Co-crystallization of 5-ferrocenylpyrimidine (FcPM) with various carboxylic acids and aromatic alcohols produces hydrogen-bonded supramolecular architectures. Thus, reaction of FcPM with compounds containing two hydrogen-bonding sites gives 2:1 co-crystals with discrete structures of the type [(FcPM)(2).D] [where D=succinic acid (1), hydroquinone (2), resorcinol (3) and 2,2'-thiodiglycolic acid (4)]. A complex with a chiral chain structure, [FcPM.{(R)-(+)-1,10-bi-2-naphthol}](n) (5), is obtained by the combination of FcPM with (R)(+)- 1,10-bi-2-naphthol. The binaphthol molecules form hydrogen-bonded helical chains, which carry ferrocene units as pendants. The combination of FcPM with trimesic acid and pyromellitic acid produces supramolecular complexes with tape structures, [FcPM.(trimesic acid)](n) (6) and [FcPM(2).(pyromellitic acid)](n) (7), respectively. The tape structure of 6 consists of repeating units of large hexagonal rings while that of 7 consists of rhomboidal rings. Combination of FcPM with phloroglucinol produces a layered structure complex, [FcPM.(phloroglucinol).2H(2)O](n) (8), exhibiting three-dimensional hydrogen bonding. In this complex, FcPM molecules link hydrogen-bonded sheets composed of phloroglucinol and water molecules. The dimensionality of the assembled structures is influenced by the number of hydrogen-bonding substituents on the donor molecules.
