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HERO ID
7951041
Reference Type
Journal Article
Title
Synthesis and characterization of N-(Arylcarbamothioyl)-cyclohexanecarboxamide derivatives: the crystal structure of N-(naphthalen-1-ylcarbamothioyl)cyclohexanecarboxamide
Author(s)
Ozer, CK; Arslan, H; Vanderveer, D; Külcü, N
Year
2009
Is Peer Reviewed?
1
Journal
Molecules
ISSN:
1420-3049
Volume
14
Issue
2
Page Numbers
655-666
Language
English
PMID
19214154
DOI
10.3390/molecules14020655
Web of Science Id
WOS:000263823400006
Abstract
A number of N-(arylcarbamothioyl)cyclohexanecarboxamide derivatives (aryl substituents: phenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, o-tolyl, p-tolyl, 3-methoxyphenyl, 4-methoxyphenyl and naphthalen-1yl) have been synthesized. The compounds obtained were characterized by elemental analyses, IR spectroscopy and (1)H-NMR spectroscopy. N-(naphthalen-1-ylcarbamothioyl)cyclohexanecarboxamide, H(2)L(9), was also characterized by a single crystal X-ray diffraction study. This compound, C(18)H(20)N(2)OS, crystallizes in the triclinic space group Pī, with Z = 2, and unit cell parameters a = 6.9921(14) A, b = 11.002(2) A, c = 12.381(3) A, alpha = 113.28(3) degrees, beta = 99.38(3) degrees, and gamma = 101.85(3) degrees. The cyclohexane ring adopts a chair conformation. The molecular conformation of the compound is stabilized by an intramolecular (N2-H2***O1) hydrogen bond which forms a pseudo-six-membered ring.
Keywords
Cyclohexane; Pseudo-sixmembered ring; Single crystal structure; Synthesis; Thiourea
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