TY - JOUR
T1 - Crystal structure of 2-((1E)-{2-[bis(2-methylbenzylsulfanyl) methylidene]-hydrazin-1-ylidene}methyl)-6-methoxy-phenol
AU - Yusof, Enis Nadia Md
AU - Ravoof, Thahira Begum S A
AU - Tahir, Mohamed Ibrahim Mohamed
AU - Tiekink, Edward R T
A2 - Harrison, W. T A
N1 - 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.
PY - 2015/4/1
Y1 - 2015/4/1
N2 - In the title compound, C25H26N2O2S2, the central CN2S2 atoms are almost coplanar (r.m.s. deviation = 0.0058 Å). One phenyl ring clearly lies to one side of the central plane, while the other is oriented in the plane but splayed. Despite the different relative orientations, the phenyl rings form similar dihedral angles of 64.90 (3) and 70.06 (3)° with the central plane, and 63.28 (4)° with each other. The benzene ring is twisted with respect to the central plane, forming a dihedral angle of 13.17 (7)°. The S2C=N, N - N and N - N=C bond lengths of 1.2919 (19), 1.4037 (17) and 1.2892 (19) Å, respectively, suggest limited conjugation over these atoms; the configuration about the N - N=C bond is E. An intramolecular O - H⋯N hydrogen bond is noted. In the crystal, phenyl-methoxy C - H⋯O and phenyl-phenyl C - H⋯π interactions lead to supramolecular double chains parallel to the b axis. These are connected into a layer via methyl-phenyl C - H⋯π interactions, and layers stack along the a axis, being connected by weak π-π interactions between phenyl rings [inter-centroid distance = 3.9915 (9) Å] so that a three-dimensional architecture ensues.
AB - In the title compound, C25H26N2O2S2, the central CN2S2 atoms are almost coplanar (r.m.s. deviation = 0.0058 Å). One phenyl ring clearly lies to one side of the central plane, while the other is oriented in the plane but splayed. Despite the different relative orientations, the phenyl rings form similar dihedral angles of 64.90 (3) and 70.06 (3)° with the central plane, and 63.28 (4)° with each other. The benzene ring is twisted with respect to the central plane, forming a dihedral angle of 13.17 (7)°. The S2C=N, N - N and N - N=C bond lengths of 1.2919 (19), 1.4037 (17) and 1.2892 (19) Å, respectively, suggest limited conjugation over these atoms; the configuration about the N - N=C bond is E. An intramolecular O - H⋯N hydrogen bond is noted. In the crystal, phenyl-methoxy C - H⋯O and phenyl-phenyl C - H⋯π interactions lead to supramolecular double chains parallel to the b axis. These are connected into a layer via methyl-phenyl C - H⋯π interactions, and layers stack along the a axis, being connected by weak π-π interactions between phenyl rings [inter-centroid distance = 3.9915 (9) Å] so that a three-dimensional architecture ensues.
KW - C - H⋯πinteractions
KW - Crystal structure
KW - Hydrogen bonding
KW - S-substituted dithiocarbazates
KW - π-πinteractions
UR - http://www.scopus.com/inward/record.url?scp=84928118420&partnerID=8YFLogxK
U2 - 10.1107/S2056989015004946
DO - 10.1107/S2056989015004946
M3 - Article
AN - SCOPUS:84928118420
VL - 71
SP - o242-o243
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
SN - 1600-5368
IS - 4
ER -