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Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate

There are two independent mol­ecules (A and B) in the asymmetric unit of the title compound C(11)H(10)BrClO(2), which represents the Z isomer. The methyl­acrylate moieties are essentially planar, within 0.084 (2) and 0.027 (5) Å in mol­ecules A and B, respectively. The benzene ring makes dihedral an...

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Autores principales: Swaminathan, K., Sethusankar, K., Selvakumar, Raman, Bakthadoss, Manickam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3684935/
https://www.ncbi.nlm.nih.gov/pubmed/23795037
http://dx.doi.org/10.1107/S1600536813012117
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author Swaminathan, K.
Sethusankar, K.
Selvakumar, Raman
Bakthadoss, Manickam
author_facet Swaminathan, K.
Sethusankar, K.
Selvakumar, Raman
Bakthadoss, Manickam
author_sort Swaminathan, K.
collection PubMed
description There are two independent mol­ecules (A and B) in the asymmetric unit of the title compound C(11)H(10)BrClO(2), which represents the Z isomer. The methyl­acrylate moieties are essentially planar, within 0.084 (2) and 0.027 (5) Å in mol­ecules A and B, respectively. The benzene ring makes dihedral angles of 13.17 (7) and 27.89 (9)° with the methyl­acrylate moiety in mol­ecules A and B, respectively. The methyl­bromide moiety is almost orthogonal to the benzene ring, making dihedral angles of 81.46 (16)° in mol­ecule A and 79.61 (16)° in mol­ecule B. The methyl­acrylate moiety exhibits an extended trans conformation in both mol­ecules. In the crystal, pairs of C—H⋯O hydrogen bonds result in the formation of quasi-centrosymmetric R (2) (2)(14) AB dimers.
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spelling pubmed-36849352013-06-21 Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate Swaminathan, K. Sethusankar, K. Selvakumar, Raman Bakthadoss, Manickam Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two independent mol­ecules (A and B) in the asymmetric unit of the title compound C(11)H(10)BrClO(2), which represents the Z isomer. The methyl­acrylate moieties are essentially planar, within 0.084 (2) and 0.027 (5) Å in mol­ecules A and B, respectively. The benzene ring makes dihedral angles of 13.17 (7) and 27.89 (9)° with the methyl­acrylate moiety in mol­ecules A and B, respectively. The methyl­bromide moiety is almost orthogonal to the benzene ring, making dihedral angles of 81.46 (16)° in mol­ecule A and 79.61 (16)° in mol­ecule B. The methyl­acrylate moiety exhibits an extended trans conformation in both mol­ecules. In the crystal, pairs of C—H⋯O hydrogen bonds result in the formation of quasi-centrosymmetric R (2) (2)(14) AB dimers. International Union of Crystallography 2013-05-11 /pmc/articles/PMC3684935/ /pubmed/23795037 http://dx.doi.org/10.1107/S1600536813012117 Text en © Swaminathan et al. 2013 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
Swaminathan, K.
Sethusankar, K.
Selvakumar, Raman
Bakthadoss, Manickam
Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title_full Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title_fullStr Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title_full_unstemmed Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title_short Methyl (2Z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
title_sort methyl (2z)-2-bromo­meth­yl-3-(3-chloro­phen­yl)prop-2-enoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3684935/
https://www.ncbi.nlm.nih.gov/pubmed/23795037
http://dx.doi.org/10.1107/S1600536813012117
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AT bakthadossmanickam methyl2z2bromomethyl33chlorophenylprop2enoate