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A chiral photochromic Schiff base: (R)-4-bromo-2-[(1-phenyl­ethyl)imino­meth­yl]phenol

✍ Scribed by Akitsu, Takashiro ;Einaga, Yasuaki

Publisher
International Union of Crystallography
Year
2006
Tongue
English
Weight
101 KB
Volume
62
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title chiral photochromic Schiff base compound, C 15 H 14 BrNO, was synthesized from (R)-1-phenylethylamine and 5-bromosalicylaldehyde. The molecule is the phenolimine tautomer, the C N and N-C bond distances being 1.261 ( 7) and 1.482 (7) A ˚, respectively. There is an intramolecular O-HÁ Á ÁN hydrogen bond with an OÁ Á ÁN distance of 2.593 (7) A ˚.

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(R)-2,2′-Di­methoxy-3,3′-bis{[(1S)-1-phe
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Single-crystal X-ray study T = 294 K Mean '(C±C) = 0.005 A Ê R factor = 0.049 wR factor = 0.118 Data-to-parameter ratio = 10.7 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.

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The title compound, C 27 H 34 ClNO, was synthesized by a direct condensation reaction. The molecule has three chiral centres, which exhibit R, S and R absolute configurations, respectively. Two six-membered rings with different conformations coexist in the structure and they form a trans ring juncti