Received 4 March 2013
aDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India,bDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA,cDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA, and dDepartment of Chemistry, G. Madegowda Institute of Technology, Bharathinagara 571 422, India
Correspondence e-mail: firstname.lastname@example.org
Three independent molecules comprise the asymmetric unit of the title compound, C10H19N5O2, (systematic name: 4-amino-N-tert-butyl-3-isopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxamide) . In all three molecules, the triazole ring and the carboxamide group are almost coplanar [within 4.0-5.9 (9)°], particularly because of the formation of an intramolecular N-HO hydrogen bond. On other hand, the orientation of the isopropyl group varies significantly from molecule to molecule. The crystal packing is dominated by N-HO and N-HN hydrogen bonds, which connect the molecules into infinite chains along .
For herbicidal properties of amicarbazone and for its preparation, see: Dayan et al. (2009); Diehr (1998). For related structures, see: Crockett et al. (2004); Dupont et al. (1991); Heng et al. (2006). For standard bond lengths, see: Allen et al. (1987).
Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LD2097 ).
MK thanks the UOM for research facilities. RJB acknowledges the NSF-MRI program (grant No. CHE-0619278) for funds to purchase the X-ray diffractometer.
Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Crockett, R., Forrester, A. R. & Howie, R. A. (2004). Acta Cryst. E60, o460-o461.
Dayan, F. E., Trindade, M. L. B. & Velini, E. D. (2009). Weed Sci. 57, 579-583.
Diehr (1998). US Patent No. US005708184A.
Dupont, L., Englebert, S., Dideberg, O., Pirotte, B. & Delarge, J. (1991). Acta Cryst. C47, 1557-1559.
Heng, J., Zhu, H.-J., Tang, Q.-G. & Yan, H.-L. (2006). Acta Cryst. E62, o3111-o3112.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.