Date Published: June 01, 2010
Publisher: International Union of Crystallography
Author(s): Tara Shahani, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, S. Sarveswari.
In the title compound, C14H18N2O3S, the 1H-pyrazole ring is approximately planar, with a maximum deviation of 0.005 (1) Å. The dihedral angle formed between the 1H-pyrazole and phenyl rings is 79.09 (5)°. Pairs of intermolecular N—H⋯O and O⋯H⋯N hydrogen bonds form dimers between neighboring molecules, generating R22(10) ring motifs. These dimers are further linked by intermolecular N—H⋯O and O—H⋯N hydrogen bonds into two-dimensional arrays parallel to the ac plane. The crystal structure is also stabilized by C—H⋯π interactions.
For background to the biological activity of 3-ethyl-4-methyl-1H-pyrazol-5-ol, see: Brogden (1986 ▶); Gursoy et al. (2000 ▶); Ragavan et al. (2009 ▶, 2010 ▶); Watanabe et al. (1984 ▶); Kawai et al. (1997 ▶); Wu et al. (2002 ▶). For related structures, see: Shahani et al. (2009 ▶, 2010a ▶,b ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For reference bond-length data, see: Allen et al. (1987 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).