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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...

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Autores principales: Nishijima, Takahiro, Kataoka, Kotaro, Nagasawa, Atsushi, Okamoto, Akiko, Yonezawa, Noriyuki
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
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)°].
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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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