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5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination
The title compound, C(18)H(21)N(3)O(3), is a potential bidentate Schiff base ligand. The whole molecule is disordered with a refined site-occupancy ratio of 0.567 (4):0.433 (4) and not just one ethyl group as reported previously [Sarojini et al. (2007 ▶). Acta Cryst. E63, o4782–o4782]. Using the wh...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968344/ https://www.ncbi.nlm.nih.gov/pubmed/21581950 http://dx.doi.org/10.1107/S1600536809001731 |
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author | Fun, Hoong-Kun Kia, Reza Vijesh, A. M. Isloor, Arun M. |
author_facet | Fun, Hoong-Kun Kia, Reza Vijesh, A. M. Isloor, Arun M. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The title compound, C(18)H(21)N(3)O(3), is a potential bidentate Schiff base ligand. The whole molecule is disordered with a refined site-occupancy ratio of 0.567 (4):0.433 (4) and not just one ethyl group as reported previously [Sarojini et al. (2007 ▶). Acta Cryst. E63, o4782–o4782]. Using the whole molecule disorder, R values are much smaller than those published. An intramolecular O—H⋯N hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The dihedral angle between the mean plane of the two benzene rings (major component) is 9.0 (5)°. The crystal structure shows short C⋯C [3.189 (15)–3.298 (12) Å] and C⋯O [2.983 (5)–3.149 (13) Å] contacts. Intermolecular C—H⋯O interactions link neighbouring molecules into dimers with R (2) (2)(18) motifs. In the crystal structure, these dimers are linked together by intermolecular C—H⋯O interactions into one-dimensional extended chains along the b axis. The crystal structure is further stabilized by intermolecular π–π stacking interactions [centroid–centroid distances = 3.458 (8)–3.691 (6) Å]. |
format | Text |
id | pubmed-2968344 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29683442010-12-30 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination Fun, Hoong-Kun Kia, Reza Vijesh, A. M. Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(21)N(3)O(3), is a potential bidentate Schiff base ligand. The whole molecule is disordered with a refined site-occupancy ratio of 0.567 (4):0.433 (4) and not just one ethyl group as reported previously [Sarojini et al. (2007 ▶). Acta Cryst. E63, o4782–o4782]. Using the whole molecule disorder, R values are much smaller than those published. An intramolecular O—H⋯N hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The dihedral angle between the mean plane of the two benzene rings (major component) is 9.0 (5)°. The crystal structure shows short C⋯C [3.189 (15)–3.298 (12) Å] and C⋯O [2.983 (5)–3.149 (13) Å] contacts. Intermolecular C—H⋯O interactions link neighbouring molecules into dimers with R (2) (2)(18) motifs. In the crystal structure, these dimers are linked together by intermolecular C—H⋯O interactions into one-dimensional extended chains along the b axis. The crystal structure is further stabilized by intermolecular π–π stacking interactions [centroid–centroid distances = 3.458 (8)–3.691 (6) Å]. International Union of Crystallography 2009-01-17 /pmc/articles/PMC2968344/ /pubmed/21581950 http://dx.doi.org/10.1107/S1600536809001731 Text en © Fun et al. 2009 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 Fun, Hoong-Kun Kia, Reza Vijesh, A. M. Isloor, Arun M. 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title | 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title_full | 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title_fullStr | 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title_full_unstemmed | 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title_short | 5-Diethylamino-2-[(E)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
title_sort | 5-diethylamino-2-[(e)-(4-methyl-3-nitrophenyl)iminomethyl]phenol: a redetermination |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968344/ https://www.ncbi.nlm.nih.gov/pubmed/21581950 http://dx.doi.org/10.1107/S1600536809001731 |
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