2010
DOI: 10.1107/s1600536810016119
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2-(4-Acetamidobenzenesulfonamido)-3-methylbutanoic acid

Abstract: In the title compound, C13H18N2O5S, the benzene ring and the acetamide group are almost coplanar [dihedral angle = 5.6 (3)°], and the amine group projects almost vertically from this plane [C—C—S—N = −84.5 (7)°]. A short intra­molecular C—H⋯O contact occurs. In the crystal, O—H⋯O, N—H⋯O and N—H⋯(O,O) hydrogen bonds lead to a three-dimensional network. One of the methyl groups of the isopropyl residue is disordered over two orientations in a 0.747 (16):0.253 (16) ratio.

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Cited by 13 publications
(22 citation statements)
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“…In the title compound (I), the geometric pararameters are similar with the reported similar structures (Khan et al, 2010;Sharif et al, 2010). The S atom of the title molecule has a distorted tetrahedral geometry, with S1-O1 = 1.4210 (15), S1…”
Section: Data Collectionsupporting
confidence: 83%
See 1 more Smart Citation
“…In the title compound (I), the geometric pararameters are similar with the reported similar structures (Khan et al, 2010;Sharif et al, 2010). The S atom of the title molecule has a distorted tetrahedral geometry, with S1-O1 = 1.4210 (15), S1…”
Section: Data Collectionsupporting
confidence: 83%
“…For the biological activity of sulfonamide derivatives, see: Chumakov et al (2006); Kremer et al (2006). For related structures, see: Khan et al (2010); Sharif et al (2010).…”
Section: Related Literaturementioning
confidence: 99%
“…In continuation of our structural studies of sulfonamides (Khan et al, 2011;Sharif et al, 2010) of the interest owing to their potential as biologically active molecules (Korolkovas, 1988;Mandell & Sande, 1992), herein, we report the crystal structure of the title compound, (I).…”
Section: S1 Commentmentioning
confidence: 99%
“…For background to the pharmacological uses of sulfonamides, see: Korolkovas (1988); Mandell & Sande (1992). For related structures, see: Sharif et al (2010); Khan et al (2010).…”
Section: Related Literaturementioning
confidence: 99%
“…As part of on-going structural studies of sulfonamides (Sharif et al, 2010;Khan et al, 2010), the crystal structure of the title compound, (I), is described. Interest in these derivatives relate to their wide use in the treatment of certain infections caused by Gram-positive and Gram-negative microorganisms, some fungi, and certain protozoa (Korolkovas, 1988;Mandell & Sande, 1992).…”
Section: S1 Commentmentioning
confidence: 99%