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(E)-6,8-Di-chloro-3-{[(naphthalen-1-ylmeth-yl)iminiumyl]meth-yl}-2H-chromen-4-olate.

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 intra-molecular O?H-N, rather than O-H?N, hydrogen bond in the mol-ecule. 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 mol-ecules are packed through N-H?O, ?-? [centroid-centroid distances = 3.744?(3) and 3.780?(3)?Å], C-Cl?? [Cl?centroid = 3.261?(3)?Å], C-H?? and C-H?O inter-actions.

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC3793731 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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(E)-6,8-Di-chloro-3-{[(naphthalen-1-ylmeth-yl)iminiumyl]meth-yl}-2H-chromen-4-olate.

Ishikawa Yoshinobu Y Motohashi Yuya Y

Acta crystallographica. Section E, Structure reports online 20130710 Pt 8

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 intra-molecular O⋯H-N, rather than O-H⋯N, hydrogen bond in the mol-ecule. 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 mol-ecules are packed through N-H⋯O, π-π [centroid-centroid distances = 3.744 (3) and 3.780 (3) Å], C-Cl⋯ ...[more]

PMID: 24109318

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