Research Article: (4Z,6Z)-4,6-Bis(4-meth­oxy­benzyl­idene)-2,2-dimethyl-1,3-dioxan-5-one

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Mohammad M. Mojtahedi, Werner Massa, M. Saeed Abaee, A. Wahid Mesbah.


The title compound, C22H22O5, crystallizes with two independent mol­ecules in the asymmetric unit, both of which possess pseudo-Cs symmetry. The central 1,3-dioxanone rings have envelope conformations, with the C atom bearing the two methyl groups at the flap. The benzene rings of the meth­oxy­benzyl­idene units, attached in the 4- and 6-positions on the central 1,3-dioxanone rings, are tilted in the same direction with dihedral angles varying between 8.2 (1) and 18.1 (1)°. The crystal packing is influenced by π-stacking inter­actions of the parallel displaced type [centroid–centroid distance of 3.723 (1) Å for mol­ecule 1 and 3.884 (1) Å for mol­ecule 2, with ring slippages of 1.432 and 1.613 Å, respectively] and the T-shaped type, with the long mol­ecular axes all aligned along [010].

Partial Text

For the synthesis of bis­aryl­idenes of hetero- and homocyclic ketones, see: Abaee et al. (2008a ▶,b ▶). For the crystal structures of similar compounds, see: Abaee et al. (2012 ▶); Nesterov et al. (2011 ▶); Shahani et al. (2010 ▶). For details concerning π-stacking inter­actions, see: Hunter & Sanders (1990 ▶).