trans–cisS-Benzyl dithiocarbazate

Abstract

In the crystal structure of the title compound, C(8)H(10)N(2)S(2), the molecules are linked by N-H.S hydrogen bonds between the imino group and the thione-S atoms to form a chain along the b axis. The dithiocarbazate moiety is rotated by 85.8 (2) degrees with respect to the phenyl ring.

S-Methyltrans-cis-β-N-(2-hydroxynaphthyl)methylenedithiocarbazate

“…S-methyl N -(4-nitrobenzal)methylenedithiocarbazate [the corresponding values are 1.265 (4), 1.376 (3) and 1.661 (2) A Ê , respectively; Duan et al, 1997]. The title compound is in the trans-cis con®guration, as was observed in other dithiocarbazate analogues, such as S-methyl dithiocarbazate (Mattes & Weber, 1980) and S-benzyl dithiocarbazate (Shanmuga Sundara Raj et al, 2000). The molecular structure of (I), with 50% probability displacement ellipsoids.…”

Hydrazine carbodithioic acid pyridinium-2-yl methyl ester chloride

“…Unlike many dithiocarbazate compounds, such as S-methyldithiocarbazate (Mattes & Waber, 1980) and S-benzyldithiocarbazate (Shanmuga Sundara Raj et al, 2000), the title compound, (I), exists in ionic form, with a zwitterionic N3/N2/ C7/S2 moiety, the protonated N1 as cation and a chloride anion (Fig. 1).…”

“…Unlike many dithiocarbazate compounds such as S-methyldithiocarbazate (Mattes et al, 1980) and S-benzyldithiocarbazate (Shanmuga Sundara Raj et al, 2000) the title compound, (I), exists in ionic form, with a zwitterionic N3/N2/C7/S2 moiety, the protonated N1 as cation and a chloride anion (Fig.1). However, the organic cation maintains the preferred cis-trans configuration, where the ammonium and the pyiridiniummethylene groups lie relative to the thiono S atom across the C-N and C-S bonds, respectively.…”

“…However, the organic cation maintains the preferred cis-trans configuration, where the ammonium and the pyiridiniummethylene groups lie relative to the thiono S atom across the C-N and C-S bonds, respectively. The C7-N2 bond length of 1.296 (2) Å indicates its double-bond character while C7-S2 [1.708 (2) Å] is longer than the normal C=S bond of between 1.65 and 1.68 Å for dithiocarbazate (Mattes et al, 1980;Shanmuga Sundara Raj et al, 2000;Tarafder et al, 2001) but close to the zwitterionic C-S bond length in dithiocarbamic acid [1.712 (2) Å; Yamin, et al, 2002]. Although the N2-N3 bond length of 1.437 (2) Å is within the normal range, it is longer than the normal N-N distance for a carbazate system [1.396 Å for S-benzyldithiocarbazate; Shanmuga Sundara Raj et al, 2000].…”

“…The C7-N2 bond length of 1.296 (2) Å indicates its double-bond character while C7-S2 [1.708 (2) Å] is longer than the normal C=S bond of between 1.65 and 1.68 Å for dithiocarbazate (Mattes et al, 1980;Shanmuga Sundara Raj et al, 2000;Tarafder et al, 2001) but close to the zwitterionic C-S bond length in dithiocarbamic acid [1.712 (2) Å; Yamin, et al, 2002]. Although the N2-N3 bond length of 1.437 (2) Å is within the normal range, it is longer than the normal N-N distance for a carbazate system [1.396 Å for S-benzyldithiocarbazate; Shanmuga Sundara Raj et al, 2000]. The bond lengths and angles of the picolyl group are in normal ranges (Allen et al, 1987).…”