N-(4-Nitrophenyl)methanesulfonamide

Abstract

The structure of the title compound (4NPMSA), C7H8N2O4S, closely resembles those of N‐phenylmethanesulfonamide (PMSA) and N‐(3‐nitrophenyl)methanesulfonamide (4NPMSA), with slightly different geometric parameters. The substitution of a nitro group at the para position of PMSA does not change the space group, unlike the case of meta substitution (3NPMSA), where it changes from monoclinic P21/c to triclinic P [Gowda, Foro & Fuess (2007c). Acta Cryst. E63, o2337]. The N—H H atom and the methylsulfonyl group are trans to one another across the plane of the benzene ring. Thus, the amide H atom is available to a receptor molecule during biological activity. An N—H...O hydrogen bond links the molecules into centrosymmetric dimers.

N-(2,4-Dichlorophenyl)-4-methylbenzenesulfonamide

“…The hydrogen bonding preferences of sulfonamides have been investigated (Adsmond & Grant, 2001). As part of our work on the substituent effects on the structures and other aspects of N-(aryl)-amides (Arjunan et al, 2004;Gowda et al, 2000Gowda et al, , 2006, N-(aryl)-methanesulfonamides (Gowda et al, 2007) and N-(aryl)-arylsulfonamides (Shakuntala et al, 2010), in the present work, the crystal structure of N-(2,4-dichlorophenyl)-4-methylbenzenesulfonamide (I) has been determined ( Fig. 1).…”

“…For hydrogen-bonding modes of sulfonamides, see: Adsmond & Grant (2001). For studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Arjunan et al (2004); Gowda et al (2000Gowda et al ( , 2006, on N-(aryl)methanesulfonamides, see: Gowda et al (2007) and on N-(aryl)-arylsulfonamides, see: Gelbrich et al (2007); Perlovich et al (2006); Shakuntala et al (2010). For the preparation of the title compound, see: Shetty & Gowda (2005) Experimental Crystal data C 13 H 11 Cl 2 NO 2 S M r = 316.19 Monoclinic, P2 1 =c a = 11.385 (1) Å b = 11.959 (1) Å c = 11.428 (1) Å = 112.87 (2) V = 1433.6 (2) Å 3 Z = 4 Mo K radiation = 0.59 mm À1 T = 293 K 0.44 Â 0.38 Â 0.28 mm…”

2,4-Dichloro-N-(3,5-dimethylphenyl)benzenesulfonamide

“…The hydrogen bonding preferences of sulfonamides have also been investigated (Adsmond & Grant, 2001). As part of our studies on the substituent effects on the structures and other aspects of N-(aryl)-amides , N-(aryl)-methanesulfonamides (Gowda et al, 2007) and N-(aryl)-arylsulfonamides (Gowda & Kumar, 2003;Rodrigues et al, 2011), in the present work, the crystal structure of 2,4-dichloro-N-(3,5-dimethylphenyl)-benzenesulfonamide (I) has been determined ( Fig. 1).…”

“…For hydrogen-bonding modes of sulfonamides, see: Adsmond & Grant (2001). For our studies on the effects of substituents on the structures and other aspects of N-(aryl)amides, see: , on N-(aryl)-methanesulfonamides, see: Gowda et al (2007) and on N-(aryl)-arylsulfonamides, see: Gelbrich et al (2007); Perlovich et al (2006); Gowda & Kumar (2003); Rodrigues et al (2011).…”

4-Chloro-N-(2,3-dichlorophenyl)-2-methylbenzenesulfonamide

“…For studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Gowda et al (2000). For N-(aryl)methanesulfonamides, see: Gowda et al (2007). For N-(aryl)arylsulfonamides, see: Gelbrich et al (2007); Perlovich et al (2006); Rodrigues et al (2011); Shetty & Gowda (2005).…”