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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...

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Autores principales: Fun, Hoong-Kun, Chia, Tze Shyang, Alafeefy, Ahmed M., Abdel-Aziz, Hatem A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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