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(E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide

In the title chromone-tethered benzohydrazide derivative, C(18)H(14)N(2)O(3), the 4H-chromen-4-one and the –CH=N–NH–CO– units are each essentially planar, with the largest deviations from thei planes being 0.052 (2) and 0.003 (2) Å, respectively. The dihedral angles between the 4H-chromen-4-one and...

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Autores principales: Ishikawa, Yoshinobu, Watanabe, Kohzoh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011241/
https://www.ncbi.nlm.nih.gov/pubmed/24860370
http://dx.doi.org/10.1107/S1600536814008113
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author Ishikawa, Yoshinobu
Watanabe, Kohzoh
author_facet Ishikawa, Yoshinobu
Watanabe, Kohzoh
author_sort Ishikawa, Yoshinobu
collection PubMed
description In the title chromone-tethered benzohydrazide derivative, C(18)H(14)N(2)O(3), the 4H-chromen-4-one and the –CH=N–NH–CO– units are each essentially planar, with the largest deviations from thei planes being 0.052 (2) and 0.003 (2) Å, respectively. The dihedral angles between the 4H-chromen-4-one and the –CH=N–NH–CO– units, the 4H-chromen-4-one unit and the benzene ring of the 4-tolyl group, and the benzene ring of the 4-tolyl group and the –CH=N–NH–CO– unit are 8.09 (7), 9.94 (5) and 17.97 (8)°, respectively. In the crystal, the mol­ecules form two types of centrosymmetric dimers: one by N—H⋯O hydrogen bonds and the other by π–π stacking inter­actions between the 4H-chromen-4-one unit and the 4-tolyl group [centroid–centroid distance = 3.641 (5) Å]. These dimers form one-dimensional assemblies extending along the a-axis direction. Additional π–π stacking inter­actions between two 4H-chromen-4-one units [centroid–centroid distance = 3.591 (5) Å] and two 4-tolyl groups [centroid–centroid distance = 3.792 (5) Å] organize the mol­ecules into a three-dimensional network.
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spelling pubmed-40112412014-05-23 (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide Ishikawa, Yoshinobu Watanabe, Kohzoh Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title chromone-tethered benzohydrazide derivative, C(18)H(14)N(2)O(3), the 4H-chromen-4-one and the –CH=N–NH–CO– units are each essentially planar, with the largest deviations from thei planes being 0.052 (2) and 0.003 (2) Å, respectively. The dihedral angles between the 4H-chromen-4-one and the –CH=N–NH–CO– units, the 4H-chromen-4-one unit and the benzene ring of the 4-tolyl group, and the benzene ring of the 4-tolyl group and the –CH=N–NH–CO– unit are 8.09 (7), 9.94 (5) and 17.97 (8)°, respectively. In the crystal, the mol­ecules form two types of centrosymmetric dimers: one by N—H⋯O hydrogen bonds and the other by π–π stacking inter­actions between the 4H-chromen-4-one unit and the 4-tolyl group [centroid–centroid distance = 3.641 (5) Å]. These dimers form one-dimensional assemblies extending along the a-axis direction. Additional π–π stacking inter­actions between two 4H-chromen-4-one units [centroid–centroid distance = 3.591 (5) Å] and two 4-tolyl groups [centroid–centroid distance = 3.792 (5) Å] organize the mol­ecules into a three-dimensional network. International Union of Crystallography 2014-04-16 /pmc/articles/PMC4011241/ /pubmed/24860370 http://dx.doi.org/10.1107/S1600536814008113 Text en © Ishikawa and Watanabe 2014 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
Ishikawa, Yoshinobu
Watanabe, Kohzoh
(E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title_full (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title_fullStr (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title_full_unstemmed (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title_short (E)-4-Methyl-N′-[(4-oxo-4H-chromen-3-yl)methyl­idene]benzohydrazide
title_sort (e)-4-methyl-n′-[(4-oxo-4h-chromen-3-yl)methyl­idene]benzohydrazide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011241/
https://www.ncbi.nlm.nih.gov/pubmed/24860370
http://dx.doi.org/10.1107/S1600536814008113
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