Temperature-Dependent Solvent Disruption of Guanidinium-1,5-Naphthalenedisulfonate Networks Yields a One-Dimensional Pore Structure

Crystallization of mixtures of the host compounds 1,5-naphthalenedisulfonate and guanidinium results
in a new three-component network structure in the presence of linear fatty acid esters. The formation of this new
topology is temperature-dependent and arises from the disruption of the basic guanidinium-sulfonate sheet structure
through the incorporation of the solvent 2-methoxyethanol within the host network. Examination of the high-temperature crystal phase, the fatty acid ester-free 2-methoxyethanol solvate, reveals that the GS sheet topography
of this network is directed by the hydrogen-bond interactions of the solvent and host. In the fatty acid ester inclusion
compound, which crystallizes at lower temperatures, the host−guest interaction is much more explicit, with each
2-methoxyethanol molecule participating in three hydrogen bonds, becoming the third component of the host structure.
The result of this new assembly is the creation of hydrophobically lined pores with an available cross-section area
of 4.1 × 4.7 Å2 within which the linear fatty acid ester guests are contained. Hydrophobic interactions and tight
host−guest packing provide an explanation for formation of the entropically unfavorable three-component host
network.