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Acta Cryst. (2013). E69, o1226  [ doi:10.1107/S1600536813018084 ]

(E)-6,8-Dichloro-3-{[(naphthalen-1-ylmethyl)iminiumyl]methyl}-2H-chromen-4-olate

Y. Ishikawa and Y. Motohashi

Abstract: In the title compound, C21H15Cl2NO2, the H atom of the -OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intramolecular O...H-N, rather than O-H...N, hydrogen bond in the molecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41 (4)°. In the crystal, the molecules are packed through N-H...O, [pi]-[pi] [centroid-centroid distances = 3.744 (3) and 3.780 (3) Å], C-Cl...[pi] [Cl...centroid = 3.261 (3) Å], C-H...[pi] and C-H...O interactions.


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