Crystal structure of tetra­ethyl­ammonium chloride 3,4,5,6-tetra­fluoro-1,2-di­iodo­benzene

Equimolar qu­anti­ties of tetra­ethyl­ammonium chloride (Et(4)NCl) and 3,4,5,6-tetra­fluoro-1,2-di­iodo­benzene (o-DITFB or o-C(6)F(4)I(2)) have been co-crystallized in a solution of di­chloro­methane yielding a pure halogen-bonded compound, 3,4,5,6-tetra­fluoro-1,2-di­iodo­benzene–tetra­ethyl ammonium chloride (2/1), Et(4)N(+)·Cl(−)·2C(6)F(4)I(2), in the form of translucent needles. [(Et(4)NCl)(o-C(6)F(4)I(2))(2)] packs in the C2/c space group. The asymmetric unit includes one mol­ecule of DITFB, one Et(4)N(+) cation located on a twofold rotation axis, and one chloride anion also located on a twofold rotation symmetry axis. This compound has an inter­esting halogen-bonding environment surrounding the halide. Here, the chloride anion acts as a tetra­dentate halogen bond acceptor and forms a distorted square-pyramidal geometry, with I⋯Cl(−)⋯I angles of 80.891 (6) and 78.811 (11)°, where two crystallographically distinct iodine atoms form halogen bonds with the chloride anion. Resulting from that square-pyramidal geometry are short contacts between some of the adjacent F atoms. Along the b axis, the halogen-bonding inter­action results in a polymeric network, producing a sheet in which the two closest chloride ions are 7.8931 (6) Å apart. The Et(4)N(+) cation alternates in columns with the halide ion. The expected short contacts (shorter than the sum of their van der Waals radii) are observed for the halogen bonds [3.2191 (2) and 3.2968 (2) Å], as well as almost linear angles [170.953 (6) and 173.529 (6)°].