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Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone

The title mol­ecule, C(39)H(28)N(2)O, is a well known dendron used in the synthesis of phenyl­azomethine dendrimers. The central benzophenone core is twisted, as expected, due to hindrance between H atoms: the dihedral angle between core benzene rings is 54.49 (5)°, identical to that of the stable p...

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Autores principales: Bernès, Sylvain, Hernández, Guadalupe, Portillo, Roberto, Cruz, Sandra, Gutiérrez, René
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979505/
https://www.ncbi.nlm.nih.gov/pubmed/21579415
http://dx.doi.org/10.1107/S1600536810016375
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author Bernès, Sylvain
Hernández, Guadalupe
Portillo, Roberto
Cruz, Sandra
Gutiérrez, René
author_facet Bernès, Sylvain
Hernández, Guadalupe
Portillo, Roberto
Cruz, Sandra
Gutiérrez, René
author_sort Bernès, Sylvain
collection PubMed
description The title mol­ecule, C(39)H(28)N(2)O, is a well known dendron used in the synthesis of phenyl­azomethine dendrimers. The central benzophenone core is twisted, as expected, due to hindrance between H atoms: the dihedral angle between core benzene rings is 54.49 (5)°, identical to that of the stable polymorph of benzophenone (56°). For the same reason, phenyl groups substituting imine C atoms make a large dihedral angle, although similar for each imine: 71.83 (6) and 67.64 (5)°. The six aromatic rings in the mol­ecule thus seem to be quite randomly oriented, and such an arrangement is not favorable for efficient stacking inter­actions in the crystal. The same behaviour is observed in the vast majority of diphenyl­imino-containing organics. The low triclinic crystal symmetry may be a consequence of these features.
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spelling pubmed-29795052010-12-30 Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone Bernès, Sylvain Hernández, Guadalupe Portillo, Roberto Cruz, Sandra Gutiérrez, René Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(39)H(28)N(2)O, is a well known dendron used in the synthesis of phenyl­azomethine dendrimers. The central benzophenone core is twisted, as expected, due to hindrance between H atoms: the dihedral angle between core benzene rings is 54.49 (5)°, identical to that of the stable polymorph of benzophenone (56°). For the same reason, phenyl groups substituting imine C atoms make a large dihedral angle, although similar for each imine: 71.83 (6) and 67.64 (5)°. The six aromatic rings in the mol­ecule thus seem to be quite randomly oriented, and such an arrangement is not favorable for efficient stacking inter­actions in the crystal. The same behaviour is observed in the vast majority of diphenyl­imino-containing organics. The low triclinic crystal symmetry may be a consequence of these features. International Union of Crystallography 2010-05-12 /pmc/articles/PMC2979505/ /pubmed/21579415 http://dx.doi.org/10.1107/S1600536810016375 Text en © Bernès 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
Bernès, Sylvain
Hernández, Guadalupe
Portillo, Roberto
Cruz, Sandra
Gutiérrez, René
Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title_full Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title_fullStr Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title_full_unstemmed Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title_short Bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
title_sort bis[4-(diphenyl­methyl­eneamino)phen­yl]methanone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979505/
https://www.ncbi.nlm.nih.gov/pubmed/21579415
http://dx.doi.org/10.1107/S1600536810016375
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