Crystal structure of 2-azido-1 H -imidazole-4,5-dicarbonitrile

Windler, G. Kenneth; Scott, Brian L.; Tomson, Neil C.; Leonard, Philip W.

doi:10.1107/S2056989015013444

Title: Crystal structure of 2-azido-1 H -imidazole-4,5-dicarbonitrile

Journal Article · Thu Aug 06 00:00:00 EDT 2015 · Acta Crystallographica. Section E, Crystallographic Communications

DOI:https://doi.org/10.1107/S2056989015013444· OSTI ID:1254852

Windler, G. Kenneth ^[1]; Scott, Brian L. ^[1]; Tomson, Neil C. ^[1]; Leonard, Philip W. ^[1]

Los Alamos National Lab. (LANL), Los Alamos, NM (United States)

Here, in the title compound, C₅HN₇, the nitrile and azido substituents are close to being coplanar with the central ring. Molecules in the crystal are linked via an N—H...N hydrogen bond to a nitrile acceptor, forming a chain extending along the c-axis direction.

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Research Organization:: Los Alamos National Lab. (LANL), Los Alamos, NM (United States)

Sponsoring Organization:: USDOE National Nuclear Security Administration (NNSA)

Grant/Contract Number:: AC52-06NA25396

OSTI ID:: 1254852

Alternate ID(s):: OSTI ID: 1321758

Report Number(s):: LA-UR-15-23927; LA-UR-15-23325; ACSECI; PII: S2056989015013444

Journal Information:: Acta Crystallographica. Section E, Crystallographic Communications, Vol. 71, Issue 9; ISSN 2056-9890

Publisher:: International Union of CrystallographyCopyright Statement

Country of Publication:: United States

Language:: English

References (8)

Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures Macrae, Clare F.; Bruno, Ian J.; Chisholm, James A. Journal of Applied Crystallography, Vol. 41, Issue 2 https://doi.org/10.1107/S0021889807067908	journal	March 2008
Stereoselective synthesis of dithymidine phosphorothioates using d -xylose derived chiral auxiliaries Lu, Yixin; Just, George Tetrahedron, Vol. 57, Issue 9 https://doi.org/10.1016/S0040-4020(00)01170-4	journal	February 2001
Synthesis of nitrogen-rich imidazole, 1,2,4-triazole and tetrazole-based compounds Srinivas, Dharavath; Ghule, Vikas D.; Muralidharan, Krishnamurthi RSC Advances, Vol. 4, Issue 14 https://doi.org/10.1039/c3ra47227b	journal	January 2014
In Search of Ionic Liquids Incorporating Azolate Anions Katritzky, Alan R.; Singh, Shailendra; Kirichenko, Kostyantyn Chemistry - A European Journal, Vol. 12, Issue 17 https://doi.org/10.1002/chem.200500840	journal	June 2006
Hydrogen cyanide chemistry. V. Diazodicyanoimidazole and dicyanoimidazole halonium ylides Sheppard, W. A.; Webster, O. W. Journal of the American Chemical Society, Vol. 95, Issue 8 https://doi.org/10.1021/ja00789a054	journal	April 1973
Crystal structure of 2-diazoimidazole-4,5-dicarbonitrile Parrish, Damon A.; Kramer, Stephanie; Windler, G. Kenneth Acta Crystallographica Section E Crystallographic Communications, Vol. 71, Issue 7 https://doi.org/10.1107/S2056989015010944	journal	June 2015
A short history of SHELX Sheldrick, George M. Acta Crystallographica Section A Foundations of Crystallography, Vol. 64, Issue 1, p. 112-122 https://doi.org/10.1107/S0108767307043930	journal	December 2007
WinGX and ORTEP for Windows : an update Farrugia, Louis J. Journal of Applied Crystallography, Vol. 45, Issue 4 https://doi.org/10.1107/S0021889812029111	journal	July 2012

Cited By (1)

Crystal structure of 4,5-dinitro-1 H -imidazole Windler, G. Kenneth; Scott, Brian L.; Tomson, Neil C. Acta Crystallographica Section E Crystallographic Communications, Vol. 71, Issue 9 https://doi.org/10.1107/s2056989015013432	journal	August 2015

Figures / Tables (3)

Table 1(p. 2)

Figure 1(p. 4)

Figure 2(p. 5)

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Crystal structure
organic chemistry
hydrogen bonding
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imidazole
crystal structure
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