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

Acta Crystallographica Section E: Crystallographic Communications

Korobkov, I.¹  Viger-Gravel, J.¹  Bryce, D.L.¹ 

[1] Department of Chemistry, University of Ottawa, D'Iorio Hall, 10 Marie Curie Private, Ottawa, Ontario, K1N 6N5, Canada

关键词: CRYSTAL STRUCTURE;    HALOGEN BOND;    NON-COVALENT INTERACTIONS;    SHORT CONTACTS;   

DOI  :  10.1107/S205698901500732X

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

Equimolar qu­anti­ties of tetra­ethyl­ammonium chloride (Et4NCl) and 3,4,5,6-tetra­fluoro-1,2-di­iodo­benzene (o-DITFB or o-C6F4I2) 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), Et4N+·Cl−·2C6F4I2, in the form of translucent needles. [(Et4NCl)(o-C6F4I2)2] packs in the C2/c space group. The asymmetric unit includes one mol­ecule of DITFB, one Et4N+ 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 Et4N+ 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)°].

【 授权许可】

CC BY