3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate
In the title molecular salt, C16H13N2OS+·HSO4 −, 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 [Cmethyl—O—C—C...
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| Format: | Online |
| Language: | English |
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International Union of Crystallography
2012
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| Online Access: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414329/ |
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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. Organic Papers In the title molecular salt, C16H13N2OS+·HSO4 −, 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 [Cmethyl—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. |
| repository_type |
Open Access Journal |
| institution_category |
Foreign Institution |
| institution |
US National Center for Biotechnology Information |
| building |
NCBI PubMed |
| collection |
Online Access |
| language |
English |
| format |
Online |
| author |
Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
| spellingShingle |
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 |
| author_facet |
Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
| author_sort |
Fun, Hoong-Kun |
| title |
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_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_sort |
3-(3-methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate |
| description |
In the title molecular salt, C16H13N2OS+·HSO4
−, 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 [Cmethyl—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. |
| publisher |
International Union of Crystallography |
| publishDate |
2012 |
| url |
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414329/ |
| _version_ |
1611548405311471616 |