STRUCTURES OF THE SCHIFF-BASE LIGANDS 1-[(1-ADAMANTYLAMINO)METHYLENE]-2(1H)-NAPHTHALENONE (1) AND 1-[(2-ADAMANTYLAMINO)METHYLENE]-2(1H)-NAPHTHALENONE (2), AND THEIR CORRESPONDING COPPER(II) COMPLEXES

(1) C21H23NO, M(r) = 305.42, monoclinic, P2(1)/a, a = 10.904 (3), b = 11.690 (3), c = 13.666 (2) angstrom, beta = 111.72 (2)-degrees, V = 1618 (1) angstrom 3, Z = 4, D(x) = 1.25 g cm 3, lambda(Cu K-alpha) = 1.54178 angstrom, mu = 5.54 cm 1, F(000) = 656, T = 296 K, R = 0.049 for 1632 unique observed reflections [I > 3-sigma (I)]. (2) C21H23NO, M(r) = 305.42, monoclinic, P2(1)/c, a = 6.513 (2), b = 10.554 (3), c = 23.455 (6) angstrom, beta = 91.95(3)-degrees, V = 1611.1 (8) angstrom 3, Z = 4, D(x) = 1.26 g cm-3, lambda(Mo K-alpha) = 0.71069 angstrom, mu = 0.71 cm-1, F(000) = 656, T = 296 K, R = 0.058 for 1722 unique observed reflections [I > 3-sigma(I)]. (I) Bis{(1-adamantyl)[(2-oxo-1II-naphth-1-ylidene)methyl]aminato}-copper(II), [Cu(C21H22NO)2], M(r) = 672.38, monoclinic, P2(1)/a, a = 18.139 (4), b = 10.227 (3), c = 19.543 (5) angstrom, beta = 100.66 (2)-degrees, V = 3563 (3) angstrom 3, Z = 4, D(x) = 1.26 g cm3, lambda(Cu K-alpha) = 1.54178 angstrom, mu = 11.14 cm-1, F(000) = 1428, T = 296 K, R = 0.056 for 3381 unique observed reflections [I > 3-sigma(I)]-(II) Bis(2-adamantyl)[(2-oxo-1H-naphth-1-ylidene)-methyl]aminato}copper(II), [Cu(C21H22NO)2], M(r) = 672.38, triclinic, PlBAR, a - 11.854 (4), b = 13.688 (4), c = 10.530 (2) angstrom, alpha = 97.75 (2), beta = 100.66 (2), gamma = 104.80 (2)-degrees, V = 1616 (2) angstrom 3, Z = 2, D(x) = 1.34 g cm-3, lambda(Cu K-alpha) = 1.54178 angstrom, mu=12.26 12.26 cm-1, F(000) = 710, T = 296 K, R = 0.036 for 3498 unique observed reflections [I > 3-sigma(I)]. In the crystal state both ligands (1) and (2) are in the keto-amine tautomeric form. For the copper complexes (I) and (II), the geometry around the metal atom is distorted square planar, (I) being more distorted than (II). The angles between the chelate-ring planes in complexes (I) and (II) are 55.8 and 26.1-degrees, respectively.