(E)-3,4-Dihydroxy-benzaldehyde 4-methyl-thio-semicarbazone

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The title compound, C9H11N3O2S, adopts an E configuration with respect to the C=N bond. The mol-ecule is approximately planar, with an r.m.s. deviation from the mean plane through all 15 non-H atoms of 0.152 Å the dihedral angle between the benzene ring plane and the least-squares plane through the thio-semicarbazone unit is 12.48 (7)°. A weak intra-molecular N - H⋯N inter-action contributes to the planarity of the semicarbazone unit. Centrosymmetric pairs of O - H⋯O and N - H⋯S hydrogen bonds form chains along c, generating R 2 2(10) and R 2 2(8) ring motifs, respectively. In the crystal structure, these chains are further linked by inter-molecular O - H⋯S and C - H⋯O inter-actions, forming stacks down the c axis.

Original languageEnglish
JournalActa Crystallographica Section E: Structure Reports Online
Volume64
Issue number11
DOIs
Publication statusPublished - 2008

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Semicarbazones
Dihedral angle
Benzene
Hydrogen bonds
Crystal structure
Atoms
rings
dihedral angle
benzene
hydrogen bonds
deviation
crystal structure
configurations
atoms
benzaldehyde

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

Cite this

(E)-3,4-Dihydroxy-benzaldehyde 4-methyl-thio-semicarbazone. / Abdul Aziz, Yang Farina; Simpson, Jim.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 64, No. 11, 2008.

Research output: Contribution to journalArticle

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N2 - The title compound, C9H11N3O2S, adopts an E configuration with respect to the C=N bond. The mol-ecule is approximately planar, with an r.m.s. deviation from the mean plane through all 15 non-H atoms of 0.152 Å the dihedral angle between the benzene ring plane and the least-squares plane through the thio-semicarbazone unit is 12.48 (7)°. A weak intra-molecular N - H⋯N inter-action contributes to the planarity of the semicarbazone unit. Centrosymmetric pairs of O - H⋯O and N - H⋯S hydrogen bonds form chains along c, generating R 2 2(10) and R 2 2(8) ring motifs, respectively. In the crystal structure, these chains are further linked by inter-molecular O - H⋯S and C - H⋯O inter-actions, forming stacks down the c axis.

AB - The title compound, C9H11N3O2S, adopts an E configuration with respect to the C=N bond. The mol-ecule is approximately planar, with an r.m.s. deviation from the mean plane through all 15 non-H atoms of 0.152 Å the dihedral angle between the benzene ring plane and the least-squares plane through the thio-semicarbazone unit is 12.48 (7)°. A weak intra-molecular N - H⋯N inter-action contributes to the planarity of the semicarbazone unit. Centrosymmetric pairs of O - H⋯O and N - H⋯S hydrogen bonds form chains along c, generating R 2 2(10) and R 2 2(8) ring motifs, respectively. In the crystal structure, these chains are further linked by inter-molecular O - H⋯S and C - H⋯O inter-actions, forming stacks down the c axis.

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