Methyl 4-(2,7-dimethoxy-1-naphthoyl)benzoate

Daichi Hijikata,Kosuke Nakaema,Shoji Watanabe,Noriyuki Yonezawa,Akiko Okamoto

doi:10.1107/s160053681000382x

Abstract

In the title compound, C21H18O5, the dihedral angle between the naphthalene ring system and the benzene ring is 86.65 (6)°. The bridging carbonyl C—C(=O)—C plane makes dihedral angles of 83.57 (7) and 20.21 (8)°, respectively, with the naphthalene ring system and the benzene ring. The ester O—C=O plane and the benzene ring are almost coplanar, making a dihedral angle of 3.81 (18)°. The two methoxy groups lie essentially in the naphthalene ring plane [C—O—C—C torsion angles = 2.1 (2) and −1.44 (19)°]. In the crystal structure, a centrosymmetric dimer is formed through C—H⋯O bonds connecting the 7-methoxy group and the carbonyl O atom of the ester group. The dimers are further linked by C—H⋯O hydrogen bonds between the methoxycarbonyl group and the bridging carbonyl O atom.

Highlights

In the title compound, C21H18O5, the dihedral angle between the naphthalene ring system and the benzene ring is 86.65 (6)
The dimers are further linked by C—H O hydrogen bonds between the methoxycarbonyl group and the bridging carbonyl O atom
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x−1, y−1, z

Summary

Data collection

C21H18O5, the dihedral angle between the naphthalene ring system and the benzene ring is 86.65 (6). The bridging carbonyl C—C( O)—C plane makes dihedral angles of 83.57 (7) and 20.21 (8) , respectively, with the naphthalene ring system and the benzene ring. O—C O plane and the benzene ring are almost coplanar, making a dihedral angle of 3.81 (18). The two methoxy groups lie essentially in the naphthalene ring plane [C—O—. H O bonds connecting the 7-methoxy group and the carbonyl O atom of the ester group. The dimers are further linked by C—H O hydrogen bonds between the methoxycarbonyl group and the bridging carbonyl O atom. Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure MSC, 2004); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97

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