Substituent position effect on the crystal structures of N-phenyl-2-phthalimidoethanesulfonamide derivatives
Küçük Resim Yok
Tarih
2018
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Int Union Crystallography
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
In order to determine the impact of different substituents and their positions on intermolecular interactions and ultimately on the crystal packing, unsubstituted N-phenyl-2-phthalimidoethanesulfonamide, C16H14N2O4S, (I), and the N-(4-nitrophenyl)-, C16H13N3O6S, (II), N-(4-methoxyphenyl)-, C16H16N3O6S, (III), and N-(2-ethylphenyl)-, as the monohydrate, C18H18N2O4S center dot H2O, (IV), derivatives have been characterized by single-crystal X-ray crystallography. Sulfonamides (I) and (II) have triclinic crystal systems, while (III) and (IV) are monoclinic. Although the molecules differ from each other only with respect to small substituents and their positions, they crystallized in different space groups as a result of differing intra-and intermolecular hydrogen-bond interactions. The structures of (I), (II) and (III) are stabilized by intermolecular N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds, while that of (IV) is stabilized by intermolecular O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. All four structures are of interest with respect to their biological activities and have been studied as part of a program to develop anticonvulsant drugs for the treatment of epilepsy.
Açıklama
Anahtar Kelimeler
substituent position effect, ethanesulfonamide, pharmaceutical, Newman projection, crystal structure, anticonvulsant, epilepsy
Kaynak
Acta Crystallographica Section C-Structural Chemistry
WoS Q Değeri
Q4
Scopus Q Değeri
Q3
Cilt
74
