance = 3.608 (4) Å], forming sheets parallel to (10-1). Within the sheets, there are two significant short interactions 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

• crystal structure
• quinoline
• bromoquinolines
• halogen–halogen contacts
• Br...Cl contacts
• Br...N contacts
• C—H...Br hydrogen bonds
• π–π interactions