Bosentan monohydrate

Manpreet Kaur,Thomas Gerber,Richard Betz,Ray J Butcher,Amanda C Keeley,Jerry P Jasinski,H S Yathirajan

doi:10.1107/s1600536812048969

Abstract

In the title compound, C27H29N5O6S·H2O {systematic name: 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide monohydrate], the dihedral angle between the mean planes of the pyrimidine rings is 27.0 (1)°. The dihedral angle between the mean planes of the benzene rings is 47.7 (8)°, forming a U-shaped channel around the chain of twisted pyrimidine rings. The crystal packing is stabilized by O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds with a single water molecule, and weak O—H⋯N intermolecular interactions between the hydroxy group and one of the pyrimidine rings producing an two-dimensional supramolecular array in the bc plane. The title compound studied was a merohedral twin with the major component being approximately 57%.

Highlights

In the title compound, C27H29N5O6SH2O {systematic name: 4tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide monohydrate], the dihedral angle between the mean planes of the pyrimidine rings is 27.0 (1)
The title compound studied was a merohedral twin with the major component being approximately 57%
The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry

Summary

Bosentan monohydrate

Butcherd a Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore. 570 006, India, bDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA, cNelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PP Box 77000, Port Elizabeth 6031, South Africa, and dDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA. R factor = 0.055; wR factor = 0.163; data-to-parameter ratio = 25.6

Data collection

Related literature

Special details