2,3-Dihydroxybenzaldehyde thiosemicarbazone hemihydrate

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean (C-C) = 0.004 Å R factor = 0.057 wR factor = 0.129 Data-to-parameter ratio = 11.6For details of how these key indicators were automatically derived from the article, see

Synthesis, characterization and structural studies of binuclear nickel(II) complexes derived from dihydroxybenzaldehyde thiosemicarbazones, bridged by 1,2-bis(diphenylphosphino)ethane

“…The doubly deprotonated thiosemicarbazone ligand behaves as a tridentate ligand coordinate to nickel(II) via thiolate sulfur, azomethine nitrogen atom, as well as phenolic oxygen. In comparison with bond lengths in coordinated 2,3-dihydroxybenzaldehyde thiosemicarbazone and 2,3-dihydroxybenzaldehyde-N4-methylthiosemicarbazone ligands with the related free ligands (Farina and Simpson, 2008;Swesi et al, 2006), shortening of the C8-N2 bond distance, and lengthening of C7-N1, C8-S1 bond lengths within the five-membered chelate ring are observed, consequent upon dissociation of the hydrazinic proton (Acharyya et al, 2006). The C7-N1 bond length of 1.297(4) Å and 1.306(5) Å , for 1 and 2, respectively, and C8-S1 bond length of 1.753(3) Å and 1.760(4) Å , for 1 and 2, respectively, are similar to those reported for coordinated thiosemicarbazone in the thiolate form (Kolotilov et al, 2007;Lobana et al, 2007).…”

Synthesis, spectroscopic studies and crystal structure of (E)-2-(2,4-dihydroxybenzylidene)thiosemicarbazone and (E)-2-[(1H-indol-3-yl)methylene]thiosemicarbazone

“…Although a series of thiosemicarbazone Schiff base complexes have been investigated crystallographically, there are only a few reports about free Schiff base ligands [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35]. We report here the syntheses and characterization of two thiosemicarbazone Schiff base ligands derived from 2,4-dihydroxybenzaldehyde and indoline-3-carbaldehyde (Scheme 1).…”

(E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone

“…For related structures, see: Swesi et al (2006); Kovala-Demertzi et al (2004); Jian & Li (2006). For reference structural data, see: Allen et al (1987).…”

“…Data collection: APEX2 (Bruker 2006); cell refinement: APEX2 and SAINT (Bruker 2006); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008) and TITAN2000 (Hunter & Simpson, 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and TITAN2000; molecular graphics: SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al, 2006); software used to prepare material for publication: SHELXL97, enCIFer (Allen et al, 2004) and PLATON (Spek, 2003). For example the structure of the related molecule 2,3-dihydroxybenzaldehyde thiosemicarbazone hemihydrate has been reported by Swesi et al (2006) as have the structures of a phenylthiocarbazole with a single hydroxy-substituent on the benzylidene ring (Jian & Li, 2006) and of a palladium(II) complex of an ethylthiosemicarbonate ligand deprotonated at the phenolate ring (Kovala-Demertzi et al, 2004).…”