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

• Published in: Crystal growth & design Vol. 5; no. 3; pp. 1135 - 1144
• Main Authors: Voogt, Jason N, Blanch, Harvey W
• Format: Journal Article
• Language: English
• Published: Washington,DC American Chemical Society 01.05.2005
• Subjects: Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds; Condensed matter: structure, mechanical and thermal properties; Cross-disciplinary physics: materials science; rheology; Exact sciences and technology; Growth from solutions; Materials science; Methods of crystal growth; physics of crystal growth; Organic compounds; Physics; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Temperature dependence; Stacking sequence; Porous materials; Sulfonates; Topology; Experimental study; Guanidinium compounds; Fatty acids; Organic solution; Monocrystals; Naphthalene; Hydrogen bonds; Orthorhombic lattices; Crystal growth from solutions; Organic compounds
• ISSN: 1528-7483; 1528-7505
• DOI: 10.1021/cg049636i

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.