Synthesis and crystal structure of 1,3-bis{[N,N-bis(2-hydroxyethyl)amino]methyl}-5-{[(4,6-dimethylpyridin-2-yl)amino]methyl}-2,4,6-triethylbenzene

Abstract

In the crystal structure of the title compound, C30H50N4O4, the two bis(hydroxyethyl)amino moieties and the 2,4-dimethylpyridinylamino unit of the molecule are located on one side of the central benzene ring, while the ethyl substituents are oriented in the opposite direction. The dihedral angle between the planes of the aromatic rings is 73.6 (1)°. The conformation of the molecule is stabilized by intramolecular O—H...O (1.86–2.12 Å) and C—H...N (2.40, 2.54 Å) hydrogen bonds. Dimers of inversion-related molecules represent the basic supramolecular entities of the crystal structure. They are further connected via O—H...O hydrogen bonding into undulating layers extending parallel to the crystallographic bc plane. Interlayer interaction is accomplished by weak C—H...π contacts.

Synthesis and crystal structures of two solvates of 1-{[2,6-bis(hydroxymethyl)-4-methylphenoxy]methyl}-3,5-bis{[(4,6-dimethylpyridin-2-yl)amino]methyl}-2,4,6-triethylbenzene

“…Similarly, chip calorimetry experiments were performed with one of our receptor compounds possessing [1-(hydroxymethyl)cyclopent-1-yl]amino moieties (Lerchner et al, 2022). Further compounds bearing hydroxy groups, whose crystal structures we have recently discussed (Stapf et al, 2020b(Stapf et al, , 2022, are currently being investigated for their ability to act as receptors for carbohydrates. In this article, we describe the crystal structures of the formamide monosolvate and the n-propanol/ H 2 O solvate/hydrate of compound 1 containing the 2,6-bis-(hydroxymethyl)-4-methylphenoxy moiety, which represents a new structural unit for the design of carbohydrate receptors.…”