{2,7-Diethoxy-8-[(naphthalen-1-yl)carbonyl]naphthalen-1-yl}(naphthalen-1-yl)methanone

Takehiro Tsumuki,Ryo Takeuchi,Hiroyuki Kawano,Noriyuki Yonezawa,Akiko Okamoto

doi:10.1107/s1600536813005710

Takehiro Tsumuki, Ryo Takeuchi + Show 3 more

Open Access

https://doi.org/10.1107/s1600536813005710

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Abstract

In the title compound, C36H28O4, the 1-naphthoyl groups at the 1- and 8-positions of the central 2,7-diethoxynaphthalene ring system are aligned almost antiparallel and make a dihedral angle of 76.59 (4)°. The dihedral angles between the central 2,7-diethoxynaphthalene ring system and the terminal naphthalene ring systems are 86.48 (4) and 83.97 (4)°. In the crystal, C—H⋯π interactions between the central naphthalene ring systems and the naphthoyl groups are observed along the a axis, with the molecules forming a columnar structure. The columns are linked into chains parallel to the b axis by C—H⋯O interactions.

Highlights

The dihedral angles between the central 2,7-diethoxynaphthalene ring system and the terminal naphthalene ring systems are 86.48 (4) and 83.97 (4)
C—H interactions between the central naphthalene ring systems and the naphthoyl groups are observed along the a axis, with the molecules forming a columnar structure
The columns are linked into chains parallel to the b axis by C—H O interactions

Summary

Data collection

R factor = 0.037; wR factor = 0.106; data-to-parameter ratio = 13.2. Cg4 and Cg6 are the centroids of the C16–C21 and C27–C32 rings, respectively. C36H28O4, the 1-naphthoyl groups at the 1- and 8-positions of the central 2,7-diethoxynaphthalene ring system are aligned almost antiparallel and make a dihedral angle of 76.59 (4). The dihedral angles between the central 2,7-diethoxynaphthalene ring system and the terminal naphthalene ring systems are 86.48 (4) and 83.97 (4). C—H interactions between the central naphthalene ring systems and the naphthoyl groups are observed along the a axis, with the molecules forming a columnar structure. The columns are linked into chains parallel to the b axis by C—H O interactions. Symmetry codes: (i) x þ 1; y; z; (ii) x þ 1; y þ 2; z þ 2; (iii) x; y þ 1; z þ 1;. Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: Il Milione (Burla et al, 2007); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97

Related literature

The authors express their gratitude to Professor Keiichi

Crystal data

Graphite monochromator

Special details