4-Methyl-5-phenyl-1H-pyrazol-3-ol
- PMID: 21587918
- PMCID: PMC3006807
- DOI: 10.1107/S1600536810022828
4-Methyl-5-phenyl-1H-pyrazol-3-ol
Abstract
The title compound, C(10)H(10)N(2)O, crystallizes with two independent mol-ecules in the asymmetric unit, having closely comparable geometries. The dihedral angles between the 1H-pyrazole and benzene rings in the two mol-ecules are 39.57 (14) and 41.95 (13)°. The two mol-ecules are each connected to neighbouring mol-ecules by pairs of inter-molecular O-H⋯N hydrogen bonds, forming dimers with R(2) (2)(8) ring motifs. These dimers are further linked into R(4) (4)(10) ring motifs by inter-molecular N-H⋯O hydrogen bonds, forming chains along [101]. The crystal structure is further stabilized by a C-H⋯π inter-action.
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References
-
- Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.
-
- Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl.34, 1555–1573.
-
- Brogden, R. N. (1986). Pyrazolone Derivatives Drugs, 32, 60–70. - PubMed
-
- Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wiscosin, USA.
-
- Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst.19, 105–107.
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