1-Benzyl-1H-benzimidazol-2(3H)-one

The fused five- and six-membered rings in the title compound, C14H12N2O, are essentially planar, the largest deviation from the mean plane being 0.023 (2) Å. The dihedral angle between the benzimidazole mean plane and the phenyl ring is 68.50 (6)°. In the crystal, each mol­ecule is linked to its symmetry equivalent created by a crystallographic inversion center by pairs of N—H⋯O hydrogen bonds, forming inversion dimers

1-Decyl-6-nitro-1H-benzimidazol-2(3H)-one

The title mol­ecule, C17H25N3O3, is built up from fused six- and five-membered rings linked to a –C10H21 chain. The fused-ring system is essentially planar, the largest deviation from the mean plane being 0.009 (2) Å. The chain is roughly perpendic­ular to this plane, making a dihedral angle of 79.5 (2)°. In the crystal, N—H⋯O hydrogen bonds build infinite chains along [010]. There are channels in the structure containing disordered hexane. The contribution of this solvent to the scattering power was suppressed using the SQUEEZE option in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155]

1,3-Bis(prop-2-yn­yl)-1H-1,3-benzimid­azol-2(3H)-one

In the title compound, C13H10N2O, the fused-ring system is essentially planar, the largest deviation from the mean plane being 0.015 (1) Å. The two propynyl groups are nearly perpendicular to the benzimidazole plane, making dihedral angles of 85 (3) and 80 (2) °, and point in opposite directions. There are two short inter­molecular C—H⋯O contacts to the carbonyl O atom, one involving the acetyl­enic H atom and the other a H atom of the methyl­ene group

3-Benzyl-6-bromo-2-(2-fur­yl)-3H-imidazo[4,5-b]pyridine

In the title mol­ecule, C17H12BrN3O, the imidazopyridine ring system is almost coplanar with the furan ring [dihedral angle = 2.0 (3)°]. The benzyl phenyl ring is oriented at dihedral angles of 85.2 (2) and 85.5 (1)°, respectively, with respect to the furan ring and the imidazopyridine ring system. In the crystal, mol­ecules are linked into chains propagating along the b axis by C—H⋯N hydrogen bonds. Adjacent chains are linked via short Br⋯Br contacts [3.493 (1) Å]

3-[(1-Benzyl-1H-1,2,3-triazol-5-yl)meth­yl]-6-bromo-2-phenyl-3H-imidazo[4,5-b]pyridine

There are two crystallographically independent mol­ecules in the asymmetric unit of the title compound, C22H17BrN6. The dihedral angles between the imidazo[4,5-b]pyridine mean plane and the phenyl rings are 20.4 (2) and 24.0 (2)° in the two mol­ecules. The orientation of triazoles compared to the imidazo[4,5-b]pyridine system is almost the same in both mol­ecules, with dihedral angles of 64.2 (2) and 65.1 (2)°. However, the main difference between the two mol­ecules lies in the arrangement of the phenyl groups compared to imidazo[4,5-b]pyridine in each mol­ecule. Indeed, in the first mol­ecule the dihedral angle between the plane of the phenyl ring and that of the imidazo[4,5-b]pyridine system is 67.7 (2)°, while in the second mol­ecule the plane of the phenyl ring is almost perpendicular to that of the imidazo[4,5-b]pyridine system with a dihedral angle of 86.0 (2)°

1,3-Dibenzyl-1H-benzimidazol-2(3H)-one

In the mol­ecular structure of the title compound, C21H18N2O, the fused-ring system is essentially planar, the largest deviation from the mean plane being 0.0121 (9) Å. The O atom and adjacent C atom are located in Wyckoff position 4e on a twofold axis (0, y, 1/4). The two benzyl groups are almost perpendicular to the benzimidazole plane, but point in opposite directions. The dihedral angle between the benzimidazole mean plane and the phenyl ring is 81.95 (5)°, whereas that between the two benzyl groups is 60.96 (7)°

3-[2-(6-Bromo-2-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)eth­yl]-1,3-oxazolidin-2-one

In the title mol­ecule, C17H15BrN4O2, the fused-ring system is essentially planar, the largest deviation from the mean plane being 0.015 (2) Å, and forms dihedral angles of 37.8 (2) and 35.5 (2)° with the phenyl and oxazolidine rings, respectively. The conformation adopted by the mol­ecule is stabilized by an intra­molecular π⋯π inter­action [centroid–centroid distance = 3.855(2) Å] between oxazolidine and phenyl rings. The crystal packing features inter­molecular C—H⋯N and C—H⋯O inter­actions

1-Decyl-6-nitro-1H-benzimidazol-2(3H)-on

The title mol­ecule, C17H25N3O3, is built up from fused six- and five-membered rings linked to a –C10H21 chain. The fused-ring system is essentially planar, the largest deviation from the mean plane being 0.009 (2) Å. The chain is roughly perpendic­ular to this plane, making a dihedral angle of 79.5 (2)°. In the crystal, N—H[cdots, three dots, centered]O hydrogen bonds build infinite chains along [010]. There are channels in the structure containing disordered hexane. The contribution of this solvent to the scattering power was suppressed using the SQUEEZE option in PLATON [Spek (2009 [triangle]). Acta Cryst. D65, 148–155]

1-n-Decyl-5-nitro-1H-benzimidazol-2(3H)-one

The benzimidazolone part of the title mol­ecule, C17H25N3O3, is almost planar (r.m.s. deviation = 0.016 Å) and its mean plane is aligned at 7.9 (4) ° with respect to the mean plane of the nitro substituent. In the crystal, two mol­ecules are disposed about a center of inversion, generating a N—H⋯O hydrogen-bonded cyclic dimer with a R 2 2(8) graph-set motif

1-Nonyl-1H-benzimidazol-2(3H)-one

The crystal structure of the title compound, C16H24N2O, is built up from two fused six- and five-membered rings linked to C9H19 chains. The fused-ring system is essentially planar, the largest deviation from the mean plane being 0.009 (2) Å. The chain is nearly perpendicular to this plane [dihedral angle = 80.27 (17)°]. In the crystal, inter­molecular N—H⋯O hydrogen bonds form dimers with an R 2 2(8) graph-set motif. These dimers are further connected through C—H⋯O hydrogen bonds, building sheets parallel to (100)