title: 1-(2-[4-[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiol-3-ylcarbonyl]phenoxy]ethyl)piperidinium chloride.
abstract: The title compound, raloxifene hydrochloride, C(28)H(28)NO(4)S(+).-Cl(-), belongs to the benzothiophene class of antiosteoporotic drugs. In the molecular cation, the 2-phenol ring sustains a dihedral angle of 45.3 (1) degrees relative to the benzo[b]thiophene system. The benzo[b]thiophene and phenyl ring planes are twisted with respect to the carbonyl plane, with the smallest twist component occurring between the phenyl and carbonyl planes. The N atom bears the positive charge in the molecular cation and the piperidine ring adopts an almost perfect chair conformation. The Cl(-) anion is involved in the formation of N-H...Cl and O-H...Cl intermolecular hydrogen bonds, which lead to the formation of a layer of molecular cations.
authors.affiliation: Departamento de Física, Comisión Nacional de Energía Atómica, Av. del Libertador 8250, (1429) Buenos Aires, Argentina. vega@cnea.gov.ar
authors.forename: D
authors.initials: D
authors.lastname: Vega
authors.forename: D
authors.initials: D
authors.lastname: Fernández
authors.forename: J A
authors.initials: JA
authors.lastname: Ellena
mesh_terms: D018360:Crystallography, X-Ray; D004965:Estrogen Antagonists / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D020849:Raloxifene Hydrochloride / Q000737:chemistry*; D020845:Selective Estrogen Receptor Modulators / Q000737:chemistry*
chemical_list: D004965:Estrogen Antagonists; D020845:Selective Estrogen Receptor Modulators; D020849:Raloxifene Hydrochloride