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Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate
The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a dimethylformamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic molecule is non-planar with a d...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199275/ https://www.ncbi.nlm.nih.gov/pubmed/32431941 http://dx.doi.org/10.1107/S2056989020005393 |
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author | Ahmed, Adeeba Ahmad, Aiman Ahmad, Musheer Kalibabchuk, Valentina A. |
author_facet | Ahmed, Adeeba Ahmad, Aiman Ahmad, Musheer Kalibabchuk, Valentina A. |
author_sort | Ahmed, Adeeba |
collection | PubMed |
description | The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a dimethylformamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic molecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36 (8)°. The torsion angle of the C(aryl)—CH(2)—NH—C(aryl) backbone is 175.9 (2)°. The crystal structure exhibits a three-dimensional supramolecular network, resulting from hydrogen-bonding interactions between the carboxylic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carboxylic group and additional C—H⋯π interactions. Hirshfeld surface analysis was performed to quantify the intermolecular interactions. |
format | Online Article Text |
id | pubmed-7199275 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-71992752020-05-19 Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate Ahmed, Adeeba Ahmad, Aiman Ahmad, Musheer Kalibabchuk, Valentina A. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(22)H(17)NO(2)·C(3)H(7)NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a dimethylformamide solution as a monosolvate, C(22)H(17)NO(2)·C(3)H(7)NO. The aromatic molecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36 (8)°. The torsion angle of the C(aryl)—CH(2)—NH—C(aryl) backbone is 175.9 (2)°. The crystal structure exhibits a three-dimensional supramolecular network, resulting from hydrogen-bonding interactions between the carboxylic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carboxylic group and additional C—H⋯π interactions. Hirshfeld surface analysis was performed to quantify the intermolecular interactions. International Union of Crystallography 2020-04-24 /pmc/articles/PMC7199275/ /pubmed/32431941 http://dx.doi.org/10.1107/S2056989020005393 Text en © Ahmed et al. 2020 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 Ahmed, Adeeba Ahmad, Aiman Ahmad, Musheer Kalibabchuk, Valentina A. Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title | Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title_full | Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title_short | Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
title_sort | crystal structure and hirshfeld surface analysis of 4-{[(anthracen-9-yl)methyl]amino}benzoic acid dimethylformamide monosolvate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7199275/ https://www.ncbi.nlm.nih.gov/pubmed/32431941 http://dx.doi.org/10.1107/S2056989020005393 |
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