Vibrational spectra and crystal and molecular structure of trans,cis-S-methyl dithiocarbazate, a second conformer

trans–cisS-Benzyl dithiocarbazate

“…The C S distance of 1.678 (3) A Ê agrees well with the values in the literature of 1.681 (5) A Ê (Mattes & Weber, 1980), and 1.679 (4) and 1.670 (6) A Ê (Lanfredi et al, 1977), being intermediate between the values of 1.82 A Ê for a CÐS single bond and 1.56 A Ê for a C S double bond (Suton, 1965). The CÐN distance of 1.320 (3) A Ê is indicative of double-bond character.…”

“…The CÐN distance of 1.320 (3) A Ê is indicative of double-bond character. The bond angles S1ÐC8ÐS2 [125.4 (1) ] and N1Ð C8ÐS1 [113.5 (2) ] agree well with those observed for trans± cis S-methyl dithiocarbazate [125.5 (2) and 113.6 (3) , respectively; Mattes & Weber, 1980], and are signi®cantly different from the values of 116.2 (1) and 119.3 (1) , respectively, observed for cis±trans S-methyl dithiocarbazate (Weber, 1979). This is a consequence of the participation of S2 in the hydrogen bond in the trans±cis conformer and of the change in the conformation of the S-ester groups.…”

“…The cis±trans conformation is observed in unsubstituted esters and trans±cis in substituted esters. Two conformers of S-methyl dithiocarbazate, namely cis±trans and trans±cis, were obtained in the solid state by recrystallization from ethanol at room temperature and from an ethanol±water mixture (2:3) below 273 K, respectively (Lanfredi et al, 1977;Mattes & Weber, 1980). In our study of the interaction of S-benzyl dithiocarbazate with dimethyltin dichloride in acetonitrile, yellow crystals of the title compound, (I), suitable for X-ray crystallographic analysis, were obtained.…”

Hydrogen Bonding with Sulfur

“…The CdS bond can be lengthened by placing one or more nitrogen atoms on the thione carbon (R 2 CdS ) 1.58 Å to R′ 2 CdS ) 1.75 Å where R ) C sp 3 and R′ ) N). Placing one or more nitrogens on the thiol carbon causes the effective electronegativity of the S to be increased by conjugative interactions between the CdS and the lone pair(s) of the N. 6 Accordingly, the bond length of the CdS unit in the TMT molecules of compounds 1-5 that are involved in hydrogen bonding are approximately 1.7(1) Å.…”

Helical metallomacrocyclic nickel(II) complexes of a tetradentate N2S2 ligand derived from N-methyldithiocarbazic acid

“…Weak non-classical H-bonds are present (C(10)-H...S(4)′ (3/2 − x,1/2 + y,1/2 − z); 2.76 Å, 131°; C(12)-H...S(1)″ (−1/2 + x,1/2 − y, −1/2 + z) 2.82 Å, 160°). The C11-S4, C2-N2, C11-N3, N1-N2, N3-N4 bond lengths in NSSN are similar to those in S-methyldithiocarbazate [16] and N-methyl-Smethyldithiocarbazate [17]. For the purpose of comparison, some bond distances in NSSN together with those of S-methyldithiocarbazate and N-methyl-S-methyldithiocarbazate are shown in Table S6 which shows that the bond distances in the dithiocarbazate chains of these compounds are close to each other.…”