Acta Crystallographica Section C

Crystal Structure Communications

Volume 63, Part 3 (March 2007)


organic compounds



dn3025 scheme

Acta Cryst. (2007). C63, o177-o180    [ doi:10.1107/S0108270107003241 ]

Three (E)-2-[(bromophenyl)iminomethyl]-4-methoxyphenols

A. Özek, Ç. Albayrak, M. Odabasoglu and O. Büyükgüngör

Abstract: The title compounds, (E)-2-[(2-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (I), (E)-2-[(3-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (II), and (E)-2-[(4-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (III), adopt the phenol-imine tautomeric form. In all three structures, there are strong intramolecular O-H...N hydrogen bonds. Compound (I) has strong intermolecular hydrogen bonds, while compound (III) has weak intermolecular hydrogen bonds. In addition to these intermolecular interactions, C-H...[pi] interactions in (I) and (III), and [pi]-[pi] interactions in (I), play roles in the crystal packing. The dihedral angles between the aromatic rings are 15.34 (12), 6.1 (3) and 39.2 (14)° for (I), (II) and (III), respectively.

Formula: Three isomers of C14H12BrNO2


hkldisplay filedownload file

Structure factor file (CIF format) (120.3 kbytes)
[ doi:10.1107/S0108270107003241/dn3025Isup2.hkl ]
Contains datablock I


hkldisplay filedownload file

Structure factor file (CIF format) (120.5 kbytes)
[ doi:10.1107/S0108270107003241/dn3025IIsup3.hkl ]
Contains datablock II


hkldisplay filedownload file

Structure factor file (CIF format) (133.9 kbytes)
[ doi:10.1107/S0108270107003241/dn3025IIIsup4.hkl ]
Contains datablock III


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