Crystal structure of 1-{(Z)-[(2E)-3-(4-chlorophenyl)-1-phenylprop-2-en-1-ylidene]amino}-3-ethylthiourea

In the title thiosemicarbazone compound, C18H18ClN3S, the CN3S residue is almost planar (r.m.s. deviation = 0.0031 Å) and forms dihedral angles of 65.99 (7) and 34.60 (10)° with the phenyl and chlorobenzene rings, respectively; the dihedral angle between the aromatic rings is 85.13 (8)°. The conformation about the C=N bond is Z, and that about the C=C bonds is E. The imine N and ethyl N atoms are syn and are linked by an ethyl–imine N—H...N hydrogen bond. This H atom also forms an intermolecular hydrogen bond to the thione S atom, resulting in a supramolecular helical chain propagating along the b axis. The chains are consolidated into a three-dimensional architecture by phenyl-C—H...Cl contacts and weak π–π interactions between centrosymmetrically related chlorobenzene rings [inter-centroid distance = 3.9127 (15) Å]

Crystal structure of 1-[(Z)-[4-(4-methoxyphenyl) butan-2 ylidene]amino]-3-phenylurea, C18H21N3O2

C18H21N3O2, triclinic, P1̅ (no. 2), a = 8.5155(4) Å, b = 10.6415(4) Å, c = 19.0732(10) Å, α = 80.918(4)°, β = 89.689(4)°, γ = 80.666(4)°, V = 1683.74(14) Å3, Z = 4, Rgt(F) = 0.055, wRref(F2) = 0.133, T = 100 K

Crystal structure of 2′-hydroxyaceto-phenone 4-methylthiosemicarbazide

Support for this project came from Universiti Putra Malaysia (UPM) under their Research University Grant Scheme (RUGS No. 9419400), Malaysian Fundamental Research Grant Scheme (FRGS No. 5524425) and the ScienceFund (Science Fund No. 5450726). We also thank Siti Khadijah Densabali for collecting the X-ray data. JJ wishes to acknowledge the Malaysian Government for sponsorship under the SGRA Scheme.Peer reviewedPublisher PD

Crystal structure of (Z)-4-methylbenzyl 3-[1-(5-methylpyridin-2-yl)ethylidene]dithiocarbazate

In the title dithiocarbazate compound, C17H19N3S2, the central CN2S2 residue is essentially planar (r.m.s. deviation = 0.0288 Å) and forms dihedral angles of 9.77 (8) and 77.47 (7)° with the substituted-pyridyl and p-tolyl rings, respectively, indicating a highly twisted molecule; the dihedral angle between the rings is 85.56 (8)°. The configuration about the C=N bond is Z, which allows for the formation of an intramolecular N—H...N(pyridyl) hydrogen bond. The packing features tolyl-methyl-C—H...N(imine), pyridyl-C—H...π(tolyl) and π–π interactions [between pyridyl rings with a distance = 3.7946 (13) Å], which generates jagged supramolecular layers that stack along the b axis with no directional interactions between them

Crystal structure of 2-((1E)-{2-[bis(2-methylbenzylsulfanyl) methylidene]-hydrazin-1-ylidene}methyl)-6-methoxy-phenol

We thank the Department of Chemistry, Universiti Putra Malaysia for facilities. This research was funded by Universiti Putra Malaysia (UPM) and the Malaysian Government under the Geran UPM Scheme (RUGS No. IBT/2013/9419400), the Malaysian Fundamental Research Grant Scheme (FRGS No.01–02-13–1344FR) and the ScienceFund under the Ministry of Science, Technology and Innovation (MOSTI 06–01-04-SF1810). ENMY wishes to thank UPM for the award of a Graduate Research Fellowship.Peer reviewedPublisher PD

Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ2 N′,S)zinc(II): crystal structure and Hirshfeld surface analysis

The title ZnII complex, [Zn(C18H18N3S)2], (I), features two independent but chemically equivalent molecules in the asymmetric unit. In each, the thiosemicarbazonate monoanion coordinates the ZnII atom via the thiolate-S and imine-N atoms, with the resulting N2S2 donor set defining a distorted tetrahedral geometry. The five-membered ZnSCN2 chelate rings adopt distinct conformations in each independent molecule, i.e. one ring is almost planar while the other is twisted about the Zn—S bond. In the crystal, the two molecules comprising the asymmetric unit are linked by amine-N—H...N(imine) and amine-N—H...S(thiolate) hydrogen bonds via an eight-membered heterosynthon, {...HNCN...HNCS}. The dimeric aggregates are further consolidated by benzene-C—H...S(thiolate) interactions and are linked into a zigzag supramolecular chain along the c axis via amine-N—H...S(thiolate) hydrogen bonds. The chains are connected into a three-dimensional architecture via phenyl-C—H...π(phenyl) and π–π interactions, the latter occurring between chelate and phenyl rings [inter-centroid separation = 3.6873 (11) Å]. The analysis of the Hirshfeld surfaces calculated for (I) emphasizes the different interactions formed by the independent molecules in the crystal and the impact of the π–π interactions between chelate and phenyl rings

N′-[Bis(benzyl­sulfan­yl)methyl­idene]benzohydrazide

In the title hydrazonodithio­ate, C21H19N3OS2, the amide group is twisted out of the plane through the S2C=N atoms: the C—N—N—C torsion angle is 139.71 (13)°. The pyridine ring forms dihedral angles of 52.96 (8) and 86.46 (8)° with the phenyl rings, and the latter are approximately orthogonal [dihedral angle = 76.42 (9)°]. Supra­molecular chains sustained by N—H⋯O hydrogen bonds and propagated by glide symmetry along the c axis are found in the crystal structure. The chains are consolidated into a three-dimensional architecture by C—H⋯O and C—H⋯N inter­actions

1-Methyl-2-({[(2-methyl­phen­yl)meth­yl]disulfan­yl}meth­yl)benzene

In the title disulfide, C16H18S2, the mol­ecule is twisted about the central S—S bond [the C—S—S—C torsion angle = 93.24 (7)°] and the dihedral angle between the benzene rings is 72.84 (7)°, indicating an almost orthogonal relationship; the methyl groups are orientated to the same side of the mol­ecule. The crystal packing features C—H⋯.π inter­actions which consolidate a three-dimensional architecture

Bis(4-methoxychalcone 4-ethylthiosemicarbazonato-κ2 N 1,S)zinc(II): Crystal structure and Hirshfeld surface analysis

The title ZnII complex, [Zn(C19H20N3OS)2] {systematic name: bis[(N-ethyl-N0-{(Z)-[(2E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}carbamimidoyl)sulfanido]zinc(II)}, features a tetrahedrally coordinated ZnII ion within an N2S2 donor set provided by two N,S-chelating thiosemicarbazone anions. The resulting five-membered Zn,C,N2,S chelate rings adopt different conformations, i.e. almost planar and an envelope with the Zn atom being the flap atom. The configuration about the imine bond within the chelate ring is Z but those about the exocyclic imine and ethylene bonds are E. In the crystal, supramolecular [100] chains mediated by thioamide-N—H...S(thione) hydrogen bonds and eight-membered thioamide {.....HNCS}2 synthons are observed. A range of interactions, including C—H...O, C—H...., C—H....(chelate ring) and .(methoxybenzene)—.(chelate ring) consolidate the packing. The Hirshfeld surface analysis performed on the title complex also indicates the influence of the interactions involving the chelate rings upon the packing along with the more conventional contacts

Benzyl 3-(2-methyl­phen­yl)dithio­carbazate

In the title compound, C15H16N2S2, the central C2N2S2 unit is essentially planar (r.m.s. deviation = 0.047 Å) and forms dihedral angles of 68.26 (4) and 65.99 (4)° with the phenyl and benzene rings, respectively, indicating a twisted mol­ecule. Supra­molecular chains with a step topology and propagating along [100] feature in the crystal packing, mediated through N—H⋯S hydrogen bonds. The chains are consolidated into a three-dimensional architecture by C—H⋯π inter­actions