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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...

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Detalles Bibliográficos
Autores principales: Herrera-González, Ana María, López-Velázquez, Delia, Bernès, Sylvain
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
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
Descripción
Sumario: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.