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Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane
The whole molecule of the title compound, C(22)H(28)N(2), (I), is generated by inversion symmetry. The molecule is rather similar to that of 2,3-bis[(2-tert-butylphenyl)imino]butane, (II), a diimine ligand comprising similar structural features [Ferreira et al. (2006 ▸). Acta Cryst. E62, o4282...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459346/ https://www.ncbi.nlm.nih.gov/pubmed/26090180 http://dx.doi.org/10.1107/S2056989015008610 |
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author | Silvino, Alexandre C. Torres, Juliana M. |
author_facet | Silvino, Alexandre C. Torres, Juliana M. |
author_sort | Silvino, Alexandre C. |
collection | PubMed |
description | The whole molecule of the title compound, C(22)H(28)N(2), (I), is generated by inversion symmetry. The molecule is rather similar to that of 2,3-bis[(2-tert-butylphenyl)imino]butane, (II), a diimine ligand comprising similar structural features [Ferreira et al. (2006 ▸). Acta Cryst. E62, o4282–o4284]. Both ligands crystallize with the –N=C(R)—C(R)=N– group around an inversion centre, in a trans configuration. Comparing the two structures, it may be noted that the independent planar groups in both molecules [the central link, –N=C(R)—C(R)=N–, and the terminal aromatic ring] subtend an angle of 69.6 (1)° in (II) and 49.4 (2)° in (I). Ferreira and co-workers proposed that such angle deviation may be ascribed to the presence of two non-classical intramolecular hydrogen bonds and steric factors. In fact, in (I), similar non-classical hydrogen bonds are observed, and the larger angular deviation in (II) may be assigned to the presence of methyl groups in the diimino fragment, which can cause steric hindrance due to the presence of bulky tert-butyl substituents in the aromatic rings. The C=N bond lengths are similar in both compounds and agree with comonly accepted values. |
format | Online Article Text |
id | pubmed-4459346 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-44593462015-06-18 Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane Silvino, Alexandre C. Torres, Juliana M. Acta Crystallogr E Crystallogr Commun Data Reports The whole molecule of the title compound, C(22)H(28)N(2), (I), is generated by inversion symmetry. The molecule is rather similar to that of 2,3-bis[(2-tert-butylphenyl)imino]butane, (II), a diimine ligand comprising similar structural features [Ferreira et al. (2006 ▸). Acta Cryst. E62, o4282–o4284]. Both ligands crystallize with the –N=C(R)—C(R)=N– group around an inversion centre, in a trans configuration. Comparing the two structures, it may be noted that the independent planar groups in both molecules [the central link, –N=C(R)—C(R)=N–, and the terminal aromatic ring] subtend an angle of 69.6 (1)° in (II) and 49.4 (2)° in (I). Ferreira and co-workers proposed that such angle deviation may be ascribed to the presence of two non-classical intramolecular hydrogen bonds and steric factors. In fact, in (I), similar non-classical hydrogen bonds are observed, and the larger angular deviation in (II) may be assigned to the presence of methyl groups in the diimino fragment, which can cause steric hindrance due to the presence of bulky tert-butyl substituents in the aromatic rings. The C=N bond lengths are similar in both compounds and agree with comonly accepted values. International Union of Crystallography 2015-05-09 /pmc/articles/PMC4459346/ /pubmed/26090180 http://dx.doi.org/10.1107/S2056989015008610 Text en © Silvino and Torres 2015 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 | Data Reports Silvino, Alexandre C. Torres, Juliana M. Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title | Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title_full | Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title_fullStr | Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title_full_unstemmed | Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title_short | Crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
title_sort | crystal structure of 1,2-bis[(2-tert-butylphenyl)imino]ethane |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459346/ https://www.ncbi.nlm.nih.gov/pubmed/26090180 http://dx.doi.org/10.1107/S2056989015008610 |
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