7-Methoxy-1-{[(Z)-2-nitrophenylimino](phenyl)methyl}-2-naphthol chloroform monosolvate

In the title compound, C24H18N2O4·CHCl3, the phenyl and benzene rings make a dihedral angle of 38.60 (9)° and connect in an orientation almost perpendicular to the naphthalene ring system at dihedral angles of 78.73 (8) and 81.20 (7)°. The molecule has a Z configuration about the C=N bond. In the crystal, molecules are linked by intermolecular O—H⋯N=C hydrogen bonds between the imino moiety and hydroxy groups. Intermolecular C—Cl⋯C interactions between Cl atoms of the CHCl3 molecule and C atoms of the naphthalene rings are also present [Cl⋯C = 3.353 (2) and 3.326 (19) Å]. The nitro group and the chloroform solvent molecule are disordered over two positions with site occupancies of 0.884 (4) and 0.116 (4).

In the title compound, C 24 H 18 N 2 O 4 ÁCHCl 3 , the phenyl and benzene rings make a dihedral angle of 38.60 (9) and connect in an orientation almost perpendicular to the naphthalene ring system at dihedral angles of 78.73 (8) and 81.20 (7) . The molecule has a Z configuration about the C N bond. In the crystal, molecules are linked by intermolecular O-HÁ Á ÁN C hydrogen bonds between the imino moiety and hydroxy groups. Intermolecular C-ClÁ Á ÁC interactions between Cl atoms of the CHCl 3 molecule and C atoms of the naphthalene rings are also present [ClÁ Á ÁC = 3.353 (2) and 3.326 (19) Å ]. The nitro group and the chloroform solvent molecule are disordered over two positions with site occupancies of 0.884 (4) and 0.116 (4).

Related literature
For the structures of closely related compounds, see: Mitsui et al. (2008); Nagasawa et al. (2010a,b,c,d Table 1 Hydrogen-bond geometry (Å , ). going studies on the synthesis and crystal structure analysis of triarylimine compounds, we prepared and analysed the crystal structure of the title compound (II), which is the regioisomer of (I).
An ORTEPIII (Burnett & Johnson, 1996) plot of (II) is shown in Fig. 1. In the molecule of (II), interplanar angles of the least-squares plane of the benzene ring (C18-C23) attached to nitrogen atom (N1) and benzene ring (C12-C17) attached to carbon atom (C11) of imine moiety against the naphthalene ring (C1-C10) are 81.20 (7) and 78.73 (8)°, respectively. The conformation of these groups resembles to that of (I). On the other hand, the interplanar angle between two benzene rings is 38.60 (9)°, which is smaller than that of (I), i.e. 87.15 (6)°. The molecule of (II) has a Z configuration for the imine vector.
In the nitro group, N2/N2' and O3/O3' atoms were constrained to make the anisotropic displacement parameters equal.
The distances between C23-N2 and C23-N2' were restrained to possess the same value within 0.020 standard deviation.
Further restraints were applied to generate similar U ij values within 0.010 standard deviation for the O4 and O4' atoms.
N2'-O3' and N2'-O4' bond lengths and the angle were restrained to be similar within 0.020 standard deviation. The nitro groups of the U ij in the direction of the bond were restrained to be equal within 0.010 standard deviation.