Journal
CRYSTAL GROWTH & DESIGN
Volume 9, Issue 7, Pages 3235-3244Publisher
AMER CHEMICAL SOC
DOI: 10.1021/cg801322x
Keywords
-
Funding
- Brazilian Research Council CNPq (Conselho Nacional de Desenvolvimento Cientifico e Tecnologico)
- FAPESP (Fundacao de Amparo Pesquisa do Estado de Sao Paulo)
- FAPEMIG (Fundacao de Amparo A Pesquisa do Estado de Minas Gerais)
- Ministerio da Saude of Brazil [EDT-3310/06, APQ-2011-5.02/07, APQ-6010-5.02/07]
Ask authors/readers for more resources
Chlortalidone (HIGROTON) is a diuretic drug widely used in antihypertensive therapy. Thus far, only two solid-state polymorphs of chlortalidone have been reported. We elucidated the structure of chlortalidone form I and a new polymorph. This new phase, namely, chlortalidone form III, was also entirely characterized. It was possible to conclude that it is a conformer with a different orientation of the chlorobenzenesulfonamide moiety. Compared to form I, it has a rotation of about 90 degrees on the axis of the C-C bond bridging the substituted phenyl and isoindolinyl rings. This conformational feature is related to the crystal packing patterns of the chlortalidone forms. Furthermore, certain intermolecular hydrogen bonds are present in both polymorphs, giving rise to ribbons with chlortalidone enantiomers alternately placed into them. The chlortalidone form I and form III crystallize in the triclinic space group P (1) over bar as racemic mixtures. Additional conformational details also differentiate the chlortalidone conformers. Slight twists on the isoindolinyl and sulfamyl groups exist. Considering all structural relationships, the fingerprint plots derived from the Hirshfeld surfaces exhibited the characteristics of the chlortalidone form I and form III crystal structures.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available