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Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate
The title molecule, C(27)H(31)NO(7), an imine derivative bearing both carbonate and allyl functionalities, was synthesized in the hope of obtaining a mesogenic polymerizable material. The allylcarbonate arms are fully disordered over two sets of sites, reflecting a large degree of rotational freed...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971017/ https://www.ncbi.nlm.nih.gov/pubmed/21578402 http://dx.doi.org/10.1107/S1600536809041142 |
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author | Herrera-González, Ana María López-Velázquez, Delia Bernès, Sylvain |
author_facet | Herrera-González, Ana María López-Velázquez, Delia Bernès, Sylvain |
author_sort | Herrera-González, Ana María |
collection | PubMed |
description | The title molecule, C(27)H(31)NO(7), an imine derivative bearing both carbonate and allyl functionalities, was synthesized in the hope of obtaining a mesogenic polymerizable material. The allylcarbonate arms are fully disordered over two sets of sites, reflecting a large degree of rotational freedom about σ bonds [occupancies: 0.665 (9)/0.335 (9) for one substituent, 0.564 (9)/0.436 (9) for the other]. In contrast, the hexyl chain is ordered, and presents the common all-trans extended conformation. The benzene rings connected via the imine group make a dihedral angle of 9.64 (11)°. In the crystal, the Y-shaped molecules are weakly associated into centrosymmetric dimers through pairs of C—H⋯O(hexyl) contacts. The resulting layers of dimers, approximately parallel to (2[Image: see text]5), are closely packed in the crystal, allowing π⋯π interactions between benzene rings of neighboring layers: the separation between the centroid of the benzene ring substituted by allylcarbonate and the centroid of the benzene ring bearing the hexyloxy group in the adjacent layer is 3.895 (1) Å. |
format | Text |
id | pubmed-2971017 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29710172010-12-30 Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate Herrera-González, Ana María López-Velázquez, Delia Bernès, Sylvain Acta Crystallogr Sect E Struct Rep Online Organic Papers The title molecule, C(27)H(31)NO(7), an imine derivative bearing both carbonate and allyl functionalities, was synthesized in the hope of obtaining a mesogenic polymerizable material. The allylcarbonate arms are fully disordered over two sets of sites, reflecting a large degree of rotational freedom about σ bonds [occupancies: 0.665 (9)/0.335 (9) for one substituent, 0.564 (9)/0.436 (9) for the other]. In contrast, the hexyl chain is ordered, and presents the common all-trans extended conformation. The benzene rings connected via the imine group make a dihedral angle of 9.64 (11)°. In the crystal, the Y-shaped molecules are weakly associated into centrosymmetric dimers through pairs of C—H⋯O(hexyl) contacts. The resulting layers of dimers, approximately parallel to (2[Image: see text]5), are closely packed in the crystal, allowing π⋯π interactions between benzene rings of neighboring layers: the separation between the centroid of the benzene ring substituted by allylcarbonate and the centroid of the benzene ring bearing the hexyloxy group in the adjacent layer is 3.895 (1) Å. International Union of Crystallography 2009-10-23 /pmc/articles/PMC2971017/ /pubmed/21578402 http://dx.doi.org/10.1107/S1600536809041142 Text en © Herrera-González et al. 2009 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 Herrera-González, Ana María López-Velázquez, Delia Bernès, Sylvain Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title | Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title_full | Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title_fullStr | Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title_full_unstemmed | Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title_short | Diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
title_sort | diallyl 5-[(4-hexyloxyphenyl)iminomethyl]-m-phenylene dicarbonate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971017/ https://www.ncbi.nlm.nih.gov/pubmed/21578402 http://dx.doi.org/10.1107/S1600536809041142 |
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