MESOGENIC 4'-(4-HYDROXY-1-BUTOXY)BIPHENYL-4-CARBONITRILE AND NONMESOGENIC 4-(4'-CYANO-4-BIPHENYLOXY)-1-BUTYL ACRYLATE

(A) C17H17NO2, M(r) = 267.3, triclinic, P1BAR, a = 14.418 (6), b = 9.236 (4), c = 5.651 (3) angstrom, alpha = 89.91 (2), beta = 85.37 (2), gamma = 72.93 (2)-degrees, V = 716.8 angstrom 3, Z = 2, D(x) = 1.238 g cm-3, lambda(Mo K-alpha) = 0.71069 angstrom, mu = 0.46 cm-1, F(000) = 284, T = 295 K, final R = 0.0820 for 1942 unique reflections with F(o) > 3-sigma(F(o)). (B) C20H19NO3, M(r) = 321.4, triclinic, P1BAR, a = 12.978 (4), b = 9.941 (3), c = 6.971 (2) angstrom, alpha = 95.81 (1), beta = 100.63 (1), gamma = 102.62 (1)-degrees, V = 853.1 angstrom 3, Z = 2, D(x) = 1.251 g cm-3, lambda(Mo K-alpha) = 0.71069 angstrom, mu = 0.48 cm-1, F(000) = 340, T = 297 K, final R = 0.0472 for 2768 unique reflections with F(o) > 2-sigma(F(o)). Both compounds NC-phi"-phi'-O-C4H9-O-R [R = H (A), R = C(O)-CHCH2 (B)] crystallize in their long extended conformation. Dihedral angles in (A): phi"[C(2)-C(7)]/phi'[C8-C(13)] = -22.3, phi'/C4[C(14)-C(17)] = 10.6; in (B): phi"/phi' = -39.6, phi'/C4 = 58.9, C4/OC(O)C=C = 22.0-degrees. Hydrogen bonding between the alcohol and the cyano end groups [O(x + 1, y - 1, z + 2)...N = 2.890 (5) angstrom] leads to crystal packing as chains along [112BAR] for (A). In (B) chains along [103] are formed. No evidence for intermolecular interactions such as phenyl-cyano or phenyl-phenyl contacts is found in either compound.