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2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile
In the title compound, C(25)H(14)ClN(3)OS(2), the central thiophene ring [maximum deviation = 0.011 (1) Å] makes dihedral angles of 55.72 (5), 13.36 (5) and 46.77 (4)° with the adjacent chloro-substituted benzene ring, the benzene ring and the 1,3-benzothiazole ring system [maximum deviation = 0.0...
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/PMC3414976/ https://www.ncbi.nlm.nih.gov/pubmed/22904963 http://dx.doi.org/10.1107/S1600536812032588 |
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author | Fun, Hoong-Kun Chia, Tze Shyang Abdel-Aziz, Hatem A. |
author_facet | Fun, Hoong-Kun Chia, Tze Shyang Abdel-Aziz, Hatem A. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound, C(25)H(14)ClN(3)OS(2), the central thiophene ring [maximum deviation = 0.011 (1) Å] makes dihedral angles of 55.72 (5), 13.36 (5) and 46.77 (4)° with the adjacent chloro-substituted benzene ring, the benzene ring and the 1,3-benzothiazole ring system [maximum deviation = 0.012 (1) Å], respectively. An intramolecular C—H⋯S(thienyl) hydrogen bond generates an S(6) ring motif in the molecule. In the crystal, molecules are linked by pairs of N—H⋯N hydrogen bonds into inversion dimers and the dimers are further connected by C—H⋯O hydrogen bonds into tapes running along [100]. Aromatic π–π stacking interactions are also observed [centroid-to-centroid distances = 3.6116 (6) and 3.7081 (6) Å]. |
format | Online Article Text |
id | pubmed-3414976 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34149762012-08-17 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile Fun, Hoong-Kun Chia, Tze Shyang Abdel-Aziz, Hatem A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(25)H(14)ClN(3)OS(2), the central thiophene ring [maximum deviation = 0.011 (1) Å] makes dihedral angles of 55.72 (5), 13.36 (5) and 46.77 (4)° with the adjacent chloro-substituted benzene ring, the benzene ring and the 1,3-benzothiazole ring system [maximum deviation = 0.012 (1) Å], respectively. An intramolecular C—H⋯S(thienyl) hydrogen bond generates an S(6) ring motif in the molecule. In the crystal, molecules are linked by pairs of N—H⋯N hydrogen bonds into inversion dimers and the dimers are further connected by C—H⋯O hydrogen bonds into tapes running along [100]. Aromatic π–π stacking interactions are also observed [centroid-to-centroid distances = 3.6116 (6) and 3.7081 (6) Å]. International Union of Crystallography 2012-07-25 /pmc/articles/PMC3414976/ /pubmed/22904963 http://dx.doi.org/10.1107/S1600536812032588 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 Abdel-Aziz, Hatem A. 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title | 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title_full | 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title_fullStr | 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title_full_unstemmed | 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title_short | 2-Anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
title_sort | 2-anilino-4-(1,3-benzothiazol-2-yl)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414976/ https://www.ncbi.nlm.nih.gov/pubmed/22904963 http://dx.doi.org/10.1107/S1600536812032588 |
work_keys_str_mv | AT funhoongkun 2anilino413benzothiazol2yl54chlorobenzoylthiophene3carbonitrile AT chiatzeshyang 2anilino413benzothiazol2yl54chlorobenzoylthiophene3carbonitrile AT abdelazizhatema 2anilino413benzothiazol2yl54chlorobenzoylthiophene3carbonitrile |