2-(2,7-Dimethoxy-1-naphthoyl)benzoic acid

Abstract

In the title compound, C20H16O5, the dihedral angle between the naphthalene ring system and the benzene ring is 67.43 (5)°. The bridging carbonyl C—C(=O)—C plane makes dihedral angles of 82.64 (6) and 41.79 (7)°, respectively, with the naphthalene ring system and the benzene ring. The dihedral angle between the carb­oxy O—C(=O)—C plane and the benzene ring is 36.38 (7)° and that between the bridging carbonyl C—C(=O)—C plane and the carb­oxy O—C(=O)—C plane is 51.88 (8)°. The crystal structure is stabilized by inter­molecular O—H⋯O and C—H⋯O hydrogen-bonding inter­actions. An intra­molecular C—H⋯O hydrogen bond occurs between a naphthalene H atom and the carbonyl O atom of the carb­oxy group.

(2,7-Dimethoxynaphthalen-1-yl)(phenyl)methanone

“…In the crystal of 1,8-dibenzoyl-2,7dimethoxynaphthalene (Nakaema et al, 2008), molecules are arranged by C-H•••O hydrogen bonding along the c axis of the unit cell, and a π-π stacking interaction perpendicular to the bc plane is also observed. Moreover, the X-ray crystal structural analyses of 1-(4-substituted benzoyl)naphthalenes, i.e., 1-(4-chlorobenzoyl)-2,7-dimethoxynaphthalene (Mitsui et al, 2008), 2-(2,7-dimethoxy-1-naphthoyl)benzoic acid (Hijikata et al., 2010a) and methyl 4-(2,7-dimethoxy-1naphthoyl)benzoate (Hijikata et al, 2010b), have also revealed to have essentially the same non-coplanar structure with the 1,8-diaroylated naphthalenes. As a part of the course of our continuous study on the molecular structures of this kind of homologous molecules, the crystal structure of title compound, 1-benzoylatednaphthalene, is discussed in this paper.…”