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(E)-4-Allyl-2-[(2-hydroxy-phen-yl)iminiometh-yl]-6-methoxy-phenolate.

ABSTRACT: The title compound, C(17)H(17)NO(3), crystallizes in a zwitterionic form with cationic iminium and anionic enolate groups. The zwitterion exists in a trans configuration about the C=N bond. The dihedral angle between the two benzene rings is 13.42 (7)°. The meth-oxy group is almost coplanar [C-O-C-C = 2.1 (2)°] with the attached ring whereas the allyl unit is oriented at a dihedral angle of 67.9 (1)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, the mol-ecules are linked into zigzag chains along [010] by O-H⋯O hydrogen bonds. In addition, weak C-H⋯π inter-actions are observed.

SUBMITTER: Eltayeb NE

PROVIDER: S-EPMC2983958 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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(E)-4-Allyl-2-[(2-hydroxy-phen-yl)iminiometh-yl]-6-methoxy-phenolate.

Eltayeb Naser Eltaher NE Teoh Siang Guan SG Chantrapromma Suchada S Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20100327 Pt 4

The title compound, C(17)H(17)NO(3), crystallizes in a zwitterionic form with cationic iminium and anionic enolate groups. The zwitterion exists in a trans configuration about the C=N bond. The dihedral angle between the two benzene rings is 13.42 (7)°. The meth-oxy group is almost coplanar [C-O-C-C = 2.1 (2)°] with the attached ring whereas the allyl unit is oriented at a dihedral angle of 67.9 (1)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, the mol-ec ...[more]

PMID: 21580744

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