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 language | English |
|---|---|
| Pages (from-to) | o233-o234 |
| Number of pages | 2 |
| Journal | Acta Crystallographica Section E: Structure Reports Online |
| Volume | 71 |
| Issue number | 4 |
| Early online date | 14 Mar 2015 |
| DOIs | |
| Publication status | Published - 1 Apr 2015 |
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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 journal › Article
}
TY - JOUR
T1 - Crystal structure of benzyl 3-(3-methyl-phenyl) dithiocarbazate
AU - Aziz, NurFadhilah Abdul
AU - Yusof, Enis Nadia Md
AU - Ravoof, Thahira Begum S A
AU - Tiekink, Edward R T
A2 - Harrison, W.T.A.
N1 - Support for the project came from Universiti Putra Malaysia (UPM) under their Research University Grant Scheme (RUGS No. 9419400) and the Science Fund under the Ministry of Science, Technology and Innovation (MOSTI) (06-01-04-SF1810). We also wish to thank Ms Khadijah Densabali for collecting the intensity data. NFAA wishes to thank UPM for the Graduate Research Fellowship award.
PY - 2015/4/1
Y1 - 2015/4/1
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.
AB - 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.
KW - C - H⋯πinteractions
KW - Crystal structure
KW - Hydrogen bonding
KW - S-substituted dithiocarbazate
UR - http://www.scopus.com/inward/record.url?scp=84928153655&partnerID=8YFLogxK
U2 - 10.1107/S2056989015004764
DO - 10.1107/S2056989015004764
M3 - Article
AN - SCOPUS:84928153655
VL - 71
SP - o233-o234
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
SN - 1600-5368
IS - 4
ER -