Research Article: (E)-6-Methyl-3-(2-methyl­benzyl­idene)­chroman-2-one

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): S. Vijayakumar, S. Murugavel, D. Kannan, M. Bakthadoss.


In the title compound, C18H16O2, the heterocyclic ring of the chroman-2-one system adopts a slightly distorted screw-boat conformation. The dihedral angle between the least-squares planes of the coumarin ring system and the benzene ring is 67.5 (1)°. The crystal packing features C—H⋯O hydrogen bonds, which link the mol­ecules into centrosymmetric R22(8) dimers, and C—H⋯π inter­actions.

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For the biological activity of coumarins, see: Sharma et al. (2005 ▶); Iqbal et al. (2009 ▶); Siddiqui et al. (2009 ▶); Vyas et al. (2009 ▶); Rollinger et al. (2004 ▶); Brühlmann et al. (2001 ▶). For ring-puckering parameters, see: Cremer & Pople (1975 ▶). For closely related structures, see: Choi & Kim (2010 ▶); Peng et al. (2012 ▶).