Synthesis, structural characterization and conformational aspects of thenoylthiocarbamic-O-alkylesters

authors	Gomes, LR; Low, JN; Quesada, A; Santos, LMNBF; Rocha, MAA; Schroder, B
nationality	International
journal	JOURNAL OF MOLECULAR STRUCTURE
author keywords	N-Thenoylthiocarbamic-O-n-alkylester; Crystal structure; Odd and even effect; B3LYP; Conformation
keywords	N-ARYL-THIOCARBAMIDES; ESTERS; COMPLEXES; DENSITY; LIGAND
abstract	A set of four N-thenoylthiocarbamic-O-n-alkylesters, where alkylester = propylester, butylester, pentylester and hexylester were structurally characterized in solid state by single crystal X-ray diffractometry. The supramolecular structure for each compound is stabilised by N-H center dot center dot center dot O hydrogen bonds. For each compound gaseous phase ab initio geometry optimizations for several conformations were performed at the B3LYP/6-311++G(d,p) level of theory in order to evaluate and compare the calculated geometry with the experimental molecular crystal geometry as well as to evaluate the energetic difference between several alkyl conformations. The compounds were further analysed by FTIR spectroscopy and the experimental FTIR spectra were compared with the calculated ones at B3LYP/6-311++G(d,p) level of theory. The structural results for the set were further used in the interpretation of the odd and even effect found previously in their thermophysical properties. (C) 2009 Elsevier B.V. All rights reserved.
publisher	ELSEVIER SCIENCE BV
issn	0022-2860
year published	2009
volume	936
issue	1-3
beginning page	37
ending page	45
digital object identifier (doi)	10.1016/j.molstruc.2009.07.013
web of science category	Chemistry, Physical
subject category	Chemistry
unique article identifier	WOS:000273349000007