2-[(4-Methoxy-2-nitrophenyl)iminomethyl]phenol

The crystal structure of the title compound, C14H12N2O4, contains four crystallographically independent molecules in the asymmetric unit. All the molecules have similar conformations; the dihedral angles between the aromatic rings are 33.1 (1), 33.76 (9), 31.41 (9) and 32.56 (10)°. Intramolecular O—H⋯N hydrogen bonds form S(6) ring motifs in each molecule. In the crystal, there are two pairs of pseudo-inversion-related molecules. Along the c axis, molecules are stacked with π–π interactions between the 2-hydroxyphenyl and 4-methoxy-2-nitrophenyl rings [centroid–centroid distances = 3.5441 (12)–3.7698 (12) Å].

[1]  Hadi Kargar,et al.  (E)-4-[(4-Diethylamino-2-hydroxybenzylidene)amino]benzoic acid , 2012, Acta crystallographica. Section E, Structure reports online.

[2]  M. Dušek,et al.  (E)-N-(2,4-Dimethoxybenzylidene)-4-ethoxyaniline , 2010, Acta crystallographica. Section E, Structure reports online.

[3]  O. Büyükgüngör,et al.  (E)-2-[(4-Ethoxyphenyl)iminomethyl]-4-methoxyphenol , 2009, Acta Crystallographica Section E.

[4]  O. Büyükgüngör,et al.  2-[(2,4-Dimethylphenyl)iminomethyl]-6-methylphenol , 2009, Acta Crystallographica Section E.

[5]  Mustafa Odabaşoğlu,et al.  3-[(E)-(4-Ethylphenyl)iminomethyl]benzene-1,2-diol , 2009, Acta crystallographica. Section E, Structure reports online.

[6]  Hoong-Kun Fun,et al.  N,N′-Bis(2-hydroxy-3-ethoxybenzylidene)butane-1,4-diamine , 2009, Acta crystallographica. Section E, Structure reports online.

[7]  Mehmet Akkurt,et al.  3,4-Dimethoxy-N-(4-nitrobenzylidene)aniline , 2008, Acta crystallographica. Section E, Structure reports online.

[8]  A. Slawin,et al.  N‐(2‐Benzylidenepropylidene)‐4‐bromoaniline , 2007 .

[9]  Maria Cristina Burla,et al.  SIR2002: the program , 2003 .

[10]  H. Flack,et al.  On enantiomorph‐polarity estimation , 1983 .

[11]  P. Coppens,et al.  Extinction within the limit of validity of the Darwin transfer equations. I. General formalism for primary and secondary extinction and their applications to spherical crystals , 1974 .