A. Kakehi et al., STRUCTURES OF PYRAZOLO[1,5-ALPHA]PYRIDINE DERIVATIVES, Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 1998-2000
The pyrazolo[1,5-a]pyridine skeletons of 2-phenylpyrazolo [1 ,5-a]pyri
dine-3-carbonitrile, C14H9N3 (2a), and S-2-methylthiopyrazolo [1,5-a]p
yridin-3-yl p-chlorothiobenzoate, C15H11C1N2OS2 (2b), are planar [maxi
mum deviation 0.019 (3) Angstrom for (2a) and 0.011 (5) Angstrom for (
2b)]. The pyrazolo[1,5-a]pyridine skeleton of compound (2b), in which
the 2- and 3-substituents are bonded to the pyrazole ring by two long
C-S bonds, shows no significant distortion, while in (2a), with the 2-
phenyl and the 3-cyano groups, considerable changes are seen in the bo
nd angles resulting from the severe steric interaction accompanied by
the resonance effect between the pyrazolo[1,5-a]pyridine and the pheny
l group.