Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine

How, Fiona Ni Foong and Crouse, Karen Anne and Mohamed Tahir, Mohamed Ibrahim and Watkins, David J. (2009) Synthesis and structure determination of s,s′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine. Journal of Chemical Crystallography, 39 (12). pp. 894-897. ISSN 1074-1542

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Abstract

S,S′-(Naphthalen-2-ylmethyl sulfanyl (1-p-tolyl-ethylidene) hydrazine (SNM4MA) was prepared by the condensation of S-napthalen-2-ylmethyldithiocarbazate (SNMDTC) and 4-methylacetophenone. Yellow needles of SNM4MA were obtained upon slow evaporation of a 50:50 mixture of acetonitrile and DMSO over a period of weeks. The compound crystallizes in the monoclinic system with the space group C 2/c and Z = 4. The unit cell parameters are a = 7.0221(2) Å, b = 22.8428(6) Å, c = 23.5127(6) Å with β = 94.0222(13)°. Single crystal X-ray analysis shows that the molecule has crystallographic two-fold rotational symmetry coincident with the S–S bond. The title compound exists as a trans–cis conformer in which the naphthalene group is trans with respect to the thione sulfur while the benzyl group adopts a cis geometry. 13C and 1H spectra confirm that the dimeric nature is retained in DMSO solution.

Item Type:	Article (Journal)
Additional Information:	6467/9860
Uncontrolled Keywords:	S-Naphthalen-2-ylmethyldithiocarbazate � Dimeric Schiff base � Dithiocarbazate
Subjects:	UNSPECIFIED
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Science > Department of Biotechnology
Depositing User:	Ms Rosyidah Taju Rahim
Date Deposited:	13 Dec 2011 12:54
Last Modified:	14 Dec 2011 11:45
URI:	http://irep.iium.edu.my/id/eprint/9860

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