Polarized molecular–electronic structures and supramolecular aggregation in 1-(6-amino-1,3-benzodioxol-5-yl)-3-arylprop-2-en-1-ones

Autor: Manuel Nogueras, Rodrigo Abonia, Justo Cobo, Paola Cuervo, John N. Low, Christopher Glidewell
Rok vydání: 2004
Předmět:
Zdroj: Acta Crystallographica Section C Crystal Structure Communications. 60:o744-o750
ISSN: 0108-2701
Popis: Molecules of 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methyl­phenyl)­prop-2-en-1-one, C17H15NO3, (I), 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-methoxy­phenyl)­prop-2-en-1-one, C17H15NO4, (II), and 1-(6-amino-1,3-benzodioxol-5-yl)-3-[4-(tri­fluoro­methyl)­phenyl]­prop-2-en-1-one, C17H12F3NO3, (III), all contain an intramolecular N—H⋯O hydrogen bond and all exhibit polarized molecular–electronic structures. The mol­ecules of (I) are linked into simple sheets, generated by translation, by means of one N—H⋯O and one C—H⋯π(arene) hydrogen bond. Compound (II) crystallizes as two concomitant polymorphs, viz. (IIa), with Z′ = 1 in P21/c, and (IIb), with Z′ = 2 in P\overline 1. In (IIa), intra- and intermolecular N—H⋯O hydrogen bonds generate a helical chain of rings, and these chains are linked into sheets by simple helical chains built from a C—H⋯π(arene) hydrogen bond, while in (IIb), the mol­ecules are linked into simple chains by a C—H⋯O hydrogen bond. In (III), where Z′ = 2, each type of mol­ecule forms a simple N—H⋯O hydrogen-bonded chain generated by translation and the two types of chain are linked by a single π–π stacking interaction.
Databáze: OpenAIRE