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3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate
In the title molecular salt, C(16)H(13)N(2)OS(+)·HSO(4) (−), the thiazolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046 (3) Å] and makes a dihedral angle of 58.22 (11)° with the benzene ring. The methoxy group is almost coplanar with its attached benzene ring [C(m...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414329/ https://www.ncbi.nlm.nih.gov/pubmed/22904862 http://dx.doi.org/10.1107/S1600536812030541 |
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author | Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
author_facet | Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title molecular salt, C(16)H(13)N(2)OS(+)·HSO(4) (−), the thiazolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046 (3) Å] and makes a dihedral angle of 58.22 (11)° with the benzene ring. The methoxy group is almost coplanar with its attached benzene ring [C(methyl)—O—C—C = −1.6 (5)°]. In the crystal, the cation is linked to the anion by a bifurcated N—H⋯(O,O) hydrogen bond, generating an R (1) (2)(4) ring motif. The ion pairs are then connected by a C—H⋯O hydrogen bond into inversion dimers and these dimers are further linked by O—H⋯O hydrogen bonds into an infinite tape along [100]. A π–π stacking interaction [centroid-to-centroid distance = 3.5738 (18) Å] and a short intermolecular contact [S⋯O = 2.830 (3) Å] are also observed. |
format | Online Article Text |
id | pubmed-3414329 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34143292012-08-17 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecular salt, C(16)H(13)N(2)OS(+)·HSO(4) (−), the thiazolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046 (3) Å] and makes a dihedral angle of 58.22 (11)° with the benzene ring. The methoxy group is almost coplanar with its attached benzene ring [C(methyl)—O—C—C = −1.6 (5)°]. In the crystal, the cation is linked to the anion by a bifurcated N—H⋯(O,O) hydrogen bond, generating an R (1) (2)(4) ring motif. The ion pairs are then connected by a C—H⋯O hydrogen bond into inversion dimers and these dimers are further linked by O—H⋯O hydrogen bonds into an infinite tape along [100]. A π–π stacking interaction [centroid-to-centroid distance = 3.5738 (18) Å] and a short intermolecular contact [S⋯O = 2.830 (3) Å] are also observed. International Union of Crystallography 2012-07-10 /pmc/articles/PMC3414329/ /pubmed/22904862 http://dx.doi.org/10.1107/S1600536812030541 Text en © Fun et al. 2012 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 Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title | 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title_full | 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title_fullStr | 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title_full_unstemmed | 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title_short | 3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
title_sort | 3-(3-methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414329/ https://www.ncbi.nlm.nih.gov/pubmed/22904862 http://dx.doi.org/10.1107/S1600536812030541 |
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