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2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate

In the title compound, C(13)H(12)BrClO(4)S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. There is a mean deviation of 0.016 (4) Å from the least-squares plane defined by the nine constituent benzofuran atoms. The cr...

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Detalles Bibliográficos
Autores principales: Choi, Hong Dae, Seo, Pil Ja, Son, Byeng Wha, Lee, Uk
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977709/
https://www.ncbi.nlm.nih.gov/pubmed/21583845
http://dx.doi.org/10.1107/S1600536809012847
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author Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_facet Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_sort Choi, Hong Dae
collection PubMed
description In the title compound, C(13)H(12)BrClO(4)S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. There is a mean deviation of 0.016 (4) Å from the least-squares plane defined by the nine constituent benzofuran atoms. The crystal structure is stabilized by aromatic π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.689 (7) Å]and by a weak C—H⋯π interaction between an H atom of the methylene group bonded to the carboxylate O atom and the benzene ring of an adjacent molecule. In addition, the crystal structure exhibits weak non-classical inter­molecular C—H⋯O hydrogen bonds. The chloro­ethyl group is disordered over two positions, with refined site-occupancy factors of 0.767 (6) and 0.233 (6).
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spelling pubmed-29777092010-12-30 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate Choi, Hong Dae Seo, Pil Ja Son, Byeng Wha Lee, Uk Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(12)BrClO(4)S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. There is a mean deviation of 0.016 (4) Å from the least-squares plane defined by the nine constituent benzofuran atoms. The crystal structure is stabilized by aromatic π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.689 (7) Å]and by a weak C—H⋯π interaction between an H atom of the methylene group bonded to the carboxylate O atom and the benzene ring of an adjacent molecule. In addition, the crystal structure exhibits weak non-classical inter­molecular C—H⋯O hydrogen bonds. The chloro­ethyl group is disordered over two positions, with refined site-occupancy factors of 0.767 (6) and 0.233 (6). International Union of Crystallography 2009-04-10 /pmc/articles/PMC2977709/ /pubmed/21583845 http://dx.doi.org/10.1107/S1600536809012847 Text en © Choi et al. 2009 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
Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_full 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_fullStr 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_full_unstemmed 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_short 2-Chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
title_sort 2-chloro­ethyl 2-(5-bromo-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977709/
https://www.ncbi.nlm.nih.gov/pubmed/21583845
http://dx.doi.org/10.1107/S1600536809012847
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AT seopilja 2chloroethyl25bromo3methylsulfinyl1benzofuran2ylacetate
AT sonbyengwha 2chloroethyl25bromo3methylsulfinyl1benzofuran2ylacetate
AT leeuk 2chloroethyl25bromo3methylsulfinyl1benzofuran2ylacetate