A co-crystal of nonahydrated disodium(II) with mixed anions from m-chlorobenzoic acid and furosemide

Abstract

In the title compound, [Na2(H2O)9](C7H4ClO2)(C12H10ClN2O5S) {systematic name: catena-poly[[[triaquasodium(I)]-di-μ-aqua-[triaquasodium(I)]-μ-aqua] 3-chlorobenzoate 4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoate]}, both the original m-chlorobenzoic acid and furosemide exist with deprotonated carboxylates, and the sodium cations and water molecules exist in chains with stoichiometry [Na2(OH2)9]2+ that propagate in the [-110] direction. Each of the two independent Na+ ions is coordinated by three monodentate water molecules, two double-water bridges, and one single-water bridge. There is considerable cross-linking between the [Na2(OH2)9]2+ chains and to furosemide sulfonamide and carboxylate by intermolecular O—H...O hydrogen bonds. All hydrogen-bond donors participate in a complex two-dimensional array parallel to the ab plane. The furosemide NH group donates an intramolecular hydrogen bond to the carboxylate group, and the furosemide NH2 group donates an intramolecular hydrogen bond to the Cl atom and an intermolecular one to the m-chlorobenzoate O atom. The plethora of hydrogen-bond donors on the cation/water chain leads to many large rings, up to graph set R44(24), involving two chains and two furosemide anions. The chlorobenzoate is involved in only one R22(8) ring, with two water molecules cis-coordinated to Na. The furan O atom is not hydrogen bonded.

Keywords

• crystal structure
• loop diuretics
• co-crystals
• pharmaceutical formulations
• hydrogen bonding