Open Access3‐[1‐(4‐Sulfamoylphenyl)‐5‐ p ‐tolyl‐1 H ‐pyrazol‐3‐yl]propanoic acid and 3‐[5‐(4‐bromophenyl)‐1‐(4‐sulfamoylphenyl)‐1 H ‐pyrazol‐3‐yl]propanoic acid–dichloromethane–diethyl ether–water (2/0.72/1/1)
Author(s) -
Kumarasinghe Isuru R.,
Hruby Victor J.,
Nichol Gary S.
Publication year - 2009
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s010827010901676x
Subject(s) - propanoic acid , chemistry , crystal structure , molecule , structural isomer , stereochemistry , hydrogen bond , ether , diethyl ether , derivative (finance) , medicinal chemistry , crystallography , organic chemistry , financial economics , economics
The syntheses of 3‐[1‐(4‐sulfamoylphenyl)‐5‐ p ‐tolyl‐1 H ‐pyrazol‐3‐yl]propanoic acid, C 19 H 19 N 3 O 4 S, (I), and 3‐[5‐(4‐bromophenyl)‐1‐(4‐sulfamoylphenyl)‐1 H ‐pyrazol‐3‐yl]propanoic acid–dichloromethane–diethyl ether–water (2/0.72/1/1), 2C 18 H 16 BrN 3 O 4 S·0.72CH 2 Cl 2 ·C 4 H 10 O·H 2 O, (II), are regiospecific. However, correct identification by spectroscopic techniques of the regioisomer formed is not trivial and single‐crystal X‐ray analysis provided the only means of unambiguous structure determination. Both structures make extensive use of hydrogen bonding and while compound (I) forms a straightforward unsolvated Z ′ = 1 structure, compound (II) crystallizes as an unusual mixed solvate, with two crystallographically unique molecules of the pyrazole derivative present in the asymmetric unit. The structure of (II) also features Br...Br interactions.