Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals

Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals

Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals

Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals

Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals

Polymorphs and Cocrystals of Nalidixic Acid

Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O–H···O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C–H···O synthon. The OH donors on phenolic coformers H bond with the α-keto acid moiety of the drug as connectors and spacers. Intermolecular drug–drug C–H···O interactions in polymorphs are replaced by strong drug–coformer O–H···O hydrogen bonds in cocrystals