The structure of 1-(p-fluorophenylmethyl)-2-(4-methyl-1-piperazinyl)-1H-benzimidazole hydrogen fumarate

Ozbey S., Kendi E., GÖKER A. H., Tuncbilek M.

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, vol.28, no.6, pp.461-464, 1998 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 6
  • Publication Date: 1998
  • Doi Number: 10.1023/a:1021720706126
  • Journal Name: JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.461-464
  • Keywords: benzimidazole, fumarate, antihistaminic activity, MOLECULAR-STRUCTURE
  • Ankara University Affiliated: Yes

Abstract

The crystal and molecular structure of the title compound has been determined by X-ray analysis. The 1-(p-fluorophenylmethyl)-2-(4-methyl-1-piperazinyl)-1H-benzimidazole ion cocrystallizes with fumaric acid, (C19H22N4F+. C4H3O4-), in space group P-1 with cell dimensions a = 9.938(1), b = 10.131(1), c = 12.712(1) Angstrom, alpha = 86.57(1), beta = 69.41(2), and gamma = 67.22(2)degrees. The piperazine N4 atom is protonated and contacts the deprotonated O atom of the fumarate anion through a hydrogen bond. The benzimidazole ring is nearly planar and makes a dihedral angle of 111.25(12)degrees with the fluorophenyl ring. The piperazine ring adopts a chair conformation.