T. Otsuka et al., HYDROGEN-BONDED ACID-BASE MOLECULAR-COMPLEXES OF NITRONYLNITROXIDES, Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals, 306, 1997, pp. 285-292
Intermolecular hydrogen-bonded complexes of p-nitronylnitroxide benzoi
c acid (p-NNBA-H) with m- and p-pyridylnitronylnitroxides (m-and p-PYN
N, respectively) were prepared. The m-PYNN . p-NNBA-H complex crystall
izes into the monoclinic P2(1)/c space group [a = 6.685(3) Angstrom, b
= 17.657(2) Angstrom, c = 22.169(1) Angstrom, beta = 92.90(1)degrees,
V = 261.3(1) Angstrom(3), Z = 4], while the crystal of p-PYNN. p-NNBA
H belongs to the monoclinic P2(1)/n space group [a=12.199(3) Angstrom
, b = 23.265(4) Angstrom, c = 9.522(2) Angstrom, beta = 101.84(2)degre
es, V = 2644.9(9) Angstrom(3), Z = 4]. In their crystals, there is an
intermolecular hydrogen bond between the nitrogen atom on the pyridyl
ring of PYNN and one of the oxygen atoms of the carboxyl group of p-NN
BA-H. The intermolecular N ... O distances are 2.642(5) Angstrom in m-
PYNN . p-NNBA-H and 2.613(6) Angstrom in p-PYNN . p-NNBA-H, indicating
rather intense hydrogen bonds. The magnetic properties of m-PYNN . p-
NNBA-H and p-PYNN . p-NNBA-H are well interpreted in terms of the sing
let-triplet model with 2J(AF)/k(B) = -16.0 K and the Curie-Weiss law w
ith theta = -0.68 K, respectively.