Formation of one-dimensional chains, two-dimensional bilayers and a three-dimensional diamondoid architecture in hydrogen-bonded adducts of 4,4′-biphenol with 1,4-diazabicyclo[2.2.2]octane and 1,2-diaminoethane

In 4,4'-biphenol-1,4-diazabicyclo[2.2.2]oct (1/1), C12H10O2 .C6H12N2 (1), monoclinic, C2/c, a = 12.1510(9), b = 6.3202(4), c = 21.051(2)Angstrom, beta = 98.875 (10)degrees with Z = 4, the biphenol units lie across twofold rotation axes and the diamine units are disordered across centres of inversion. The molecular components are linked by means of O-H ... N hydrogen bonds into zigzag chains with graph set C-2(2)(16) running parallel to the [201] direction; the chains are not coiled and there are no interactions between neighbouring chains. In 4,4'-biphenol-1,2-diamino-ethane-methanol (2/1/1), (C12H10O2)(2 .)C2H8N2 .CH4O (2), triclinic, P (1) over bar, a = 9.4592 (7), b = 10.6311(10), c 12.2085 (14) Angstrom, alpha = 91.812(9), beta = 93.091(6), gamma = 90.652(6)degrees with Z = 2, there are seven independent hydrogen bonds of O-H ... O, O-H ... N and N-H ... O types and each oxygen and each nitrogen acts as a single donor and single acceptor of hydrogen bonds. The four independent components are linked by means of O-H ... O and O-H ... N hydrogen bonds into a linear aggregate, and further O-H ... N and O-H ... O hydrogen bonds generate chains in the [011] direction containing alternating biphenol and diamine units, and in the [021] direction containing methanol and pairs of biphenol molecules. These two types of chain intersect to form a continuous two-dimensional net, graph set R-10(10)(62), with biphenol molecules at the nodes: pairs of these nets are linked into bilayers by N-H ... O hydrogen bonds, but the nets are not interwoven. In 4,4'-biphenol-1,2-diaminoethane (1/1), C12H10O2 .-C2H8N2 (3), monoclinic, P2(1)/a, a = 8.2121(5), b= 5.3401 (3), c = 14.6014 (9) Angstrom, beta= 99.962 (7)degrees with Z = 2, each of the components lies across a centre of inversion. The O atoms act as single donors and double accepters of hydrogen bonds and the N atoms as double donors and single accepters, so that both oxygen and nitrogen are effectively four-coordinate; all the hydrogen bonds are of O-H ... N or N-H ... O type. Chains built from N-H ... O and O-H ... N hydrogen bonds run parallel to [100] and [010] and the intersection of these gives two-dimensional nets built from R-6(6)(12) rings: these nets are linked by the -C6H4C6H4- and -CH2CH2-spacer units into a continuous three-dimensional diamondoid structure.