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Packing similarity in polymorphs of sulfathiazole†
Thomas Gelbrich,David S. Hughes,Michael B. Hursthouse,Terence L. Threlfall
CrystEngComm Pub Date : 08/08/2008 00:00:00 , DOI:10.1039/B807898J
Abstract

The packing of molecules in polymorphs IV of sulfathiazole is compared using the XPac method (CrystEngComm, 2005, 7, 324). The forms denoted III, IV, V in the pharmaceutical literature, equivalent to forms III, II and IV of the CSD, exhibit 2D packing similarity. Linking this purely geometrical analysis with H-bonding information reveals that the common building unit of IIIV is a 2D layer composed of rows of helical chains of doubly H-bonded sulfathiazole molecules. The H-bonded chains are further H-bonded in the third direction to chains of adjacent layers. However, these connections involve different combinations of H-bond donor and acceptor sites in each polymorph. One consequence of this relationship is the presence of sets of local (non-crystallographic) symmetry elements in polymorph III (Z′ = 2), while forms IV and V may be interpreted as its two Z′ = 1 parent phases. The connectivity of the doubly bonded chain of modifications IIIV is also present in form II, which additionally contains 2D H-bonded sheets, but the conformation of the chain and its further connectivity is quite different to forms IIIV. The molecular packing and hydrogen bonding of form I is unique among the investigated structures. This study shows that useful new information is obtained from a strictly geometric comparison of crystal structures. Forms III–V provide yet another example for the connection between polymorphism, packing similarity and the formation of a structure with Z′ > 1 exhibiting non-crystallographic symmetry.

Graphical abstract: Packing similarity in polymorphs of sulfathiazole
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