The asymmetric unit of the title compound contains two independent molecules (A and B). In the crystal, molecules of each conformer make a face-to-face type dimeric molecular aggregate with two pairs of C—H⋯π hydrogen bonds (A) or a pair of (sp
2)C—H⋯O hydrogen bonds (B). The dimeric molecular aggregates composed of same conformers are linked to each other into a chain through π–π stacking interactions (A) or a pair of C—H⋯π hydrogen bonds (B) along the b axis. The chains are aligned along the c axis by weak van der Waals interactions or (sp
2)C—H⋯O=O hydrogen bonds, and they are alternately stacked along the a axis.
The X-ray crystal structures of C,C,N-triaryl-substituted imine compounds, which have methoxy or hydroxy group adjacent to the imino moiety, are reported and discussed in comparison with those of the precursor ketone compounds, 1-(4-chlorobenzoyl)-2,7-dimethoxynaphthalene and 1-(4-chlorobenzoyl)-2-hydroxy-7-methoxynaphthalene. In crystals, three aromatic rings in a molecule of the methyl ether-retained imine compound are positioned almost perpendicularly to each other by giving non-coplanar spatial organization of the single molecular structure [dihedral angles: 85.32(18)˚ for Clinked phenyl ring and naphthalene ring; 79.27(17)˚ for N-linked phenyl ring and naphthalene ring; 84.78(17)˚ for Clinked phenyl ring and N-linked phenyl ring]. Spatial organization of the analogous methyl ether-cleaved imine compound has essentially same topology [dihedral angles 80.39(6)˚ for the Clinked phenyl ring and naphthalene ring; 82.35(6)˚ for the N-linked phenyl ring and naphthalene ring; 87.09(7)˚ for C-and N-linked phenyl rings]. These structural features of triarylimines apparently differ from those of the precursor ketones. Two aromatic rings in the methyl ether-cleaved ketone compound make smaller dihedral angle [58.10(6)˚] by intramolecular hydrogen bond between ketonic carbonyl group and hydroxy group [2.5573(16) Å] than that of the methyl ether-retained ketone [72.06(7)˚]. In molecular packing, the methyl ether-retained imine forms tubular molecular alignments composed of R-S dimeric molecular pairs, whereas the methyl ether-retained ketone affords consecutively stacks of one configurated molecules.
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