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1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene
The title compound {systematic name: [8-(4-aminobenzoyl)-2,7-dimethoxynaphthalen-1-yl](4-aminophenyl)methanone}, C(26)H(22)O(4)N(2), possesses crystallographically imposed twofold symmetry, with two C atoms lying on the rotation axis. In the crystal, the molecules interact through intermolecular...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009325/ https://www.ncbi.nlm.nih.gov/pubmed/21589080 http://dx.doi.org/10.1107/S1600536810041346 |
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author | Nishijima, Takahiro Kataoka, Kotaro Nagasawa, Atsushi Okamoto, Akiko Yonezawa, Noriyuki |
author_facet | Nishijima, Takahiro Kataoka, Kotaro Nagasawa, Atsushi Okamoto, Akiko Yonezawa, Noriyuki |
author_sort | Nishijima, Takahiro |
collection | PubMed |
description | The title compound {systematic name: [8-(4-aminobenzoyl)-2,7-dimethoxynaphthalen-1-yl](4-aminophenyl)methanone}, C(26)H(22)O(4)N(2), possesses crystallographically imposed twofold symmetry, with two C atoms lying on the rotation axis. In the crystal, the molecules interact through intermolecular N—H⋯O hydrogen bonds between the amino and methoxy groups on the naphthalene ring systems and N—H⋯π interactions between the amino groups and the naphthalene rings. Furthermore, weak C—H⋯O hydrogen bonds and π–π stacking interactions between the benzene rings are observed. The centroid–centroid and interplanar distances between the benzene rings of the aroyl group and the naphthalene ring systems of adjacent molecules are 3.6954 (8) and 3.2375 (5) Å, respectively. The dihedral angle between the mean planes of the benzene ring and the naphthalene ring system is 83.59 (5)°. The benzene ring and the carbonyl group in the benzoyl unit are almost coplanar [C—C—C—O torsion angle = 175.91 (10)°]. |
format | Text |
id | pubmed-3009325 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30093252010-12-30 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene Nishijima, Takahiro Kataoka, Kotaro Nagasawa, Atsushi Okamoto, Akiko Yonezawa, Noriyuki Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: [8-(4-aminobenzoyl)-2,7-dimethoxynaphthalen-1-yl](4-aminophenyl)methanone}, C(26)H(22)O(4)N(2), possesses crystallographically imposed twofold symmetry, with two C atoms lying on the rotation axis. In the crystal, the molecules interact through intermolecular N—H⋯O hydrogen bonds between the amino and methoxy groups on the naphthalene ring systems and N—H⋯π interactions between the amino groups and the naphthalene rings. Furthermore, weak C—H⋯O hydrogen bonds and π–π stacking interactions between the benzene rings are observed. The centroid–centroid and interplanar distances between the benzene rings of the aroyl group and the naphthalene ring systems of adjacent molecules are 3.6954 (8) and 3.2375 (5) Å, respectively. The dihedral angle between the mean planes of the benzene ring and the naphthalene ring system is 83.59 (5)°. The benzene ring and the carbonyl group in the benzoyl unit are almost coplanar [C—C—C—O torsion angle = 175.91 (10)°]. International Union of Crystallography 2010-10-23 /pmc/articles/PMC3009325/ /pubmed/21589080 http://dx.doi.org/10.1107/S1600536810041346 Text en © Nishijima et al. 2010 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 Nishijima, Takahiro Kataoka, Kotaro Nagasawa, Atsushi Okamoto, Akiko Yonezawa, Noriyuki 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title | 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title_full | 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title_fullStr | 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title_full_unstemmed | 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title_short | 1,8-Bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
title_sort | 1,8-bis(4-aminobenzoyl)-2,7-dimethoxynaphthalene |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009325/ https://www.ncbi.nlm.nih.gov/pubmed/21589080 http://dx.doi.org/10.1107/S1600536810041346 |
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