(1H-Benzimidazol-1-yl)methanol

Abstract

In the title compound, C8H8N2O, the N—CH2 and CH2—O bond lengths can be correlated to the manifestation of an anomeric effect in the N—CH2—O moiety. In the crystal, inter­molecular O—H⋯N hydrogen bonds link the mol­ecules into zigzag chains, with graph-set motif C(6), parallel to [001]. These chains are further linked into sheets by weak nonclassical C—H⋯O hydrogen bonds.

2-[(1H-Benzimidazol-1-yl)methyl]phenol benzene hemisolvate

“…The dihedral angle between the phenol substitutent and the benzimidazole ring [75.28 (3)°] is similar to the one in a related structure (Cai et al, 2006). In the benzimidazole moiety, the bond distances and angles are in good agreement with those found in bis(1H-benzimidazol-1-yl)methane monohydrate (Shi et al, 2011), 1-(6-chloropyridin-3-ylmethyl)-1H-benzimidazole (Cai et al, 2006) and (1Hbenzimidazol-1-yl)methanol (Rivera et al, 2012). An intermolecular hydrogen bond was observed in the crystal packing ( Fig.…”

“…For related structures, see: Cai et al (2006); Rivera et al (2012); Shi et al (2011). For another synthesis procedure, see: Milata et al (2001); Rivera et al (2008).…”

“…2) between the hydroxyl group of one molecule and a nitrogen atom of another one (Table 1). The O-H distance is longer than in (1H-benzimidazol-1yl)methanol [0.894 ( 19)Å] (Rivera et al, 2012). However, the O•••N distance [2.7200 (16)Å and 2.7355 ( 16…”

Study of the Addition Mechanism of 1H-Indazole and Its 4-, 5-, 6-, and 7-Nitro Derivatives to Formaldehyde in Aqueous Hydrochloric Acid Solutions

“…No X-ray structures of N -methanol derivatives of indazoles are known, but those of benzimidazole and benzotriazole analogues are reported in the CSD; they correspond to the refcodes LANPOH and AJOQUL, respectively (Figure ).…”