Research Article: (3-Ethyl-6,7-dimeth­oxy­naphthalen-1-yl)(phen­yl)methanone

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Karuppusamy Sakthivel, Kannupal Srinivasan, Sampath Natarajan.


The asymetric unit of the title mol­ecule, C21H20O3, contains two crystallographically independent mol­ecules, A and B, which differ in the orientation of the ethyl group substituted on the naphthalene system; the dihedral angles between the ethyl group and the naphthalene system are 7.4 (3) and 68.1 (3)°, respectively, for mol­ecules A and B. The dihedral angles between the benzoyl and naphthalene groups are 64.7 (7) and 69.4 (8)°, respectively, for mol­ecules A and B. The crystal structure features four aromatic π–π stacking interactions [centroid–centroid distances = 4.181 (1), 3.891 (1), 4.423 (1) and 4.249 (1) Å].

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For the biological activities of naphthalene compounds, see: Dekoning et al. (2003 ▶); Alvarez et al. (2007 ▶). For related crystal structures, see: Watanabe et al. (2010 ▶); Thenmozhi et al. (2008 ▶). For ring conformational analysis, see: Cremer & Pople (1975 ▶); Nardelli (1995 ▶).