Synthesis and crystal structure of 4-ethyl-3-(4-methyl-1,2,3-thiadiazol-5-yl)-s-triazole-5-thione and 4-carboxymethyl-3-(4-methyl-1,2,3-thiadiazol-5-y1)-s-triazole-5-thione

被引:1
|
作者
Wawrzycka-Gorczyca, Irena [1 ]
Siwek, Agata [2 ]
机构
[1] Marie Curie Sklodowska Univ, Fac Chem, Dept Crystallog, PL-20031 Lublin, Poland
[2] Med Univ, Dept Organ Chem, Fac Pharm, PL-20081 Lublin, Poland
关键词
Triazole; Thiadiazole; Dimers; Thione-substituted triazoles; pi center dot center dot center dot pi interactions; Intermolecular interactions;
D O I
10.1524/zkri.2011.1362
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The crystal structures of two new compounds were determined: 4-ethyl-3-(4-methyl-1,2,3-thiadiazol-5-y1)-s-triazole-5-thione (1), P2(1)/n, a = 10.433(2), b = 7.975(2), c = 13.100(3) angstrom, beta = 110.70(3)degrees and 4-carboxymethyl-3-(4-methyl-1,2,3-thiadiazol-5-y1)-s-triazole-5-thione (2), P2(1)/c, a = 6.444(1), b = 14.721(3), c = 11.067(2) angstrom, beta = 93.50(3)degrees. In both structures, the molecules form hydrogen-bonded dimers through Nl-H1n center dot center dot center dot S 1 (triazole center dot center dot center dot S=C-triazole) interactions. The crystal structure of is further stabilized by intermolecular C-H center dot center dot center dot N and S center dot center dot center dot S interactions, while in 2, C-H center dot center dot center dot N/O, O-H center dot center dot center dot N/S, S center dot center dot center dot S/O and pi center dot center dot center dot pi It interactions are observed.
引用
收藏
页码:303 / 307
页数:5
相关论文
共 50 条
  • [41] Synthesis of 3-(3'-aryl-5'-thione-1',2',4'-triazole-4'-yl)-aminocarbonyl chromones
    Cao, LH
    Zhang, L
    Gu, J
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (06) : 405 - 410
  • [42] Crystal structure of 1-methoxy-5-methyl-N-phenyl-1,2,3-triazole-4-carboxamide
    Khazhieva, Inna S.
    Glukhareva, Tatiana V.
    Slepukhin, Pavel A.
    Morzherin, Yury Yu.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O798 - U615
  • [43] Ethyl 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate
    Fun, Hoong-Kun
    Quah, Ching Kheng
    Nithinchandra
    Kalluraya, Balakrishna
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2416 - U1017
  • [44] Ethyl 1-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-1H-1,2,3-triazole-4-carboxylate
    Chen, Xiao-Bao
    Sun, Feng-Mei
    Xu, Jing
    Ma, Zuan
    Zheng, Ai-Hua
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2402 - U2969
  • [45] 4-Cyclopropyl-1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole and Ethyl 1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole-4-carboxylate
    Boechat, Nubia
    Carvalho, Alcione S.
    Quaresma, Bruna M. C. S.
    Wardell, James L.
    Wardell, Solange M. S. V.
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2016, 46 (6-7) : 296 - 302
  • [46] 4-Cyclopropyl-1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole and Ethyl 1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole-4-carboxylate
    Núbia Boechat
    Alcione S. Carvalho
    Bruna M. C. S. Quaresma
    James L. Wardell
    Solange M. S. V. Wardell
    Journal of Chemical Crystallography, 2016, 46 : 296 - 302
  • [47] SYNTHESIS OF 3-SUBSTITUTED-4-METHYL-5-ACETYL-4-THIAZOLINE-2-THIONE
    DAMICO, JJ
    BOLLINGER, FG
    FREEMAN, JJ
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (01) : 101 - 104
  • [48] 4-Salicylideneamino-3-methyl-1,2,4-triazole-5-thione as a sensor for aniline recognition
    Kumar, M. Saravana
    Tamilarasan, R.
    Sreekanth, A.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2011, 79 (02) : 370 - 375
  • [49] Synthesis,Crystal Structure,DFT Studies and Antifungal Activity of 5-(4-Cyclopropyl-5-((3-fluorobenzyl)sulfonyl)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole
    翟志文
    石延霞
    杨明艳
    孙召慧
    翁建全
    谭成侠
    刘幸海
    李宝聚
    张永刚
    结构化学, 2016, 35 (01) : 25 - 33
  • [50] Synthesis, Crystal Structure, DFT Studies and Antifungal Activity of 5-(4-Cyclopropyl-5-((3-fluorobenzyl)sulfonyl)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole
    Zhai Zhi-Wen
    Shi Yan-Xia
    Yang Ming-Yan
    Sun Zhao-Hui
    Weng Jian-Quan
    Tan Cheng-Xia
    Liu Xing-Hai
    Li Bao-Ju
    Zhang Yong-Gang
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2016, 35 (01) : 25 - 33