Naslov
Chemistry of torasemide. Molecular and crystal structure of new polymorph N

Autori
Danilovski, Aleksandar ; Filić, Darko ; Orešić, Marina ; Dumić, Miljenko

Izvornik
Croatica Chemica Acta (0011-1643) 74 (2001), 1; 103-120

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
torasemide; pyridylsulphonylurea; polymorphism; X-ray diffraction; conformation

Sažetak
It is known from literature that torasemide, generic name for N-1 isopropyl-N-3-[4-(3-methylphenylamino)-3-pyridylsulphonyl]urea can have two polymorphic forms, denoted as T-I and T-II. A novel, third polymorph N of torasemide, T-N has been discovered and fully characterised. It crystallises in the centrosymmetric monoclinic space group P2(1)/c with two crystallographically independent molecules, which differ primarily in their different phenyl ring and N-1-isopropyl side chain orientations. Both independent molecules, i.e. conformations, can adopt a zwitter-ionic structure. The new polymorph of torasemide is characterised by a considerably complex three-dimensional hydrogen-bonding network that spans all over the crystal unit cell. The crystal packing of T-N is rather crowded, dense and compact. It is pointed out that the degree of crystal structure diversity of the existing torasemide polymorphs is considerably high, with different conformational properties of distinct torasemide molecules in its asymmetric unit.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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