3-(4-Bromo-phen-yl)cyclo-pent-2-en-1-one.

Endrit Shurdha,Gary J Balaich,Scott T Iacono,Hannah A Miller,Kelsey Dees

doi:10.1107/s160053681401071x

Abstract

In the title compound, C11H9BrO, the cyclopentenone ring is almost planar with an r.m.s. deviation of 0.0097 Å. The largest inter-ring torsion angles [2.4 (3), 1.3 (3) and 3.53 (2)°] reveal only a very small twist between the rings, and suggest that the two rings are conjugated. The molecule is slightly bowed, as shown by the small dihedral angle between the rings [5.3 (1)°]. The crystal packing pattern consists of parallel sheets that stack parallel to the ac plane. Each sheet consists of molecules that pack side-to-side with the same relative orientation of phenyl and cyclopentenone rings along the a- and c-axis directions. Slipped side-to-side, face-to-face and edge-to-face interactions exist between pairs of sheets with edge-to-edge and edge-to-face O⋯H—C(sp 2) weak hydrogen-bond contacts. A relatively short edge-to-face contact (2.77 Å) also exists between pairs of sheets.

Highlights

C11H9BrO, the cyclopentenone ring is almost planar with an r.m.s. deviation of 0.0097 A
Each sheet consists of molecules that pack side-to-side with the same relative orientation of phenyl and cyclopentenone rings along the a- and c-axis directions
Slipped side-to-side, face-to-face and edge-to-face interactions exist between pairs of sheets with edge-to-edge and edge-to-face OÁ Á ÁH—C(sp2) weak hydrogen-bond contacts

Summary

Structure Reports Online

C11H9BrO, the cyclopentenone ring is almost planar with an r.m.s. deviation of 0.0097 A. The molecule is slightly bowed, as shown by the small dihedral angle between the rings [5.3 (1)]. The crystal packing pattern consists of parallel sheets that stack parallel to the ac plane. Each sheet consists of molecules that pack side-to-side with the same relative orientation of phenyl and cyclopentenone rings along the a- and c-axis directions. Slipped side-to-side, face-to-face and edge-to-face interactions exist between pairs of sheets with edge-to-edge and edge-to-face OÁ Á ÁH—C(sp2) weak hydrogen-bond contacts. A relatively short edge-to-face contact (2.77 A ) exists between pairs of sheets. For leading references on the synthesis and uses of substituted cyclopentenones, see: Gibson et al (2004); Gibson & Mainolfi (2005); Liu et al (2013); Barluenga et al (2012); Varea et al (2012). See: Arunan et al (2011)

Bruker SMART APEX CCD diffractometer

DÁ Á ÁA

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