Crystal structure of benzyl 3-(3-methyl-phenyl) dithiocarbazate

NurFadhilah Abdul Aziz, Enis Nadia Md Yusof, Thahira Begum S A Ravoof*, Edward R T Tiekink, W.T.A. Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

In the title compound, C15H16N2S2, the central CN2S2 residue is almost planar (r.m.s. deviation = 0.0354 Å) and forms dihedral angles of 56.02 (4) and 75.52 (4)° with the phenyl and tolyl rings, respectively; the dihedral angle between the aromatic rings is 81.72 (5)°. The conformation about the N - N bond is gauche [C - N - N - C = - 117.48 (15)°]. Overall, the molecule has the shape of the letter L. In the crystal packing, supramolecular chains along the a axis are formed by N - H⋯S(thione) hydrogen bonds whereby the thione S atom accepts two such bonds. The hydrogen bonding leads to alternating edge-shared eight-membered {⋯HNCS}2 and 10-membered {⋯HNNH⋯S}2 synthons. The chains are connected into layers by phenyl-tolyl C - H⋯π interactions; the layers stack along the c axis with no specific interactions between them.

Original languageEnglish
Pages (from-to)o233-o234
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Volume71
Issue number4
Early online date14 Mar 2015
DOIs
Publication statusPublished - 1 Apr 2015

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Thiones
Dihedral angle
dihedral angle
Hydrogen bonds
Crystal structure
crystal structure
rings
Conformations
interactions
hydrogen bonds
deviation
Atoms
Crystals
Molecules
hydrogen
crystals
atoms
molecules

Keywords

  • C - H⋯πinteractions
  • Crystal structure
  • Hydrogen bonding
  • S-substituted dithiocarbazate

ASJC Scopus subject areas

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

Cite this

Crystal structure of benzyl 3-(3-methyl-phenyl) dithiocarbazate. / Aziz, NurFadhilah Abdul; Yusof, Enis Nadia Md; Ravoof, Thahira Begum S A; Tiekink, Edward R T; Harrison, W.T.A. (Editor).

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 71, No. 4, 01.04.2015, p. o233-o234.

Research output: Contribution to journalArticle

Aziz, NurFadhilah Abdul ; Yusof, Enis Nadia Md ; Ravoof, Thahira Begum S A ; Tiekink, Edward R T ; Harrison, W.T.A. (Editor). / Crystal structure of benzyl 3-(3-methyl-phenyl) dithiocarbazate. In: Acta Crystallographica Section E: Structure Reports Online. 2015 ; Vol. 71, No. 4. pp. o233-o234.
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abstract = "In the title compound, C15H16N2S2, the central CN2S2 residue is almost planar (r.m.s. deviation = 0.0354 {\AA}) and forms dihedral angles of 56.02 (4) and 75.52 (4)° with the phenyl and tolyl rings, respectively; the dihedral angle between the aromatic rings is 81.72 (5)°. The conformation about the N - N bond is gauche [C - N - N - C = - 117.48 (15)°]. Overall, the molecule has the shape of the letter L. In the crystal packing, supramolecular chains along the a axis are formed by N - H⋯S(thione) hydrogen bonds whereby the thione S atom accepts two such bonds. The hydrogen bonding leads to alternating edge-shared eight-membered {⋯HNCS}2 and 10-membered {⋯HNNH⋯S}2 synthons. The chains are connected into layers by phenyl-tolyl C - H⋯π interactions; the layers stack along the c axis with no specific interactions between them.",
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N2 - In the title compound, C15H16N2S2, the central CN2S2 residue is almost planar (r.m.s. deviation = 0.0354 Å) and forms dihedral angles of 56.02 (4) and 75.52 (4)° with the phenyl and tolyl rings, respectively; the dihedral angle between the aromatic rings is 81.72 (5)°. The conformation about the N - N bond is gauche [C - N - N - C = - 117.48 (15)°]. Overall, the molecule has the shape of the letter L. In the crystal packing, supramolecular chains along the a axis are formed by N - H⋯S(thione) hydrogen bonds whereby the thione S atom accepts two such bonds. The hydrogen bonding leads to alternating edge-shared eight-membered {⋯HNCS}2 and 10-membered {⋯HNNH⋯S}2 synthons. The chains are connected into layers by phenyl-tolyl C - H⋯π interactions; the layers stack along the c axis with no specific interactions between them.

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