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2-Amino-4-phenyl-4H,10H-1,3,5-triazino[1,2-a]benzimidazol-3-ium chloride.

ABSTRACT: 2-Guanidinobenzimidazole condenses with benzaldehyde in the presence of hydro-chloric acid to form 2-amino-3,4-dihydro-4-phenyl-1,3,5-triazino[1,2-a]benzimidazole, which was isolated as its hydro-chloride, C(15)H(14)N(5) (+)·Cl(-). The positive charge of the cation is formally placed on the double-bonded N atom of the dihydro-triazine ring. The six-membered dihydro-triazine that is fused with the benzimidazole ring system is relatively flat (r.m.s. deviation = 0.106?Å), with the methine C atom deviating most [0.164?(1)?Å] from the mean-square plane. The phenyl ring connected to the methine C atom is disordered over two positions in a 0.558?(1):0.442?(1) ratio; the two orientations are aligned at 85.1?(1) and 89.6?(1)° with respect to the dihydro-triazine ring. In the crystal, adjacent cations and anions are linked by N-H?N and N-H?Cl hydrogen bonds, generating a double chain running along the b axis.

SUBMITTER: Mohamed SK

PROVIDER: S-EPMC3089182 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

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2-Amino-4-phenyl-4H,10H-1,3,5-triazino[1,2-a]benzimidazol-3-ium chloride.

Mohamed Shaaban K SK El-Remaily Mahmoud A A MA Soliman Ahmed M AM Abdel-Ghany Hossam H Ng Seik Weng SW

Acta crystallographica. Section E, Structure reports online 20110416 Pt 5

2-Guanidinobenzimidazole condenses with benzaldehyde in the presence of hydro-chloric acid to form 2-amino-3,4-dihydro-4-phenyl-1,3,5-triazino[1,2-a]benzimidazole, which was isolated as its hydro-chloride, C(15)H(14)N(5) (+)·Cl(-). The positive charge of the cation is formally placed on the double-bonded N atom of the dihydro-triazine ring. The six-membered dihydro-triazine that is fused with the benzimidazole ring system is relatively flat (r.m.s. deviation = 0.106 Å), with the methine C atom d ...[more]

PMID: 21754462

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