Single crystal X-ray structures of a series of guanidinium alkane-and arenesulfonates C(NH2)3+RSO3-(R = (CH2)xCH3(x = 0-3), (lS)-(+)-10-camphor, benzene, 1-naphthalene, and 2-naphthalene) reveal self-assembly of the ions into unique two-dimensional hydrogen-bonded sheets directed by hydrogen bonds between the six guanidinium protons and the six lone electron pairs of the sulfonate oxygen atoms. The sheets assemble in the third dimension as either single layers or bilayers with interpenetrating R groups, depending upon the steric requirements of the R groups. The observed solid-state motifs demonstrate that guanidinium sulfonates represent a novel class of crystalline solids for the molecular-level design and synthesis of new electronic materials.
ASJC Scopus subject areas
- Colloid and Surface Chemistry