2,6-Diiodo-4-nitrophenol, 2,6-diiodo-4-nitrophenyl acetate and 2,6-diiodo-4-nitroanisole: interplay of hydrogen bonds, iodo-nitro interactions and aromatic pi-pi-stacking interactions to give supramolecular structures in one, two and three dimensions.
In 2,6-diiodo-4-nitrophenol, C(6)H(3)I(2)NO(3), the molecules are linked, by an O-H...O hydrogen bond and two iodo-nitro interactions, into sheets, which are further linked into a three-dimensional framework by aromatic pi-pi-stacking interactions. The molecules of 2,6-diiodo-4-nitrophenyl acetate, C(8)H(5)I(2)NO(4), lie across a mirror plane in space group Pnma, with the acetyl group on the mirror, and they are linked by a single iodo-nitro interaction to form isolated sheets. The molecules of 2,6-diiodo-4-nitroanisole, C(7)H(5)I(2)NO(3), are linked into isolated chains by a single two-centre iodo-nitro interaction.
Garden
Simon J
SJ
Instituto de Química, Departamento de Química Orgânica, Universidade Federal do Rio de Janeiro, 21945-970 Rio de Janeiro, RJ, Brazil.
da Cunha
Fernanda R
FR
Wardell
James L
JL
Skakle
Janet M S
JM
Low
John N
JN
Glidewell
Christopher
C