Literature DB >> 21580320

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.   

Abstract

THE TITLE COMPOUND, [SYSTEMATIC NAME: ethyl ({[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]amino}carbonothioyl)carbamate], C(13)H(16)N(5)O(2)S, 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.

Entities:  

Year:  2010        PMID: 21580320      PMCID: PMC2983713          DOI: 10.1107/S1600536810004289

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  4 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  N-Carbethoxy-N'-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea.

Authors:  Anton V Dolzhenko; Geok Kheng Tan; Lip Lin Koh; Anna V Dolzhenko; Wai Keung Chui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-01-23

3.  2-Amino-4-(4-bromo-phen-yl)-8-trifluoro-methyl-3,4-dihydropyrimido[1,2-a][1,3,5]triazin-6(5H)-one.

Authors:  Anton V Dolzhenko; Nikhil Sachdeva; Geok Kheng Tan; Lip Lin Koh; Wai Keung Chui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-03-06

4.  Methyl 3-[3-(ethoxy-carbon-yl)thio-ureido]-1H-pyrazole-5-carboxyl-ate.

Authors:  Buwen Huang; Pei-Pei Kung; Arnold L Rheingold; Antonio Dipasquale; Alex Yanovsky
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-14
  4 in total
  3 in total

1.  4-Carbethoxy-1-[4-(N,N-dimethylamino)benzoyl]thiosemicarbazide.

Authors:  Hriday Bera; Anton V Dolzhenko; Geok Kheng Tan; Lip Lin Koh; Wai Keung Chui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-04-30

2.  4-{3-[Hydr-oxy(phen-yl)meth-yl]-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-4-yl}benzene-sulfonamide.

Authors:  Mehmet Akkurt; Ismail Celik; Gökçe Cihan; Gültaze Capan; Orhan Büyükgüngör
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-03-27

3.  A monoclinic polymorph of N-eth-oxy-carbonyl-N'-(3-phenyl-1H-1,2,4-triazol-5-yl)thio-urea.

Authors:  Anton V Dolzhenko; Geok Kheng Tan; Anna V Dolzhenko; Lip Lin Koh; Wai Keung Chui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-07-10
  3 in total

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