The methanol sesquisolvate of sodium naproxen

The asymmetric unit of the methanol solvate of sodium naproxen, systematic name: sodium (2S)-2-(6-meth-oxy-naphthalen-2-yl)propano-ate methanol sesquisolvate, Na⁺·C₁₄H₁₃O₃ ^-·1.5CH₃OH, comprises two formula units of the mol-ecular salt and three methanol mol-ecules. One of the sodium cations exhibits a coordination number of six and is bonded to three carboxyl-ate O atoms and three methanol OH groups whereas the second sodium cation has a coordination number of seven, defined by five carboxyl-ate O atoms and two methanol OH groups. Both coordination polyhedra around the sodium cations are considerably distorted. The two types of cations are bridged into polymeric chains extending parallel to [010]. This arrangement is stabilized by intrachain O-H⋯O hydrogen bonds between methanol ligands as donor and carboxyl-ate O atoms as acceptor groups. The hydro-phobic 6-meth-oxy-naphthyl moieties flank the hydro-philic sodium oxygen chains into ribbons parallel to [010]. There are no noticeable inter-molecular inter-actions between these ribbons. One of the 6-meth-oxy-naphthyl moieties is disordered over two sets of sites in a 0.723 (3):0.277 (3) ratio.