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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...

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Autores principales: Mohamed, Hanan A., Abdel-Wahab, Bakr F., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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].
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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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