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Updated: May 26, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
N,N',N''-Tricyclo-hexyl-guanidinium iodide
Abstract:
In the title compound, C(19)H(36)N(3) (+)·I(-), the orientation of the cyclo-hexyl rings around the planar (sum of N-C-N angles = 360°) CN(3) (+) unit produces steric hindrance around the N-H groups. As a consequence of this particular orientation of the tricyclo-hexyl-guanidinium cation (hereafter denoted CHGH(+)), hydrogen bonding is restricted to classical N-H⋯I and non-clasical (cyclo-hex-yl)C-H⋯I hydrogen bonds. The propeller CHGH(+) cation and the oriented hydrogen-bonding interactions lead to a three-dimensional supra-molecular structure.
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The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.

