Skip to main content

Crystal packing of two 5-substituted 2-methyl-4-nitro-1H-imidazoles

Journal Article


Download full-text (Open Access)

Abstract


  • Infinite chains connected by N—H...N hydrogen bonding form the primary packing motif in two closely related 4-nitroimidazole derivatives, viz. 5-bromo-2-methyl-4-nitro-1H-imidazole, C4H4BrN3O2, (I), and 2-methyl-4-nitro-1H-imidazole-5-carbonitrile, C5H4N4O2, (II). These chains are almost identical, even though in (II) there are two symmetry-independent molecules in the asymmetric unit. The differences appear in the interactions between the chains; in (I), there are strong C—Br...O halogen bonds, which connect the chains into a two-dimensional grid, while in (II), the cyano group does not participate in specific interactions and the chains are only loosely connected into a three-dimensional structure.

UOW Authors


  •   Wagner, Pawel
  •   Swierczek, Krzysztof (external author)
  •   Kubicki, Maciej (external author)

Publication Date


  • 2007

Citation


  • Wagner, P., Swierczek, K. & Kubicki, M. (2007). Crystal packing of two 5-substituted 2-methyl-4-nitro-1H-imidazoles. Acta Crystallographica Section C: Crystal Structure Communications, 63 (8), o445-o447.

Scopus Eid


  • 2-s2.0-34547795786

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=2050&context=aiimpapers

Ro Metadata Url


  • http://ro.uow.edu.au/aiimpapers/1049

Start Page


  • o445

End Page


  • o447

Volume


  • 63

Issue


  • 8

Abstract


  • Infinite chains connected by N—H...N hydrogen bonding form the primary packing motif in two closely related 4-nitroimidazole derivatives, viz. 5-bromo-2-methyl-4-nitro-1H-imidazole, C4H4BrN3O2, (I), and 2-methyl-4-nitro-1H-imidazole-5-carbonitrile, C5H4N4O2, (II). These chains are almost identical, even though in (II) there are two symmetry-independent molecules in the asymmetric unit. The differences appear in the interactions between the chains; in (I), there are strong C—Br...O halogen bonds, which connect the chains into a two-dimensional grid, while in (II), the cyano group does not participate in specific interactions and the chains are only loosely connected into a three-dimensional structure.

UOW Authors


  •   Wagner, Pawel
  •   Swierczek, Krzysztof (external author)
  •   Kubicki, Maciej (external author)

Publication Date


  • 2007

Citation


  • Wagner, P., Swierczek, K. & Kubicki, M. (2007). Crystal packing of two 5-substituted 2-methyl-4-nitro-1H-imidazoles. Acta Crystallographica Section C: Crystal Structure Communications, 63 (8), o445-o447.

Scopus Eid


  • 2-s2.0-34547795786

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=2050&context=aiimpapers

Ro Metadata Url


  • http://ro.uow.edu.au/aiimpapers/1049

Start Page


  • o445

End Page


  • o447

Volume


  • 63

Issue


  • 8