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(2E)-2-(5-Bromo-2-hy-droxy-3-meth-oxy-benzyl-idene)-N-phenyl-hydrazine-carbo-thio-amide.

ABSTRACT: The title compound, C(15)H(14)BrN(3)O(2)S, adopts an E,E conformation with respect to the azomethine and hydrazinic bonds and exists in the thio-amide form. The two rings in the mol-ecule are twisted away from each other, making a dihedral angle of 69.13?(13)°. In the crystal, mol-ecules are linked through pairs of N-H?O and O-H?S hydrogen bonds, leading to the formation of inversion dimers which are stacked along the a axis. Intra-molecular N-H?N, O-H?O and C-H?? inter-actions are also present.

SUBMITTER: Jacob JM

PROVIDER: S-EPMC3379435 | biostudies-other | 2012 Jun

REPOSITORIES: biostudies-other

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(2E)-2-(5-Bromo-2-hy-droxy-3-meth-oxy-benzyl-idene)-N-phenyl-hydrazine-carbo-thio-amide.

Jacob Jinsa Mary JM Sithambaresan M M Kurup M R Prathapachandra MR

Acta crystallographica. Section E, Structure reports online 20120523 Pt 6

The title compound, C(15)H(14)BrN(3)O(2)S, adopts an E,E conformation with respect to the azomethine and hydrazinic bonds and exists in the thio-amide form. The two rings in the mol-ecule are twisted away from each other, making a dihedral angle of 69.13 (13)°. In the crystal, mol-ecules are linked through pairs of N-H⋯O and O-H⋯S hydrogen bonds, leading to the formation of inversion dimers which are stacked along the a axis. Intra-molecular N-H⋯N, O-H⋯O and C-H⋯π inter-actions are also present. ...[more]

PMID: 22719633

Similar Datasets

Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy-droxy-benzyl-idene)hydrazine-carbo-thio-amide di-methyl sulfoxide monosolvate.

Project description:The mol-ecule of the title Schiff base, C8H8BrN3OS·C2H6OS, which crystallizes as a di-methyl sulfoxide (DMSO) monosolvate, displays an E configuration with respect to the C=N bond, with a dihedral angle of 14.54 (11)° between the benzene ring and the mean plane of the N-N-C(N)=S unit. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains propagating along the b-axis direction. Within the chains there are R23(11) ring motifs, which are reinforced by C-H⋯ODMSO hydrogen bonds enclosing secondary R12(6) and R23(9) loops. The chains are linked by O-Hhydrox-yl⋯S hydrogen bonds, forming layers parallel to (011). Inversion-related layers are linked by short Br⋯Br inter-actions [3.5585 (5) Å], forming slabs parallel to (011). The inter-molecular inter-actions have been investigated using Hirshfeld surface studies and two-dimensional fingerprint plots. The crystal structure of the unsolvated form of the title compound has been reported previously [Kargar et al. (2010). Acta Cryst. E66, o2999], and its solid-state structure is compared with that of the title solvated form.

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Crystal structure of (<i>E</i>)-<i>N</i>-cyclo-hexyl-2-(2-hy-droxy-3-methyl-benzyl-idene)hydrazine-1-carbo-thio-amide.

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

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2-Cyclo-heptyl-idene-N-phenyl-hydrazine-carbo-thio-amide.

Project description:In the title compound, C14H19N3S, the seven-membered cyclo-heptane ring adopts a chair conformation. An intra-molecular N-H⋯N hydrogen bond [graph-set motif S(5)] is present in the N-N-C-N chain between the ring systems. An intra-molecular C-H⋯S contact also occurs. In the crystal, pairs of mol-ecules form centrosymmetric dimers through N-H⋯S hydrogen bonds [graph-set R 2 (2)(8)]. These dimers are connected by C-H⋯S inter-actions with an R 2 (2)(14) motif.

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Project description:In the title compound, C12H11N3O2S, the dihedral angle between the 4H-chromen-4-one ring system and the -CH=N-NH-CS-NH- unit is 6.22?(1)°. In the crystal, inversion dimers linked by pairs of N-H?O hydrogen bonds generate R 2 (2)(14) loops. The dimers are reinforced by a pair of C-H?O inter-actions, which generate R 2 (2)(10) loops.

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N'-(3-Bromo-5-chloro-2-hy-droxy-benzyl-idene)-2H-1,3-benzodioxole-5-carbo-hydrazide.

Project description:The asymmetric unit of the title hydrazone compound, C(15)H(10)BrClN(2)O(4), contains two independent mol-ecules. The dihedral angles between the benzene rings are 38.7 (3)° in one mol-ecule and 24.3 (3)° in the other. Both mol-ecules exist in trans conformations with respect to the C=N double bonds of the central methyl-idene units. Intra-molecular O-H⋯N contacts are observed in both mol-ecules, forming S(6) rings. In the crystal, mol-ecules are linked through N-H⋯O hydrogen bonds into chains along the a axis.

| S-EPMC3344473 | biostudies-literature

(2E)-2-[1-(2-Hy-droxy-4-meth-oxy-phenyl)ethyl-idene]-N-phenyl-hydrazine-carbox-amide monohydrate.

Project description:The title compound, C(16)H(17)N(3)O(3)·H(2)O, exists in the E conformation with respect to the azomethine C=N double bond. While the phenyl ring is almost coplanar with the central hydrazinecarboxamide group [dihedral angle = 14.18?(11)°], it is twisted slightly with respect to the other aromatic ring in the mol-ecule, with a dihedral angle of 22.88?(13)°. The packing is dominated by O-H?O, N-H?O and C-H?O hydrogen-bond inter-actions, forming a three-dimensional supra-molecular structure which is augmented by two types of C-H?? inter-actions. An intramolecular O-H?N interaction is also present in the molecule.

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(E)-2-(4-Benz-yloxy-2-hy-droxy-benzyl-idene)-N-methyl-hydrazinecarbo-thio-amide.

Project description:The mol-ecule of the title compound, C16H17N3O2S, adopts an E conformation with respect to the azomethine C=N bond. The hydrazinecarbo-thio-amide fragment is close to planar, with a largest deviation from the least-squares plane of 0.079 (2) Å for the hydrazide N atom. This fragment forms a dihedral angle of 9.43 (9)° with the central benzene ring. The benzene rings are inclined to one another by 67.55 (12)°. The mol-ecular conformation is stabilized by an intra-molecular O-H⋯N hydrogen bond involving the azomethine N atom. In the crystal, mol-ecules are linked through weak N-H⋯S and N-H⋯O hydrogen bonds into double ribbons along [010]. The crystal packing also features C-H⋯π inter-actions.

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