Synthesis, crystal structure and Hirshfeld analysis of -ethyl-2-{3-methyl-2-[(2)-pent-2-en-1-yl]cyclo-pent-2-en-1-yl-idene}hydrazinecarbo-thio-amide.

The title compound (CHNS, common name: -jasmone 4-ethyl-thio-semicarbazone) was synthesized by the equimolar reaction of -jasmone and 4-ethyl-thio-semicarbazide in ethanol facilitated by acid catalysis. There is one crystallographically independent mol-ecule in the asymmetric unit, which shows disorder of the terminal ethyl group of the jasmone carbon chain [site-occupancy ratio = 0.911 (5):0.

Erratum: 2-{3-Methyl-2-[(2)-pent-2-en-1-yl]cyclo-pent-2-en-1-yl-idene}--phenylhydrazinecarbo-thio-amide. Corrigendum.

[This corrects the article DOI: 10.1107/S2414314623009719.].

-Methyl-2-{3-methyl-2-[(2)-pent-2-en-1-yl]cyclo-pent-2-en-1-yl-idene}hydrazinecarbo-thio-amide.

The equimolar and hydro-chloric acid-catalysed reaction between -jasmone and 4-methyl-thio-semicarbazide in ethano-lic solution yields the title compound, CHNS (common name: -jasmone 4-methyl-thio-semicarbazone). Two mol-ecules with all atoms in general positions are present in the asymmetric unit. In one of them, the carbon chain is disordered [site occupancy ratio = 0.

Synthesis, crystal structure and Hirshfeld analysis of -bis-(2-{1-[(6,)-3,5,5,6,8,8-hexa-methyl-5,6,7,8-tetra-hydronaphthalen-2-yl]ethyl-idene}--methyl-hydrazinecarbo-thio-amidato-κ,)palladium(II) ethanol monosolvate.

The reaction between the (,)-fixolide 4-methyl-thio-semicarbazone and Pd chloride yielded the title compound, [Pd(CHNS)]·CHO {common name: -bis-[(,)-fixolide 4-methyl-thio-semicarbazonato-κ ]palladium(II) ethanol monosolvate}. The asymmetric unit of the title compound consists of one bis-thio-semicarbazonato Pd complex and one ethanol solvent mol-ecule. The thio-semicarbazononato ligands act as metal chelators with a configuration in a distorted square-planar geometry.

2-{1-[(6,)-3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetra-hydro-naphthalen-2-yl]ethyl-idene}--methyl-hydrazinecarbo-thioamide.

The reaction between a racemic mixture of (,)-fixolide and 4-methyl-thio-semicarbazide in ethanol with a 1:1 stoichiometric ratio and catalysed with HCl, yielded the title compound, CHNS [common name: (,)-fixolide 4-methyl-thio-semicarbazone]. There is one crystallographically independent mol-ecule in the asymmetric unit, which is disordered over the aliphatic ring [site-occupancy ratio = 0.667 (13):0.

A second crystalline modification of 2-{3-methyl-2-[(2)-pent-2-en-1-yl]cyclo-pent-2-en-1-yl-idene}hydrazinecarbo-thio-amide.

A second crystalline modification of the title compound, CHNS [common name: -jasmone thio-semicarbazone] was crystallized from tetra-hydro-furane at room temperature. There is one crystallographic independent mol-ecule in the asymmetric unit, showing disorder in the -jasmone chain [site-occupancy ratio = 0.590 (14):0.

Synthesis, crystal structure and Hirshfeld analysis of -bis-{(2)--phenyl-2-[(2)-3-phenyl-2-propen-1-yl-idene]hydrazinecarbo-thio-amidato-κ,}palladium(II).

The reaction of (2)--phenyl-2-[(2)-3-phenyl-2-propen-1-yl-idene]hydra-zine-carbo-thio-amide (common name: cinnamaldehyde-4-phenyl-thio-semi-carbazone) deprotonated with NaOH in ethanol with an ethano-lic suspension of Pd chloride in a 2:1 molar ratio yielded the title compound, [Pd(CHNS)]. The anionic ligands act as metal chelators, κ -donors, forming five-membered rings with a -configuration. The Pd ion is fourfold coordinated in a slightly distorted square-planar geometry.

Synthesis, crystal structure and Hirshfeld analysis of a crystalline compound comprising a 1/1 mixture of 1-[(1,4)- and 1-[(1,4)-1,7,7-trimethyl-2-oxobi-cyclo[2.2.1]heptan-3-yl-idene]hydrazinecarbo-thio-amide.

The equimolar reaction between a racemic mixture of ()- and ()-camphorquinone with thio-semicarbazide yielded the title compound, CHNOS [common name: ()- and ()-camphor thio-semicarbazone], which maintains the chirality of the methyl-ated chiral carbon atoms and crystallizes in the centrosymmetric space group 2/. There are two mol-ecules in general positions in the asymmetric unit, one of them being the (1)-camphor thio-semicarbazone isomer and the second the (1)- isomer. In the crystal, the mol-ecular units are linked by C-H⋯S, N-H⋯O and N-H⋯S inter-actions, building a tape-like structure parallel to the (01) plane, generating (7) and (8) graph-set motifs for the H⋯S inter-actions.

Synthesis, crystal structure and Hirshfeld analysis of a new crystalline modification of the radical ion salt octa-methyl-ene-tetra-thia-fulvalenium triiodide (OMTTF)I.

The reaction between 4,5,6,7-tetra-hydro-2-(4,5,6,7-tetra-hydro-1,3-benzodi-thiol-2-yl-idene)-1,3-benzodi-thiole (common name: 4,4',5,5',6,6',7,7'-octa-hydro-dibenzo-tetra-thia-fulvalene, OMTTF) and an excess of iodine in tetra-hydro-furan (THF) yielded the respective radical organic polyiodide salt, CHS ·I . The asymmetric unit contains one and a half formula unit of both the cation and the anion, with the half-ions completed through inversion symmetry. The (OMTTF ) positive charge can be assigned by the bond distances and the planar structure of the CSC=CSC central fragment.

Crystal structure and Hirshfeld analysis of -bis-(5-fluoro-indoline-2,3-dione 3-oximato-κ,)--bis-(pyridine-κ)copper(II).

The reaction in methanol of Cu acetate monohydrate with 5-fluoro-isatin 3-oxime deprotonated with KOH in a 1:2 molar ratio and recrystallization from pyridine yielded the title compound, [Cu(CHFNO)(CHN)]. In the centrosymmetric complex, the anionic form of the isatin oxime acts as a κ, donor, building five-membered metallarings. The Cu cation is sixfold coordinated in a slightly distorted octa-hedral environment by two , equatorial, anionic isatin derivatives and two pyridine ligands in axial positions.

Crystal structure, Hirshfeld analysis and mol-ecular docking with the vascular endothelial growth factor receptor-2 of (3)-5-fluoro-3-(hy-droxy-imino)-indolin-2-one.

The reaction between 5-fluoro-isatin and hydroxyl-amine hydro-chloride in acidic ethanol yields the title compound, CHFNO, whose mol-ecular structure matches the asymmetric unit and is nearly planar with an r.m.s.

A new example of intra-molecular C-H⋯Ni anagostic inter-actions: synthesis, crystal structure and Hirshfeld analysis of -bis-[4-methyl-2-(1,2,3,4-tetra-hydro-naphthalen-1-yl-idene)hydrazinecarbo-thio-amidato-κ,]nickel(II) di-methyl-formamide monosolvate.

The reaction of Ni acetate tetra-hydrate with 4-methyl-2-(1,2,3,4-tetra-hydro-naphthalen-1-yl-idene)hydrazinecarbo-thio-amide in a 2:1 molar ratio and recrystallization from di-methyl-formamide yielded the title compound, [Ni(CHNS)]·CHNO. The ligands act as monoanionic κ,-donors, forming five-membered metallarings. The Ni ion is fourfold coordinated in a distorted square-planar -configuration, which is rather uncommon for mono-thio-semicarbazone complexes.

Hirshfeld analysis and mol-ecular docking with the RDR enzyme of 2-(5-chloro-2-oxoindolin-3-yl-idene)--methyl-hydrazinecarbo-thio-amide.

The acetic acid-catalyzed reaction between 5-chloro-isatin and 4-methyl-thio-semicarbazide yields the title compound, CHClNOS (I) (common name: 5-chloro-isatin-4-methyl-thio-semicarbazone). The mol-ecule is nearly planar (r.m.

Crystal structure of (2)-3-[4-(di-methyl-amino)-phen-yl]-1-(thio-phen-2-yl)prop-2-en-1-one.

The equimolar reaction between 4-(di-methyl-amino)-benzaldehyde and 2-acetyl-thio-phene in basic ethano-lic solution yields the title compound, CHNOS, whose mol-ecular structure matches the asymmetric unit. The mol-ecule is not planar, the dihedral angle between the aromatic and the thio-phene rings being 11.4 (2)°.

Crystal structure of -ethyl-2-(1,2,3,4-tetra-hydro-naphthalen-1-yl-idene)hydrazinecarbo-thio-amide.

There are two crystallographically independent mol-ecules in the asymmetric unit of the title compound, CHNS, one of them being disordered over the methyl group [site-occupancy ratio = 0.705 (5):0.295 (5)].

Crystal structure of (3)-5-nitro-3-(2-phenyl-hydrazinyl-idene)-1-indol-2(3)-one.

The reaction between 5-nitro-isatin and phenyl-hydrazine in acidic ethanol yields the title compound, CHNO, whose mol-ecular structure deviates slightly from a planar geometry (r.m.s.

Crystal structure of cis-bis-{4-phenyl-1-[(3R)-1,7,7-tri-methyl-2-oxobi-cyclo-[2.2.1]heptan-3-ylidene]thio-semicarbazidato-κ(3) O,N (1),S}cadmium(II) with an unknown solvent mol-ecule.

The reaction between the racemic mixture of the camphor-4-phenyl-thio-semicarbazone derivative and cadmium acetate dihydrate yielded the title compound, [Cd(C17H20N3OS)2]. The Cd(II) ion is six-coordinated in a distorted octa-hedral environment by two deprotonated thio-semicarbazone ligands acting as an O,N,S-donor in a tridentate chelating mode, forming five-membered chelate rings. In the crystal, the mol-ecules are connected via pairs of N-H⋯S and C-H⋯S inter-actions, building centrosymmetric dimers.

Crystal structure of (Z)-2-(5-fluoro-2-oxoindolin-3-yl-idene)hydrazinecarbo-thio-amide.

In the title compound, C9H7FN4OS, the mol-ecules are almost planar, with an r.m.s.

Crystal structure of 4-hy-droxy-3-meth-oxy-benzaldehyde 4-methyl-thio-semi-carbazone methanol monosolvate.

In the title solvate, C15H15N3O2S·CH3OH, the thio-semicarbazone mol-ecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) Å and the dihedral angle between the aromatic rings is 9.83 (8)°.

Crystal structure of bis-[N-phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothio-amidato-κ(2) N (2),S]zinc dimethyl sulfoxide monosolvate.

The reaction of the N-phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-yl-idene)hy-dra-zine-car-bo-thio-amide ligand with zinc acetate dihydrate in a 2:1 molar ratio yielded a yellow solid, which was crystallized from DMSO to obtain the title compound, [Zn(C17H16N3S)2]·C2H6OS. The Zn(II) ion is four-coordinated in a distorted tetra-hedral environment by two deprotonated ligands. Each ligand acts as an N,S-donor, forming a five-membered metallacycle.

Crystal structure of (E)-2-[1-(1,3-benzodioxol-5-yl)ethyl-idene]-N-ethyl-hydra-zine-1-carbo-thio-amide.

In the title compound, C12H15N3O2S, the 1,3-benzdioxole fragment is nearly planar [the maximum deviation being 0.0515 (14) Å], the N-N-C(=S)-N fragment is also nearly planar [the maximum deviation being 0.0480 (10) Å], and the dihedral angle between their mean planes is 23.

Crystal structure of (E)-2-[1-(benzo[d][1,3]dioxol-5-yl)ethyl-idene]-N-methyl-hydrazine-1-carbo-thio-amide.

In the title compound, C11H13N3O2S, there is a short intra-molecular N-H⋯N contact. The benzo[d][1,3]dioxole ring system is approximately planar (r.m.

Crystal structure of (E)-2-[4-(4-hy-droxy-phen-yl)butan-2-yl-idene]hydrazine-1-carbo-thio-amide.

The title compound, C11H15N3OS, is a thio-semicarbazone derivative of the raspberry ketone rheosmin [systematic name: 4-(4-hy-droxy-phen-yl)butane-2-one]. The mol-ecule deviates from planarity, with the bridging C-C-C=N torsion angle equal to -101.3 (2)°.

Crystal structure of the charge-transfer complex 2-(1,2,3,4-tetra-hydro-naph-thal-en-1-yl-idene)hydrazinecarbo-thio-amide-pyrazine-2,3,5,6-tetra-carbo-nitrile (2/1).

The reaction of 2-(1,2,3,4-tetra-hydro-napthalen-1-yl-idene)hydrazinecarbo-thio-amide (TTSC) with pyrazine-2,3,5,6-tetra-carbo-nitrile (tetra-cyano-pyrazine, TCNP) yields the title 2:1 charge-transfer adduct, 2C11H12N3S·C6N8. The complete TCNP mol-ecule is generated by a crystallographic inversion centre and the non-aromatic ring in the TTSC mol-ecule adopts an envelope conformation with a methyl-ene C atom as the flap. In the crystal, the thio-semicarbazone mol-ecules are connected through inversion-related pairs of N-H⋯S inter-actions, building a polymeric chain along the b-axis direction.

Crystal structure of (E)-2-[(2S,5R)-2-isopropyl-5-methyl-cyclo-hexyl-idene]hydrazine-1-carbo-thio-amide.

The title compound, C11H21N3S, consists of a menthone moiety attached to an extended thio-semicarbazone group with the N-N-C-N torsion angle being 11.92 (16)°. The cyclo-hexane ring has a chair conformation and the conformation about the C=N bond is E.