1-(2,3,4-Trihydroxybenzylidene)-4-ethylthiosemicarbazide

Abstract

In the title mol­ecule, C10H13N3O3S, the thio­semicarbazide =N—NH—C(=S)—NH– fragment is twisted with respect to the aromatic ring [dihedral angle = 20.5 (1)°]. A weak N—H⋯S hydrogen bond [3.480 (1) Å] links two mol­ecules about a center of inversion to generate a ring. The hydr­oxy groups are engaged in inter­molecular hydrogen bonding; the O—H⋯O and O—H⋯S hydrogen bonds generate a layer motif.

(E)-2-(2-Hydroxy-3-methylbenzylidene)-N-methylhydrazine-1-carbothioamide: supramolecular assemblies in two-dimensions mediated by N—H...S and C—H...π interactions

“…(I) 2-hydroxy-3-methylbenzylidenyl methyl 4 170 0 AWAZOP (Hussein & Guan, 2015) 5-bromo-2-hydroxybenzylidenyl methyl 1 175 12 AWEBEL (Hussein & Guan, 2015) 3-ethoxy-2-hydroxybenzylidenyl methyl 176 174 4 CIVZAK (Hussein et al, 2014b) 5-(tert-butyl)-2-hydroxybenzylidenyl ethyl 2 174 15 CIWBAN (Hussein et al, 2014b) 5-allyl-3-ethyl-2-hydroxybenzylidenyl methyl 169 173 5 DAGVOZ (Arafath et al, 2017b) 2-hydroxy-5-methoxy-3-nitrobenzylidenyl methyl 177 176 7 EFUPAX (Rubčić et al, 2008) 2-hydroxy-4-methoxybenzylidenyl phenyl 2 173 4 EROVIR (Lo & Ng, 2011) 5-chloro-2-hydroxybenzylidenyl ethyl 8 172 14 GOZQIX (Hussein et al, 2015a) 2-hydroxy-5-methoxybenzylidenyl methyl 3 175 14 GOZQIX01 (Salam et al, 2016) 2-hydroxy-5-methoxybenzylidenyl methyl 3 175 15 GOZQIX02 (Subhashree et al, 2017) 2-hydroxy-5-methoxybenzylidenyl methyl 2 175 13 HABDEW (Hussein et al, 2015c) 3-ethoxy-2-hydroxybenzylidenyl ethyl 177 176 5 HABFEY (Hussein et al, 2015c) 5-allyl-2-hydroxy-3-methoxybenzylidenyl ethyl 173, 173 176, 179 6, 8 178, 177 HAXROO (Vrdoljak et al, 2005) 2-hydroxybenzylidenyl methyl 1 176 11 HAXROO01 (Liu, 2015) 2-hydroxybenzylidenyl methyl 2 175 11 HAXSAB (Vrdoljak et al, 2005) 2-hydroxy-3-methoxybenzylidenyl methyl 177 174 5 IBAZUJ (Haque et al, 2015) 2,3-dihydroxybenzyliden methyl 1 170 1 IBEDOL (Haque et al, 2015) 2-hydroxy-5-methylbenzylidenyl methyl 3, 2 175, 173 16, 16 175, 175 IFUXEN (Tan et al, 2008b) 2,4-dihydroxybenzylidenyl ethyl 2 179 0 IFUXEN01 (Hussein et al, 2014b) 2,4-dihydroxybenzylidenyl ethyl 2 179 0 IFUXEN02 (Ramaiyer & Frank, 2015) 2,4-dihydroxybenzylidenyl ethyl 1 175 4 IFUXEN03 (Ramaiyer & Frank, 2015) 2,4-dihydroxybenzylidenyl ethyl 5 171 6 IGALUY (Tan et al, 2008c) 2,4-dihydroxybenzylidenyl methyl 5 174 9 IGALUY01 2,4-dihydroxybenzylidenyl methyl 2 177 16 IMAFIN (El-Asmy et al, 2016) 2-hydroxybenzylidenyl ethyl 1 177 13 JAJHUA (Li et al, 2016) 5-bromo-2-hydroxybenzylidenyl methyl 1 175 12 JOFHIW (Tan et al, 2008a) 2,5-dihydroxybenzyliden methyl 1 175 11 KOCLIY (Ðilović et al, 2008) 4-(diethylamino)-2-hydroxybenzylidenyl phenyl 2 172 12 LAQCIR 5-bromo-2-hydroxy-3-methoxybenzylidenyl cyclohexyl 172 177 4 NUQNAP …”

(E)-1-(4-Hydroxybenzylidene)-4-methylthiosemicarbazide

“…(Fang et al, 2007). The compounds 1-(2,3,4-trihydroxybenzylidene) thiosemicarbazide (Shawish et al, 2010a) and 1-(2,3,4-trihydroxybenzylidene)-4-ethylthiosemicarbazide (Shawish et al, 2010b) are analogous except for the presence of the ethyl group in the later compound. The present compound ( Fig.…”