In situ X-ray observation of pedal-like conformational change and dimerization of trans-cinnamamide in cocrystals with phthalic acid

Shigeru Ohba, H. Hosomi, Y. Ito

Research output: Contribution to journalArticle

107 Citations (Scopus)

Abstract

In the crystals of phthalic acid trans-cinnamamide (1:2), two molecules of cinnamamide are connected with phthalic acid via a hydrogen bond to form a three-component assembly. The C=C double bonds of two cinnamamides take a criss-crossed arrangement with a center-to-center distance of 4.252(3) Å and with a twist angle of 97.1(4)°. After a partial single-crystal-to-single-crystal transformation, X-ray analysis revealed the β-type photodimer of cinnamamide in the assembly at 13.2(3)% conversion. This suggests that the pedal-like conformational change occurred for one of the cinnamamide molecules and the C=C bond of the other cinnamamide moved approximately parallel to form a cyclobutane ring.

Original languageEnglish
Pages (from-to)6349-6352
Number of pages4
JournalJournal of the American Chemical Society
Volume123
Issue number26
DOIs
Publication statusPublished - 2001

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Dimerization
Foot
Observation
X-Rays
Single crystals
X rays
Molecules
Acids
X ray analysis
Hydrogen bonds
Crystals
Cyclobutanes
phthalic acid
cinnamamide
Hydrogen

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

In situ X-ray observation of pedal-like conformational change and dimerization of trans-cinnamamide in cocrystals with phthalic acid. / Ohba, Shigeru; Hosomi, H.; Ito, Y.

In: Journal of the American Chemical Society, Vol. 123, No. 26, 2001, p. 6349-6352.

Research output: Contribution to journalArticle

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