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

1,3-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

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-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]

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

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)°

5-Nitro-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

In the two independent mol­ecules of the title compound, C10H7N3O3, the nitro substitutent is twisted slightly with respect to the benzodiazol fused-ring system [dihedral angles = 4.9 (3) and 8.5 (1)°]. The two independent mol­ecules are disposed about a pseudo inversion center and are held together by N—H⋯O hydrogen bonds. The supramolecular dimer is essentially planar [dihedral angle between the fused rings = 2.0 (1)°]. Adjacent dimers are linked by acetyl­ene–nitro C—H⋯O inter­actions, generating a ribbon motif along (110)

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

1,3-Diallyl-5-chloro-1H-benzimidazol-2(3H)-one

The benzimidazolone part of the title mol­ecule, C13H13ClN2O, is almost planar (r.m.s. deviation = 0.006 Å) and its mean plane is aligned at dihedral angles of 62.5 (1) and 78.0 (1)° with respect to the mean planes of the allyl substituents