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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-2979505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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