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3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one

In the title compound, C(11)H(9)BrO, 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 i...

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Autores principales: Shurdha, Endrit, Dees, Kelsey, Miller, Hannah A., Iacono, Scott T., Balaich, Gary J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051020/
https://www.ncbi.nlm.nih.gov/pubmed/24940269
http://dx.doi.org/10.1107/S160053681401071X
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author Shurdha, Endrit
Dees, Kelsey
Miller, Hannah A.
Iacono, Scott T.
Balaich, Gary J.
author_facet Shurdha, Endrit
Dees, Kelsey
Miller, Hannah A.
Iacono, Scott T.
Balaich, Gary J.
author_sort Shurdha, Endrit
collection PubMed
description In the title compound, C(11)H(9)BrO, 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.
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spelling pubmed-40510202014-06-17 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one Shurdha, Endrit Dees, Kelsey Miller, Hannah A. Iacono, Scott T. Balaich, Gary J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(11)H(9)BrO, 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. International Union of Crystallography 2014-05-21 /pmc/articles/PMC4051020/ /pubmed/24940269 http://dx.doi.org/10.1107/S160053681401071X Text en © Shurdha et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Shurdha, Endrit
Dees, Kelsey
Miller, Hannah A.
Iacono, Scott T.
Balaich, Gary J.
3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title_full 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title_fullStr 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title_full_unstemmed 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title_short 3-(4-Bromo­phen­yl)cyclo­pent-2-en-1-one
title_sort 3-(4-bromo­phen­yl)cyclo­pent-2-en-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051020/
https://www.ncbi.nlm.nih.gov/pubmed/24940269
http://dx.doi.org/10.1107/S160053681401071X
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