1,1'-Diethyl-4,4'-bipyridine-1,1'-diium bis(1,1,3,3-tetracyano-2-ethoxypropenide): multiple C-H...N hydrogen bonds form a complex sheet structure

Acta Crystallogr C Struct Chem. 2014 Mar;70(Pt 3):338-41. doi: 10.1107/S2053229614004379. Epub 2014 Feb 28.

Abstract

In the title salt, C14H18N2(2+) · 2C9H5N4O(-), the 1,1'-diethyl-4,4'-bipyridine-1,1'-diium dication lies across a centre of inversion in the space group P21/c. In the 1,1,3,3-tetracyano-2-ethoxypropenide anion, the two independent -C(CN)2 units are rotated, in conrotatory fashion, out of the plane of the central propenide unit, making dihedral angles with the central unit of 16.0(2) and 23.0(2)°. The ionic components are linked by C-H...N hydrogen bonds to form a complex sheet structure, within which each cation acts as a sixfold donor of hydrogen bonds and each anion acts as a threefold acceptor of hydrogen bonds.

Keywords: 1,1,3,3-tetracyano-2-ethoxypropenide; 4,4′-bipyridine-1,1′-diium; crystal structure; hydrogen-bonded sheets; polynitrile anions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemistry*
  • Cations / chemistry*
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Molecular Structure
  • Nitriles / chemistry*
  • Pyridines / chemistry*

Substances

  • 1,1'-diethyl-4,4'-bipyridine-1,1'-diium bis(1,1,3,3-tetracyano-2-ethoxypropenide)
  • Anions
  • Cations
  • Nitriles
  • Pyridines