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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...

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Autores principales: Victoria, Antony Samy, Sivajeyanthi, Palaniyappan, Elangovan, Natarajan, Balasubramani, Kasthuri, Kolochi, Thathan, Thanikasalam, Kanagasabapathy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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.
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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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