(S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate

The structure of the title compound, C(11)H(12)BrN(2)S(+)·C(2)HO(4) (−) (common name 6-bromo­levamisole hydrogen oxalate), is stabilized mainly by hydrogen bonds. Hydrogen oxalate anions form parallel coplanar chains via O—H⋯O hydrogen bonds, while there are N—H⋯O hydrogen-bonding inter­actions betw...

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Detalles Bibliográficos
Autores principales: Minor, Thomas, Chruszcz, Maksymilian
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959238/
https://www.ncbi.nlm.nih.gov/pubmed/21201158
http://dx.doi.org/10.1107/S1600536808029085
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author Minor, Thomas
Chruszcz, Maksymilian
author_facet Minor, Thomas
Chruszcz, Maksymilian
author_sort Minor, Thomas
collection PubMed
description The structure of the title compound, C(11)H(12)BrN(2)S(+)·C(2)HO(4) (−) (common name 6-bromo­levamisole hydrogen oxalate), is stabilized mainly by hydrogen bonds. Hydrogen oxalate anions form parallel coplanar chains via O—H⋯O hydrogen bonds, while there are N—H⋯O hydrogen-bonding inter­actions between the 6-bromo­levamisole cations and oxalate anions. Both five-membered rings from the 6-bromo­levamisole mol­ecule have a twist conformation. The mol­ecule has an extended conformation, with the 4-bromo­phenyl substituent positioned equatorially with N—C—C—C and C—C—C—C torsion angles of 39.8 (3) and 100.4 (3)°, respectively.
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spelling pubmed-29592382010-12-30 (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate Minor, Thomas Chruszcz, Maksymilian Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of the title compound, C(11)H(12)BrN(2)S(+)·C(2)HO(4) (−) (common name 6-bromo­levamisole hydrogen oxalate), is stabilized mainly by hydrogen bonds. Hydrogen oxalate anions form parallel coplanar chains via O—H⋯O hydrogen bonds, while there are N—H⋯O hydrogen-bonding inter­actions between the 6-bromo­levamisole cations and oxalate anions. Both five-membered rings from the 6-bromo­levamisole mol­ecule have a twist conformation. The mol­ecule has an extended conformation, with the 4-bromo­phenyl substituent positioned equatorially with N—C—C—C and C—C—C—C torsion angles of 39.8 (3) and 100.4 (3)°, respectively. International Union of Crystallography 2008-09-17 /pmc/articles/PMC2959238/ /pubmed/21201158 http://dx.doi.org/10.1107/S1600536808029085 Text en © Minor and Chruszcz 2008 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
Minor, Thomas
Chruszcz, Maksymilian
(S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title_full (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title_fullStr (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title_full_unstemmed (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title_short (S)-(−)-6-(4-Bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
title_sort (s)-(−)-6-(4-bromo­phen­yl)-2,3,5,6-tetra­hydro­thia­zolo[2,3-b]imidazolium hydrogen oxalate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959238/
https://www.ncbi.nlm.nih.gov/pubmed/21201158
http://dx.doi.org/10.1107/S1600536808029085
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AT chruszczmaksymilian s64bromophenyl2356tetrahydrothiazolo23bimidazoliumhydrogenoxalate

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