title: (E)-Ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate: a natural polymorph extracted from Aristotelia chilensis (Maqui).
abstract: The natural title compound, C11H12O4, extracted from the Chilean native tree Aristotelia chilensis (Maqui), is a polymorph of the synthetic E form reported by Xia, Hu & Rao [Acta Cryst. (2004), E60, o913-o914]. Both rotational conformers are identical from a metrical point of view, and only differ in the orientation of the 3,4-dihydroxyphenyl ring with respect to the rest of the molecule, which leads to completely different crystal structure arrangements and packing efficiencies. The reasons behind both reside in the different hydrogen-bonding interactions.
authors.affiliation: Laboratorio de Química de Productos Naturales, Facultad de Ciencias Naturales y Oceanográficas, Universidad de Concepción, Casilla 160-C, Concepción, Chile. cpaz@udec.cl
authors.forename: Cristian
authors.initials: C
authors.lastname: Paz
authors.forename: Yanko
authors.initials: Y
authors.lastname: Moreno
authors.forename: José
authors.initials: J
authors.lastname: Becerra
authors.forename: Mario
authors.initials: M
authors.lastname: Silva
authors.forename: Viviana
authors.initials: V
authors.lastname: Burgos
authors.forename: Eleonora
authors.initials: E
authors.lastname: Freire
authors.forename: Ricardo
authors.initials: R
authors.lastname: Baggio
mesh_terms: D018360:Crystallography, X-Ray; D045467:Elaeocarpaceae / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010666:Phenylpropionates / Q000138:chemical synthesis / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry*
chemical_list: C584209:(E)-ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate; D010666:Phenylpropionates