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5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide
In the title compound, C(18)H(14)N(6)O(2), the benzene ring is slightly twisted out of the plane of the 1,2,3-triazole ring (r.m.s. deviation = 0.010 Å), forming a dihedral angle of 6.20 (13)°. The nine non-H ring atoms of the fused five- and six-membered ring system are almost coplanar (r.m.s. devi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629624/ https://www.ncbi.nlm.nih.gov/pubmed/23634111 http://dx.doi.org/10.1107/S1600536813007502 |
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author | Mohamed, Hanan A. Abdel-Wahab, Bakr F. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Mohamed, Hanan A. Abdel-Wahab, Bakr F. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Mohamed, Hanan A. |
collection | PubMed |
description | In the title compound, C(18)H(14)N(6)O(2), the benzene ring is slightly twisted out of the plane of the 1,2,3-triazole ring (r.m.s. deviation = 0.010 Å), forming a dihedral angle of 6.20 (13)°. The nine non-H ring atoms of the fused five- and six-membered ring system are almost coplanar (r.m.s. deviation = 0.032 Å). The near coplanarity in the central residue is consolidated by an intramolecular bifurcated N—H⋯(O,N) hydrogen bond. The conformation about the N=C bond is Z. In the crystal, supramolecular chains along [101] are sustained by N—H⋯O hydrogen bonds and C—H⋯O interactions. These are consolidated into a three-dimensional architecture by C—H⋯π and π–π interactions; the latter occur between centrosymmetrically related 1,2,3-triazole rings [centroid–centroid distance = 3.6056 (14) Å]. |
format | Online Article Text |
id | pubmed-3629624 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36296242013-04-30 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide Mohamed, Hanan A. Abdel-Wahab, Bakr F. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(14)N(6)O(2), the benzene ring is slightly twisted out of the plane of the 1,2,3-triazole ring (r.m.s. deviation = 0.010 Å), forming a dihedral angle of 6.20 (13)°. The nine non-H ring atoms of the fused five- and six-membered ring system are almost coplanar (r.m.s. deviation = 0.032 Å). The near coplanarity in the central residue is consolidated by an intramolecular bifurcated N—H⋯(O,N) hydrogen bond. The conformation about the N=C bond is Z. In the crystal, supramolecular chains along [101] are sustained by N—H⋯O hydrogen bonds and C—H⋯O interactions. These are consolidated into a three-dimensional architecture by C—H⋯π and π–π interactions; the latter occur between centrosymmetrically related 1,2,3-triazole rings [centroid–centroid distance = 3.6056 (14) Å]. International Union of Crystallography 2013-03-23 /pmc/articles/PMC3629624/ /pubmed/23634111 http://dx.doi.org/10.1107/S1600536813007502 Text en © Mohamed et al. 2013 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 Mohamed, Hanan A. Abdel-Wahab, Bakr F. Ng, Seik Weng Tiekink, Edward R. T. 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title | 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title_full | 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title_fullStr | 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title_full_unstemmed | 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title_short | 5-Methyl-N′-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide |
title_sort | 5-methyl-n′-[(3z)-2-oxo-2,3-dihydro-1h-indol-3-ylidene]-1-phenyl-1h-1,2,3-triazole-4-carbohydrazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629624/ https://www.ncbi.nlm.nih.gov/pubmed/23634111 http://dx.doi.org/10.1107/S1600536813007502 |
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