6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole

The title mol­ecule, C(8)H(6)BrNS(2), is almost planar with a dihedral angle of 0.9 (1)° between the benzene and thia­zole rings. The values of the geometry-based index of aromaticity (HOMA) and the nucleus-independent chemical shift (NICS) for the two cyclic fragments of the title mol­ecule are 0.9...

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Autores principales: Dobrowolski, Michał A., Struga, Marta, Szulczyk, Daniel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239078/
https://www.ncbi.nlm.nih.gov/pubmed/22199926
http://dx.doi.org/10.1107/S160053681105015X
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author Dobrowolski, Michał A.
Struga, Marta
Szulczyk, Daniel
author_facet Dobrowolski, Michał A.
Struga, Marta
Szulczyk, Daniel
author_sort Dobrowolski, Michał A.
collection PubMed
description The title mol­ecule, C(8)H(6)BrNS(2), is almost planar with a dihedral angle of 0.9 (1)° between the benzene and thia­zole rings. The values of the geometry-based index of aromaticity (HOMA) and the nucleus-independent chemical shift (NICS) for the two cyclic fragments of the title mol­ecule are 0.95 and −9.61, respectively, for the benzene ring, and 0.69 and −7.71, respectively, for the thia­zole ring. They show that the benzene ring exhibits substanti­ally higher cyclic π-electron delocalization than the thia­zole ring. Comparison with other similar benzothia­zole fragments reveals a similar trend.
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spelling pubmed-32390782011-12-23 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole Dobrowolski, Michał A. Struga, Marta Szulczyk, Daniel Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(8)H(6)BrNS(2), is almost planar with a dihedral angle of 0.9 (1)° between the benzene and thia­zole rings. The values of the geometry-based index of aromaticity (HOMA) and the nucleus-independent chemical shift (NICS) for the two cyclic fragments of the title mol­ecule are 0.95 and −9.61, respectively, for the benzene ring, and 0.69 and −7.71, respectively, for the thia­zole ring. They show that the benzene ring exhibits substanti­ally higher cyclic π-electron delocalization than the thia­zole ring. Comparison with other similar benzothia­zole fragments reveals a similar trend. International Union of Crystallography 2011-11-25 /pmc/articles/PMC3239078/ /pubmed/22199926 http://dx.doi.org/10.1107/S160053681105015X Text en © Dobrowolski et al. 2011 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
Dobrowolski, Michał A.
Struga, Marta
Szulczyk, Daniel
6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title_full 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title_fullStr 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title_full_unstemmed 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title_short 6-Bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
title_sort 6-bromo-2-methyl­sulfanyl-1,3-benzo­thia­zole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239078/
https://www.ncbi.nlm.nih.gov/pubmed/22199926
http://dx.doi.org/10.1107/S160053681105015X
work_keys_str_mv AT dobrowolskimichała 6bromo2methylsulfanyl13benzothiazole
AT strugamarta 6bromo2methylsulfanyl13benzothiazole
AT szulczykdaniel 6bromo2methylsulfanyl13benzothiazole

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