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Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide
The title compound, C(17)H(17)N(3)O, crystallizes with two independent molecules in the asymmetric unit. The semicarbazone moieties of these independent molecules (I and II) are essentially planar [maximum deviation of 0.042 (1) Å in molecule I and 0.041 (1) Å in molecule II], with the terminal...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362643/ https://www.ncbi.nlm.nih.gov/pubmed/30800444 http://dx.doi.org/10.1107/S2056989018018376 |
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author | Saritha, S. R. Anitha, L. Layana, S. R. Sithambaresan, M. Sudarsanakumar, M. R. |
author_facet | Saritha, S. R. Anitha, L. Layana, S. R. Sithambaresan, M. Sudarsanakumar, M. R. |
author_sort | Saritha, S. R. |
collection | PubMed |
description | The title compound, C(17)H(17)N(3)O, crystallizes with two independent molecules in the asymmetric unit. The semicarbazone moieties of these independent molecules (I and II) are essentially planar [maximum deviation of 0.042 (1) Å in molecule I and 0.041 (1) Å in molecule II], with the terminal phenyl rings twisted away from the mean plane of the semicarbazone moiety, making dihedral angles of 60.26 (8) and 28.76 (9)° in molecule I and 31.07 (9) and 35.45 (8)° in molecule II. The molecules both exhibit an E configuration with respect to the C=C and azomethine C=N bonds. In the crystal, two classical N—H⋯O hydrogen-bonding interactions are present between the two molecules, forming a centrosymmetric dimer, while a weak C—H⋯O non-classical hydrogen-bonding interaction, with a donor–acceptor distance of 3.476 (2) Å, interconnects two neighbouring centrosymmetric dimers to form a cage-like structure. These cage structures are interconnected by weak C—H⋯π interactions with an H⋯π distance of 2.790 Å, forming supramolecular chains along the c-axis direction. |
format | Online Article Text |
id | pubmed-6362643 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-63626432019-02-22 Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide Saritha, S. R. Anitha, L. Layana, S. R. Sithambaresan, M. Sudarsanakumar, M. R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(17)N(3)O, crystallizes with two independent molecules in the asymmetric unit. The semicarbazone moieties of these independent molecules (I and II) are essentially planar [maximum deviation of 0.042 (1) Å in molecule I and 0.041 (1) Å in molecule II], with the terminal phenyl rings twisted away from the mean plane of the semicarbazone moiety, making dihedral angles of 60.26 (8) and 28.76 (9)° in molecule I and 31.07 (9) and 35.45 (8)° in molecule II. The molecules both exhibit an E configuration with respect to the C=C and azomethine C=N bonds. In the crystal, two classical N—H⋯O hydrogen-bonding interactions are present between the two molecules, forming a centrosymmetric dimer, while a weak C—H⋯O non-classical hydrogen-bonding interaction, with a donor–acceptor distance of 3.476 (2) Å, interconnects two neighbouring centrosymmetric dimers to form a cage-like structure. These cage structures are interconnected by weak C—H⋯π interactions with an H⋯π distance of 2.790 Å, forming supramolecular chains along the c-axis direction. International Union of Crystallography 2019-01-08 /pmc/articles/PMC6362643/ /pubmed/30800444 http://dx.doi.org/10.1107/S2056989018018376 Text en © Saritha et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Saritha, S. R. Anitha, L. Layana, S. R. Sithambaresan, M. Sudarsanakumar, M. R. Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title | Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title_full | Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title_fullStr | Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title_full_unstemmed | Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title_short | Crystal structure of 2-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-N-phenylhydrazinecarboxamide |
title_sort | crystal structure of 2-[(2e)-2-methyl-3-phenylprop-2-en-1-ylidene]-n-phenylhydrazinecarboxamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362643/ https://www.ncbi.nlm.nih.gov/pubmed/30800444 http://dx.doi.org/10.1107/S2056989018018376 |
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