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2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid

The structure of the title compound, C(11)H(13)Cl(2)NO(4)S, shows one sulfonamide-O atom to lie almost in the plane of the benzene ring [C—C—S—O = −178.7 (2) °] and the other to one side [C—C—S—O = −49.4 (3)°]. Lying to the other side is the amine residue, which occupies a position almost perpendicu...

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Autores principales: Khan, Islam Ullah, John, Peter, Iqbal, Haffsah, Sharif, Shahzad, Tiekink, Edward R. T.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009271/
https://www.ncbi.nlm.nih.gov/pubmed/21589068
http://dx.doi.org/10.1107/S1600536810041620
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author Khan, Islam Ullah
John, Peter
Iqbal, Haffsah
Sharif, Shahzad
Tiekink, Edward R. T.
author_facet Khan, Islam Ullah
John, Peter
Iqbal, Haffsah
Sharif, Shahzad
Tiekink, Edward R. T.
author_sort Khan, Islam Ullah
collection PubMed
description The structure of the title compound, C(11)H(13)Cl(2)NO(4)S, shows one sulfonamide-O atom to lie almost in the plane of the benzene ring [C—C—S—O = −178.7 (2) °] and the other to one side [C—C—S—O = −49.4 (3)°]. Lying to the other side is the amine residue, which occupies a position almost perpendicular to the plane [C—S—N—C = 70.2 (2)°]; the carb­oxy­lic acid group is orientated to lie over the benzene ring. In the crystal, the appearance of an 11-membered {⋯OH⋯OCOH⋯OC(2)NH} synthon, which features the hy­droxy group forming both donor (to a carbonyl-O) and acceptor (from the amine-H) inter­actions, leads to the formation of a supra­molecular chain along the a axis. Chains are connected in the crystal structure by C—H⋯O contacts.
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spelling pubmed-30092712010-12-30 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid Khan, Islam Ullah John, Peter Iqbal, Haffsah Sharif, Shahzad Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of the title compound, C(11)H(13)Cl(2)NO(4)S, shows one sulfonamide-O atom to lie almost in the plane of the benzene ring [C—C—S—O = −178.7 (2) °] and the other to one side [C—C—S—O = −49.4 (3)°]. Lying to the other side is the amine residue, which occupies a position almost perpendicular to the plane [C—S—N—C = 70.2 (2)°]; the carb­oxy­lic acid group is orientated to lie over the benzene ring. In the crystal, the appearance of an 11-membered {⋯OH⋯OCOH⋯OC(2)NH} synthon, which features the hy­droxy group forming both donor (to a carbonyl-O) and acceptor (from the amine-H) inter­actions, leads to the formation of a supra­molecular chain along the a axis. Chains are connected in the crystal structure by C—H⋯O contacts. International Union of Crystallography 2010-10-23 /pmc/articles/PMC3009271/ /pubmed/21589068 http://dx.doi.org/10.1107/S1600536810041620 Text en © Khan et al. 2010 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
Khan, Islam Ullah
John, Peter
Iqbal, Haffsah
Sharif, Shahzad
Tiekink, Edward R. T.
2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title_full 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title_fullStr 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title_full_unstemmed 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title_short 2-(2,5-Dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
title_sort 2-(2,5-dichloro­benzene­sulfonamido)-3-methyl­butanoic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009271/
https://www.ncbi.nlm.nih.gov/pubmed/21589068
http://dx.doi.org/10.1107/S1600536810041620
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