Structures of Leukotriene Antagonists: Racemic 2-Hydroxy- 3-(2-(8-phenyloctyl)phenyl)-4-thiaheptanedioic Acid, SK&F 103944

C26H3405 S, M r --- 458"62, monoclinic, C2/c, a = 26-686 (7), b = 16.479 (4), c = 11.988 (5) A, fl = 105-37 (3), V= 5083.1 (10) A 3, Z = 8, Dm (flotation in aqueous ZnC12) = 1.20 (2), Dx = 1.198 g cm -3, A(MoK~)=0.71073/ ~, /z = 1-516cm -1, F(000) =1968, T =293K, R=0.048, wR=0.054 for 2726 observations, I___ 30-(/). The 2-hydroxy- 3-(2-(8-phenyloctyl)phenyl)-4-thiaheptanedioic acid molecule, a member of a novel class of selective leukotriene receptor antagonists, has its all-trans phenyloctyl and mercaptopropionate chains each fully extended. In the hydroxyacetate chain both the carboxylic and hydroxyl groups are gauche to the phenyl ring. The interphenyl dihedral angle is 67-3 (3) °. Hydrophobic and hydrophilic groups are segregated by the molecular packing. Lipophilic chains pack in a head-to-tail fashion. There are three intermolecular, and possibly two intramolecular, hydrogen bonds clustered in a channel parallel to e. The molecular conformation resembles that which we reported for a prototype of the related dithia class of antagonists.