title: Supramolecular structures of three isomeric (E,E)-1-(2-iodophenyl)-4-(nitrophenyl)-2,3-diaza-1,3-butadienes: changes in intermolecular interactions consequent upon changes of substituent location.
abstract: The supramolecular structures of the three isomeric (E,E)-1-(2-iodophenyl)-4-(2/3/4-nitrophenyl)-2,3-diaza-1,3-butadienes, C14H10IN3O2, are compared. In the 2-nitro isomer, the molecules are disordered across centres of inversion in space group C2/c and are linked into chains by a two-centre iodo-nitro interaction. The molecules of the 3-nitro isomer are linked into a three-dimensional framework by a combination of C-H...O and C-H...I hydrogen bonds and aromatic pi-pi stacking interactions, while molecules of the 4-nitro isomer are linked into sheets by a C-H...O hydrogen bond and a two-centre iodo-nitro interaction.
authors.affiliation: School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
authors.forename: John N
authors.initials: JN
authors.lastname: Low
authors.forename: Janet M S
authors.initials: JM
authors.lastname: Skakle
authors.forename: James L
authors.initials: JL
authors.lastname: Wardell