The title compound, C15H13ClN2O 3S, is one of a series of N 1-benzyl-1,3-dihydro-2H- benzimidazol-2-one derivatives, a new class of non-nucleoside HIV-1 reverse transcriptase inhibitors. The dihedral angle between the two pharmacophoric groups, the dimethyl-benzene ring and the benzimidazolone ring system, is 88 (1)°, giving a butterfly-like conformation to the mol-ecule. The mol-ecular packing is characterized by a bifurcated N - H⋯(O,O) hydrogen bond and short Cl⋯O contacts of 3.122 (2) Å. In addition, π-π stacking of the benzimidazolone rings is also present, with inter-planar separations of 3.95 (1) Å.

6-Chloro-1-(3,5-dimethylphenylsulfonyl)-1,3-dihydro-2H-benzimidazol-2-one / F. Meneghetti, G. Bombieri, P. Logoteta, L. De Luca. - In: ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE. - ISSN 1600-5368. - 65:1(2008), pp. O159-O159.

6-Chloro-1-(3,5-dimethylphenylsulfonyl)-1,3-dihydro-2H-benzimidazol-2-one

F. Meneghetti
Primo
;
G. Bombieri
Secondo
;
2008

Abstract

The title compound, C15H13ClN2O 3S, is one of a series of N 1-benzyl-1,3-dihydro-2H- benzimidazol-2-one derivatives, a new class of non-nucleoside HIV-1 reverse transcriptase inhibitors. The dihedral angle between the two pharmacophoric groups, the dimethyl-benzene ring and the benzimidazolone ring system, is 88 (1)°, giving a butterfly-like conformation to the mol-ecule. The mol-ecular packing is characterized by a bifurcated N - H⋯(O,O) hydrogen bond and short Cl⋯O contacts of 3.122 (2) Å. In addition, π-π stacking of the benzimidazolone rings is also present, with inter-planar separations of 3.95 (1) Å.
Settore CHIM/08 - Chimica Farmaceutica
2008
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/66346
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 0
  • ???jsp.display-item.citation.isi??? 0
social impact