N-Carbethoxy-N'-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]thiourea

Anton V. Dolzhenko, Geok Kheng Tan, Lip Lin Koh, Anna V. Dolzhenko, Wai Keung Chui

Research output: Contribution to journalArticleResearchpeer-review

3 Citations (Scopus)

Abstract

The title compound, [systematic name: ethyl ({[3-(4-methylphenyl)-1H-1,2,4- triazol-5-yl]amino}carbonothioyl)carbamate], C13H16N 5O2S, exists in the 3-aryl-5-thio-ureido-1H-1,2,4-triazole tautomeric form. The mol-ecular structure is stabilized by intra-molecular hydrogen bonding (N - H⋯S=C between the endocyclic N-bound H atom and the thio-ureido S atom, and N - H⋯O=C within the ethoxy-carbonyl-thio-urea unit), both arranged in an S(6) graph-set motif. The mean planes of the phenyl and 1,2,4-triazole rings make a dihedral angle of 6.59 (10)°. In the crystal structure, the mol-ecules form two types of centrosymmetric dimers connected by inter-molecular hydrogen bonds; in the first, the N - NH triazole sides of two mol-ecules are connected [R 2 2(6) graph-set motif] and the second is an N - H⋯S=C inter-action between the imide H atoms and the thio-carbonyl S atoms [R 2 2(8) graph-set motif]. Together, they form a network parallel to the (111) plane.

Original languageEnglish
Pages (from-to)549-550
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Volume66
Issue number3
DOIs
Publication statusPublished - 2010
Externally publishedYes

Keywords

  • Data-to-parameter ratio = 15.9
  • Mean σ(C-C) = 0.002 Å
  • R factor = 0.036
  • Single-crystal X-ray study
  • T = 100 K
  • WR factor = 0.095

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