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2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine

The title compound, C(31)H(25)N(3), was synthesized from 6,4′,4′′-trimethyl-2,4-bis­(N-phenyl­amino)­quinoline and is the first structural example containing a phenyl and phenyl­amino fragment attached to a fused dibenzo[1,6]naphthyridine moiety. The fused tetra­cyclic ring system is essentially pla...

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Autores principales: Vennila, K. N., Manoj, M., Prabha, K., Prasad, K. J. Rajendra, Velmurugan, D.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050252/
https://www.ncbi.nlm.nih.gov/pubmed/21522616
http://dx.doi.org/10.1107/S1600536810051196
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author Vennila, K. N.
Manoj, M.
Prabha, K.
Prasad, K. J. Rajendra
Velmurugan, D.
author_facet Vennila, K. N.
Manoj, M.
Prabha, K.
Prasad, K. J. Rajendra
Velmurugan, D.
author_sort Vennila, K. N.
collection PubMed
description The title compound, C(31)H(25)N(3), was synthesized from 6,4′,4′′-trimethyl-2,4-bis­(N-phenyl­amino)­quinoline and is the first structural example containing a phenyl and phenyl­amino fragment attached to a fused dibenzo[1,6]naphthyridine moiety. The fused tetra­cyclic ring system is essentially planar [r.m.s. deviation = 0.08 (3) Å]. The phenyl ring and the phenyl­amino group are inclined by 82.68 (6) and 35.31 (5)°, respectively, to the mean plane of the fused tetra­cyclic ring system. A weak intra­molecular N—H⋯π(arene) inter­action may in part influence the conformation of the mol­ecule. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯N hydrogen bonds into centrosymmetric dimers. Additional stabilization is provided by weak C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.834 (2) and 3.898 (1) Å].
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spelling pubmed-30502522011-04-26 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine Vennila, K. N. Manoj, M. Prabha, K. Prasad, K. J. Rajendra Velmurugan, D. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(31)H(25)N(3), was synthesized from 6,4′,4′′-trimethyl-2,4-bis­(N-phenyl­amino)­quinoline and is the first structural example containing a phenyl and phenyl­amino fragment attached to a fused dibenzo[1,6]naphthyridine moiety. The fused tetra­cyclic ring system is essentially planar [r.m.s. deviation = 0.08 (3) Å]. The phenyl ring and the phenyl­amino group are inclined by 82.68 (6) and 35.31 (5)°, respectively, to the mean plane of the fused tetra­cyclic ring system. A weak intra­molecular N—H⋯π(arene) inter­action may in part influence the conformation of the mol­ecule. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯N hydrogen bonds into centrosymmetric dimers. Additional stabilization is provided by weak C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.834 (2) and 3.898 (1) Å]. International Union of Crystallography 2010-12-11 /pmc/articles/PMC3050252/ /pubmed/21522616 http://dx.doi.org/10.1107/S1600536810051196 Text en © Vennila et al. 2011 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
Vennila, K. N.
Manoj, M.
Prabha, K.
Prasad, K. J. Rajendra
Velmurugan, D.
2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title_full 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title_fullStr 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title_full_unstemmed 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title_short 2,9-Dimethyl-7-phenyl-N-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
title_sort 2,9-dimethyl-7-phenyl-n-(4-methyl­phen­yl)dibenzo[b,h][1,6]naphthyridin-6-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050252/
https://www.ncbi.nlm.nih.gov/pubmed/21522616
http://dx.doi.org/10.1107/S1600536810051196
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