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Crystal structure of 3-[4-(1-methyl-eth-yl)phen-yl]-1-(naphthalen-2-yl)prop-2-en-1-one.


ABSTRACT: The title compound, C22H20O, was synthesized by reacting 4-iso-propyl-benzaldehyde with 2-acetonaphtone by aldolic condensation under Claisen-Schmidt conditions. The mol-ecule consists of a naphthalene group and a benzene ring with a pendant isopropyl moiety, both rings bound by a propenone linker. The naphthalene ring system is almost planar [maximum deviation from the least-squares plane = 0.026?(10)?Å] and subtends a dihedral angle of 52.31?(4)° with the benzene ring. The propenone linker, in turn, deviates slightly more from planarity [maximum deviation = 0.125?(18)?Å] and has its least-squares plane oriented midway the former two, at 25.62?(6) and 28.02?(5)° from the naphthalene ring system and the benzene ring, respectively. Finally, the isopropyl group presents its CC2 plane almost perpendicular to the benzene ring, at 85.30?(4)°. No significant hydrogen bonding or ?-? stacking inter-actions are found in the crystal structure.

SUBMITTER: Assia S 

PROVIDER: S-EPMC4186083 | biostudies-other | 2014 Sep

REPOSITORIES: biostudies-other

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Crystal structure of 3-[4-(1-methyl-eth-yl)phen-yl]-1-(naphthalen-2-yl)prop-2-en-1-one.

Assia Sid S   Amel Messai M   Nouara Ziani Z   Mahieddine Mokhtari M   Kaddour Lamara L  

Acta crystallographica. Section E, Structure reports online 20140816 Pt 9


The title compound, C22H20O, was synthesized by reacting 4-iso-propyl-benzaldehyde with 2-acetonaphtone by aldolic condensation under Claisen-Schmidt conditions. The mol-ecule consists of a naphthalene group and a benzene ring with a pendant isopropyl moiety, both rings bound by a propenone linker. The naphthalene ring system is almost planar [maximum deviation from the least-squares plane = 0.026 (10) Å] and subtends a dihedral angle of 52.31 (4)° with the benzene ring. The propenone linker, in  ...[more]

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