Acta Crystallographica Section C

Crystal Structure Communications

Volume 65, Part 4 (April 2009)

organic compounds

Acta Cryst. (2009). C65, o163-o166 [ doi:10.1107/S010827010900941X ]

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]propionic acid and the corresponding methyl ester

I. R. Kumarasinghe, V. J. Hruby and G. S. Nichol

Abstract: The synthesis of 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]propionic acid, C₁₉H₁₇ClN₂O₃, (I), and its corresponding methyl ester, methyl 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]propionate, C₂₀H₁₉ClN₂O₃, (II), is regiospecific. However, correct identification of the regioisomer formed by spectroscopic techniques is not trivial and single-crystal X-ray analysis provided the only means of unambiguous structure determination. Compound (I) crystallizes with Z' = 2. The propionic acid groups of the two crystallographically unique molecules form a hydrogen-bonded dimer, as is typical of carboxylic acid groups in the solid state. Conformational differences between the methoxybenzene and pyrazole rings give rise to two unique molecules. The structure of (II) features just one molecule in the asymmetric unit and the crystal packing makes greater use than (I) of weak C-HA interactions, despite the lack of any functional groups for classical hydrogen bonding.

Formula: C₁₉H₁₇ClN₂O₃ and C₂₀H₁₉ClN₂O₃


	Structure factor file (CIF format) (402.0 kbytes) [ doi:10.1107/S010827010900941X/sk3306Isup2.hkl ] Contains datablock I

	Structure factor file (CIF format) (213.3 kbytes) [ doi:10.1107/S010827010900941X/sk3306IIsup3.hkl ] Contains datablock II

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