Crystal structure of 4-bromo- N-(propyl-carbamo-yl)benzene-sulfonamide

Mustafa Bookwala; Saloni Patel; Patrick T Flaherty; Peter L D Wildfong

doi:10.1107/S2056989022003723

Crystal structure of 4-bromo- N-(propyl-carbamo-yl)benzene-sulfonamide

Acta Crystallogr E Crystallogr Commun. 2022 Apr 7;78(Pt 5):485-489. doi: 10.1107/S2056989022003723. eCollection 2022 May 1.

Authors

Mustafa Bookwala¹, Saloni Patel¹, Patrick T Flaherty¹, Peter L D Wildfong¹

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Duquesne University, 600 Forbes Avenue, Pittsburgh, PA 15282, USA.

Abstract

The title compound, C₁₀H₁₃BrN₂O₃S, 1, contains a sulfonyl urea moiety, which possesses potential therapeutic functions (e.g., anti-diabetic and herbicidal). The geometry of 1 is similar to its closely related analogues, chlorpropamide and tolbutamide. This compound crystallizes in the monoclinic space group C2/c, having one mol-ecule in its asymmetric unit. The crystal structure of 1, recorded at 296 K, shows inter-molecular N-H⋯O and C-H⋯O-type infinite hydrogen-bonded chains involving the sulfonyl urea moiety. Hirshfeld surface analysis and the two-dimensional fingerprint plots confirmed hydrogen bonding as the dominant feature in the crystal packing.

Keywords: bromopropamide; crystal structure; single-crystal XRD; structural analogue.