TY - JOUR
T1 - Structure of 4-amino-3-butyl-1,2,4-triazole-5-thione
T2 - Relation to derivatives with H, Me, Et, and Pr in the 3-position
AU - Belcher, La Keya A.
AU - Squattrito, Philip J.
N1 - Funding Information:
We thank Dennis Anderson and Matthew Quinn for collection and interpretation of NMR and IR spectra, respectively. This work was supported by a grant from the Faculty Research and Creative Endeavors Committee of Central Michigan University. The support of the Herbert H. and Grace A. Dow Foundation, The Dow Chemical Company Foundation and Central Michigan University in the establishment of the CMU X-ray Crystallography Laboratory is gratefully acknowledged.
PY - 2006/3
Y1 - 2006/3
N2 - The compound 4-amino-3-butyl-1,2,4-triazole-5-thione [crystal data: C 6H12N4S, triclinic, P1̄, Z = 2, a = 7.546(2), b = 11.217(3), c = 5.681(1) Å, α = 103.12(2), β = 91.33(2), γ = 72.41(2)°, V = 445.9(2) Å3] contains an essentially planar triazole ring with the butyl group rotated out of the plane by approximately 104°. The molecules form hydrogen-bonded dimers through intermolecular N-H⋯S interactions involving the thione sulfur atom and the protonated nitrogen atom on the ring. These units are then linked into columns through N-H⋯N hydrogen bonds between the amine group and the unsubstituted ring N atom of adjacent molecules. The structural features of this compound are compared with those of the corresponding triazoles with H, methyl, ethyl and propyl groups on the 3-carbon.
AB - The compound 4-amino-3-butyl-1,2,4-triazole-5-thione [crystal data: C 6H12N4S, triclinic, P1̄, Z = 2, a = 7.546(2), b = 11.217(3), c = 5.681(1) Å, α = 103.12(2), β = 91.33(2), γ = 72.41(2)°, V = 445.9(2) Å3] contains an essentially planar triazole ring with the butyl group rotated out of the plane by approximately 104°. The molecules form hydrogen-bonded dimers through intermolecular N-H⋯S interactions involving the thione sulfur atom and the protonated nitrogen atom on the ring. These units are then linked into columns through N-H⋯N hydrogen bonds between the amine group and the unsubstituted ring N atom of adjacent molecules. The structural features of this compound are compared with those of the corresponding triazoles with H, methyl, ethyl and propyl groups on the 3-carbon.
KW - Amine-substituted triazole
KW - Thione-substituted triazole
KW - Triazole
UR - http://www.scopus.com/inward/record.url?scp=33746963495&partnerID=8YFLogxK
U2 - 10.1007/s10870-005-9043-7
DO - 10.1007/s10870-005-9043-7
M3 - Article
AN - SCOPUS:33746963495
SN - 1074-1542
VL - 36
SP - 175
EP - 180
JO - Journal of Chemical Crystallography
JF - Journal of Chemical Crystallography
IS - 3
ER -