Dataset Information


The crystal structures of three 3-methyl-1H-1,2,4-triazole-5-thio-nes, including a second polymorph of 4-[(E)-(5-bromo-2-hy-droxy-benzyl-idene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione and a redetermination of 4-amino-3-methyl-1H-1,2,4-triazole-5(4H)-thione.

ABSTRACT: The structures of three 3-methyl-1H-1,2,4-triazole-5-thione derivatives are reported. The structure of 4-amino-3-methyl-1H-1,2,4-triazole-5(4H)-thione, C3H6N4S, (I), has been redetermined with an improved model for the H atoms: the non-H atoms of (I) all lie on mirror planes in space group Pbcm, and the H atoms of the methyl group are disordered over two sets of reflection-related atomic sites having occupancy 0.5: two independent N-H?S hydrogen bonds link the mol-ecules of compound (I) into complex sheets. The non-H atoms in the mol-ecules of 4-[(E)-(3,4-di-meth-oxy-benzyl-idene)amino]-3-methyl-1H-1,2,4-tri-azol-5(4H)-thione, C12H14N4O2S, (II), despite lying in general positions are close to planar, with a dihedral angle between the two rings of 6.31?(10)°: the mol-ecules of compound (II) are linked by a three-centre N-H?(O)2 hydrogen bond into a C(10)C(11)[R 1 (2)(5)] chain of rings. A second polymorph of 4-[(E)-(5-bromo-2-hy-droxy-5-bromo-benzyl-idene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione, C10H9BrN4OS, (III), has been identified; the non-H atoms are nearly co-planar with a dihedral angle between the two rings of 1.9?(4)°. There is an intra-molecular O-H?N hydrogen bond and the mol-ecules are linked by N-H?S hydrogen bonds, forming centrosymmetric R 2 (2)(8) dimers. Comparisons are made with some related structures.


PROVIDER: S-EPMC4555427 | BioStudies | 2015-01-01

REPOSITORIES: biostudies

Similar Datasets

2008-01-01 | S-EPMC2961273 | BioStudies
2008-01-01 | S-EPMC2962033 | BioStudies
1000-01-01 | S-EPMC3344317 | BioStudies
1000-01-01 | S-EPMC3914094 | BioStudies
1000-01-01 | S-EPMC3647807 | BioStudies
2014-01-01 | S-EPMC3998265 | BioStudies
2009-01-01 | S-EPMC2972175 | BioStudies
1000-01-01 | S-EPMC3914088 | BioStudies
2020-01-01 | S-EPMC6944082 | BioStudies
2008-01-01 | S-EPMC2961370 | BioStudies