Ethyl 2-[ N -(2-formylphenyl)benzenesulfonamido]acetate

In the title compound, C24H19ClN2O3S, the sulfonyl-bound benzene ring forms dihedral angles of 38.1 (2) and 81.2 (1)°, respectively, with the formyl benzene and benzene rings. The molecular conformation is stabilized by a weak intramolecular C—H⋯O hydrogen bond, which generates an S(5) ring motif. The crystal packing is stabilized by C—H⋯O hydrogen bonds, which generate C(7) zigzag chains along [010] and R 3 3(19) ring motifs along [010]. The crystal packing is further stabilized by C—Cl⋯π interactions [Cl⋯centroid = 3.456 (2) Å and C—Cl⋯centroid = 173.4 (2)°].

Section: S1 Commentsupporting

confidence: 86%

(Z)-3-(4-Chlorophenyl)-2-{[N-(2-formylphenyl)-4-methylbenzenesulfonamido]methyl}prop-2-enenitrile

Madhanraj¹,

Murugavel²,

Kannan

et al. 2011

“…The dihedral angle between formyl phenyl and phenyl rings is 45.9 (1)°. The geometric parameters of the title molecule agrees well with those reported for similar structures (Ranjith et al, 2009;Aziz-ur-Rehman et al, 2010). Symmetry codes as given in Fig.…”

Section: Data Collectionsupporting

confidence: 83%

“…For background to the pharmacological uses of sulfonamides, see: Korolkovas (1988); Mandell & Sande (1992). For related structures, see: Ranjith et al (2009); Aziz-ur-Rehman et al (2010). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

Section: Related Literaturementioning

confidence: 99%

Methyl (Z)-2-{[N-(2-formylphenyl)-4-methylbenzenesulfonamido]methyl}-3-phenylprop-2-enoate

Madhanraj¹,

Murugavel²,

Kannan

et al. 2011

In the title compound, C25H23NO5S, the sulfonyl-bound benzene ring forms dihedral angles of 37.2 (1) and 67.0 (1)°, respectively, with the formylphenyl and phenyl rings. The molecular conformation is stabilized by an intramolecular C—H⋯π interaction. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, forming a two-dimensional network in the (110) plane in which R 4 4(38) ring motifs are generated.

“…The dihedral angle between formyl phenyl and phenyl rings is 47.6 (1)°. The geometric parameters agree well with those reported for similar structures (Ranjith et al, 2009;Madhanraj et al, 2011).…”

Section: Related Literaturesupporting

confidence: 88%

“…For background to the pharmacological uses of sulfonamides, see: Korolkovas et al (1988); Mandell & Sande (1992). For the antifilarial activity of sulfonamide derivatives, see: Radembino et al (1997); For related structures, see: Ranjith et al (2009); Madhanraj et al (2011). For the Thorpe-Ingold effect, see: Bassindale et al (1984).…”

Section: Related Literaturementioning

confidence: 99%

Crystal structure of methyl (2Z)-2-{[N-(2-formylphenyl)-4-methylbenzenesulfonamido]methyl}-3-(4-methoxyphenyl)prop-2-enoate

Trigunait¹,

Kannan²,

Bakthadoss³

et al. 2015

In the title compound, C26H25NO6S, the S atom shows a distorted tetrahedral geometry, with O—S—O [119.46 (9)°] and N—S—C [107.16 (7)°] angles deviating from ideal tetrahedral values, a fact attributed to the Thorpe–Ingold effect. The sulfonyl-bound phenyl ring forms dihedral angles of 41.1 (1) and 83.3 (1)°, respectively, with the formylphenyl and phenyl rings. The dihedral angle between formylphenyl and phenyl rings is 47.6 (1)°. The crystal packing features C—H⋯O hydrogen-bond interactions.