106840-68-0Relevant articles and documents
Isomeric N-(iodophenyl)nitrophthalimides: Interplay of C - H...O hydrogen bonds, iodo...nitro and iodo...carbonyl interactions, and aromatic π...π stacking interactions
Glidewell, Christopher,Low, John N.,Skakle, Janet M.S.,Wardell, Solange M.S.V.,Wardell, James L.
, p. 227 - 237 (2005)
The six isomeric N-(iodophenyl)nitrophthalimides, C14H 7IN2O4, have been synthesized and the structures of five of them are reported. In N-(4-iodophenyl)-4-nitrophthalimide [(I), orthorhombic P212121] the molecules are linked into sheets by a combination of four independent C - H...O hydrogen bonds, but I...O interactions are absent. The isomers N-(3-iodophenyl)-4- nitrophthalimide [(II), monoclinic P21/c] and N-(2-iodophenyl)-4- nitrophthalimide [(III), monoclinic P21/n] both form sheets, but in (II) the molecules are linked by a combination of one two-centre iodo...nitro interaction and one C - H...O hydrogen bond into sheets containing R44(30) rings, while in (III) they are linked by an iodo...carbonyl interaction and a C - H...O hydrogen bond into sheets or R44(26) rings. Three-dimensional supramolecular structures are formed in both N-(4-iodophenyl)-3-nitrophthalimide [(IV), monoclinic P21/n] and N-(3-iodophenyl)-3-nitrophthalimide [(V), orthorhombic, P212121]. In (IV) the molecules are linked by a three-centre iodo...nitro interaction, three C - H...O hydrogen bonds and an aromatic π...π stacking interaction, but the framework in (V) is generated by a two-centre iodo...nitro interaction and only two C - H...O hydrogen bonds: aromatic π...π stacking interactions are absent from (V).
