title: Triclinic and orthorhombic polymorphs of 2-iodo-4-nitroaniline: interplay of hydrogen bonds, nitro...I interactions and aromatic pi-pi-stacking interactions.
abstract: In the triclinic polymorph of 2-iodo-4-nitroaniline, C(6)H(5)IN(2)O(2), space group P-1, the molecules are linked by paired N-H...O hydrogen bonds into C(8)[R(2)(2)(6)] chains of rings. These chains are linked into sheets by nitro...I interactions, and the sheets are pairwise linked by aromatic pi-pi-stacking interactions. In the orthorhombic polymorph, space group Pbca, the molecules are linked by single N-H...O hydrogen bonds into spiral C(8) chains; the chains are linked by nitro...O interactions into sheets, each of which is linked to its two immediate neighbours by aromatic pi-pi-stacking interactions, so producing a continuous three-dimensional structure.
authors.affiliation: Department of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen AB24 3UE, Scotland.
authors.forename: S A
authors.initials: SA
authors.lastname: McWilliam
authors.forename: J M
authors.initials: JM
authors.lastname: Skakle
authors.forename: J N
authors.initials: JN
authors.lastname: Low
authors.forename: J L
authors.initials: JL
authors.lastname: Wardell
authors.forename: S J
authors.initials: SJ
authors.lastname: Garden
authors.forename: A C
authors.initials: AC
authors.lastname: Pinto
authors.forename: J C
authors.initials: JC
authors.lastname: Torres
authors.forename: C
authors.initials: C
authors.lastname: Glidewell
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: C435288:2-iodo-4-nitroaniline; D000814:Aniline Compounds