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Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate
The title Schiff base compound, C(17)H(16)N(2)O(6), has an E configuration with respect to the C=N bond, with a dihedral angle between the two benzene rings of 31.90 (12)°. There is an intramolecular O—H⋯O(nitro) hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linke...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6073003/ https://www.ncbi.nlm.nih.gov/pubmed/30116566 http://dx.doi.org/10.1107/S2056989018009465 |
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author | Victoria, Antony Samy Sivajeyanthi, Palaniyappan Elangovan, Natarajan Balasubramani, Kasthuri Kolochi, Thathan Thanikasalam, Kanagasabapathy |
author_facet | Victoria, Antony Samy Sivajeyanthi, Palaniyappan Elangovan, Natarajan Balasubramani, Kasthuri Kolochi, Thathan Thanikasalam, Kanagasabapathy |
author_sort | Victoria, Antony Samy |
collection | PubMed |
description | The title Schiff base compound, C(17)H(16)N(2)O(6), has an E configuration with respect to the C=N bond, with a dihedral angle between the two benzene rings of 31.90 (12)°. There is an intramolecular O—H⋯O(nitro) hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers enclosing an R (2) (2)(4) ring motif. The dimers are linked about an inversion centre by pairs of C—H⋯O hydrogen bonds, which enclose R (2) (2)(22) loops, forming chains propagating along the [10[Image: see text]] direction. Hirshfeld surface analysis and fingerprint plots show enrichment ratios for the H⋯H, O⋯H and C⋯H contacts, indicating a high propensity of such interactions in the crystal. Both the nitro group and the CH(3)–CH(2)–O– group are positionally disordered. |
format | Online Article Text |
id | pubmed-6073003 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-60730032018-08-16 Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate Victoria, Antony Samy Sivajeyanthi, Palaniyappan Elangovan, Natarajan Balasubramani, Kasthuri Kolochi, Thathan Thanikasalam, Kanagasabapathy Acta Crystallogr E Crystallogr Commun Research Communications The title Schiff base compound, C(17)H(16)N(2)O(6), has an E configuration with respect to the C=N bond, with a dihedral angle between the two benzene rings of 31.90 (12)°. There is an intramolecular O—H⋯O(nitro) hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers enclosing an R (2) (2)(4) ring motif. The dimers are linked about an inversion centre by pairs of C—H⋯O hydrogen bonds, which enclose R (2) (2)(22) loops, forming chains propagating along the [10[Image: see text]] direction. Hirshfeld surface analysis and fingerprint plots show enrichment ratios for the H⋯H, O⋯H and C⋯H contacts, indicating a high propensity of such interactions in the crystal. Both the nitro group and the CH(3)–CH(2)–O– group are positionally disordered. International Union of Crystallography 2018-07-10 /pmc/articles/PMC6073003/ /pubmed/30116566 http://dx.doi.org/10.1107/S2056989018009465 Text en © Victoria et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/ |
spellingShingle | Research Communications Victoria, Antony Samy Sivajeyanthi, Palaniyappan Elangovan, Natarajan Balasubramani, Kasthuri Kolochi, Thathan Thanikasalam, Kanagasabapathy Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title | Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title_full | Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title_short | Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
title_sort | crystal structure and hirshfeld surface analysis of ethyl (e)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6073003/ https://www.ncbi.nlm.nih.gov/pubmed/30116566 http://dx.doi.org/10.1107/S2056989018009465 |
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