Issue 1, 1975

Structure refinement and molecular packing of p-chloro-trans-cinnamic acid and β-(p-chlorophenyl)propionic acid

Abstract

The crystal structures of p-chloro-trans-cinnamic acid (I) and β-(p-chlorophenyl) propionic acid (II) have been determined from X-ray diffractometer data. Both molecules are approximately planar and the crystal packing is similar when viewed down the b axis. Crystals of both compouns are monoclinic, space group P21/a, with Z= 4 in a unit cell of dimensions; for (I): a= 32·813(9), b= 3·890(1), c= 6·538(1)Å, β= 95·94(2)°: and for (II): a= 30·024(6), b= 5·071(1), c= 5·728(1)Å, β= 98·70(1)°. The structures were refined by full-matrix least-squares to R0·059 [(I), 1160 observed reflections] and 0·052 [(II), 1372 observed reflections]. The cinnamic acid crystallizes in the β-form with head-to-head packing so that the ethylenic bonds lie near each other, thus explaining why a photo-dimerization to a β-truxinic acid can occur. There is disorder of the carboxy hydrogen atom in (I) but it is localized in (II).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1975, 68-74

Structure refinement and molecular packing of p-chloro-trans-cinnamic acid and β-(p-chlorophenyl)propionic acid

J. P. Glusker, D. E. Zacharias and H. L. Carrell, J. Chem. Soc., Perkin Trans. 2, 1975, 68 DOI: 10.1039/P29750000068

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