N-(2-Chloro-4-methylphenyl)succinamic acid

Abstract

In the title compound, C11H12ClNO3, the N—C=O fragment is twisted from the plane of the attached benzene ring by 48.39 (12)°. The carb­oxy­lic acid group is involved in O—H⋯O hydrogen bonding, which links pairs of mol­ecules into centrosymmetric dimers. N—H⋯O hydrogen bonds link these dimers, related by translation along the a axis, into ribbons.

N-(3-Chloro-4-methylphenyl)succinamic acid

“…The asymmetric unit of the structure contains two independent molecules. The conformations of the N-H bonds in the amide segments are anti to the meta-chloro atoms in the benzene rings of both the molecules, in contrast to the syn conformation observed between the N-H bond and ortho-chloro atom in N-(2-Chloro-4-methylphenyl)-succinamic acid (I) (Chaithanya et al, 2012).…”

“…As part of our studies on the substituent effects on the structures and other aspects of N-(aryl)-amides (Gowda et al, 2000;Chaithanya et al, 2012), N-(aryl)-methanesulfonamides (Gowda et al, 2007), N-chloroarylsulfonamides (Gowda et al, 2003;Jyothi & Gowda, 2004) and N-bromoarylsulfonamides (Usha & Gowda, 2006), in the present work, the crystal structure of N-(3-Chloro-4-methylphenyl)succinamic acid has been determined ( Fig. 1).…”

“…For our studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Gowda et al (2000); Chaithanya et al (2012). For N-(aryl)-methanesulfonamides, see: Gowda et al (2007).…”

“…For N-(aryl)-methanesulfonamides, see: Gowda et al (2007). For N-chloroarylamides, see: Gowda et al (2003); Jyothi & Gowda (2004). For N-bromoarylsulfonamides, see: Usha & Gowda (2006).…”

N-(3-Chloro-4-methylphenyl)maleamic acid

“…For our studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Gowda et al (2000Gowda et al ( , 2003Gowda et al ( , 2007; Chaithanya et al (2012). For N-chloroarylamides, see: Jyothi & Gowda (2004).…”