Acta Crystallographica Section B

Structural Science

Volume 54, Part 3 (June 1998)

research papers

Acta Cryst. (1998). B54, 330-338 [ doi:10.1107/S010876819701495X ]

Crystal Engineering Using Tris-phenols. Cross-Linked, Pairwise-Interwoven Two-Dimensional Nets in the 2:1 Adduct of 1,1,1-Tris(4-hydroxyphenyl)ethane with 1,2-Diaminoethane

G. Ferguson, C. Glidewell, R. M. Gregson and P. R. Meehan

Abstract: In 1,1,1-tris(4-hydroxyphenyl)ethane-1,2-diaminoethane (2/1), [CH₃C(C₆H₄OH)₃]₂.H₂NCH₂CH₂NH₂ (1), triclinic, P1, with Z = 2, a = 10.9430 (12), b = 11.1075 (12), c = 15.249 (2) Å, [alpha] = 98.672 (15), [beta] = 96.312 (10), [gamma] = 98.377 (13)°, the tris-phenol units form continuous two-dimensional nets, built from pseudo-hexagonal rings, interwoven pairs of which are cross-linked by the 1,2-diaminoethane units. Each tris-phenol unit acts as a triple donor, forming two O-HO and one O-HN hydrogen bonds, and as a double acceptor in two O-HO hydrogen bonds: the diamine unit, in which the CH₂ groups are disordered over two sets of sites with site-occupation factors of 0.740 (5) and 0.260 (5), respectively, acts as a double acceptor only and the N-H bonds play no role in the hydrogen bonding. The OO distances in the O-HO hydrogen bonds are 2.642 (2), 2.690 (2), 2.810 (2) and 2.835 (2) Å, and the two independent ON distances are both 2.665 (3) Å. Adjacent bilayers are connected into a continuous three-dimensional array by C-HO hydrogen bonds, all having a CO distance of 3.468 (4) Å.