2-{2-[5-(4-Cyano-5-dicyanomethylidene-2,2-dimethyl-2,5-dihydrofuran-3-yl)penta-2,4-dienylidene]-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl}ethyl 3,5-bis(benzyloxy)benzoate

Abstract

In the title molecule, C48H42N4O5, a potential non-linear optical compound, the furan ring [r.m.s. deviation = 0.010 (1) Å] and the indolylidene ring system [r.m.s. deviation = 0.013 (2) Å] are inclined to one another by 18.52 (6)°. This is similar to the arrangement [16.51 (18)°] found for the N-hydroxyethyl adduct of the title compound [Bhuiyan et al. (2011). Mol. Cryst. Liq. Cryst. 548, 1–12]. Replacing the hydroxyethyl group with 3,5-dibenzyloxybenzoate has not resulted in a non-centrosymmetric lattice arrangement or significant changes to the basic molecular structure. In the crystal, molecules are linked via pairs of C—H...N hydrogen bonds, forming inversion dimers with an R22(20) ring motif. The dimers are linked via C—H...O hydrogen bonds, forming C(17) chains along [010]. The chains are linked by further C—H...N hydrogen bonds, forming layers parallel to (001) and enclosing R22(44) ring motifs. There are also C—H...π interactions present, stabilizing the interlayer orientation of the pendant bis(benzyloxy)benzoyloxy group.