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
来源
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-CRYSTALLINE MATERIALS | 2011年 / 226卷 / 03期
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 17 条
  • [1] The Cambridge Structural Database: a quarter of a million crystal structures and rising
    Allen, FH
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1): : 380 - 388
  • [2] PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS
    BERNSTEIN, J
    DAVIS, RE
    SHIMONI, L
    CHANG, NL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) : 1555 - 1573
  • [3] VAN DER WAALS VOLUMES + RADII
    BONDI, A
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) : 441 - +
  • [4] 4-Ethyl-5-(2-hydroxyphenyl)-2H-1,2,4-triazole-3(4H)-thione
    Dege, N
    Özdemir, N
    Çetin, A
    Cansiz, A
    Sekerci, M
    Dinçer, M
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O17 - O19
  • [5] Design, synthesis and biological activities of novel 1,2,3-thiadiazole derivatives containing oxime ether
    Dong, Wei-li
    Yao, Hong-wei
    Li, Zheng-ming
    Zhao, Wei-guang
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2008, (03) : 145 - 147
  • [6] 2,4-DIHYDRO-3H-1,2,4-TRIAZOLE-3-THIONES AS POTENTIAL ANTIDEPRESSANT AGENTS
    KANE, JM
    DUDLEY, MW
    SORENSEN, SM
    MILLER, FP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (06) : 1253 - 1258
  • [7] New reactions of 4,5-disubstituted 1,2,3-thiadiazoles in the presence of NaH
    Katritzky, AR
    Nikonov, GN
    Moyano, EL
    Akhmedov, NG
    Steel, PJ
    [J]. ARKIVOC, 2003, : 121 - 138
  • [8] 5-furan-2yl[1,3,4]oxadiazole-2-thiol, 5-furan-2yl-4H [1,2,4] triazole-3-thiol and their thiol-thione tautomerism
    Koparir, M
    Çetin, A
    Cansiz, A
    [J]. MOLECULES, 2005, 10 (02) : 475 - 480
  • [9] Ethyl (1-methyl-3-phenyl-5-thioxo-4,5dihydro-1H-1,2,4-triazol-4-yl) acetate
    Kruszynski, Rafal
    Trzesowska, Agata
    Przybycin, Magdalena
    Dopieralski, Mariusz
    Dobosz, Maria
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O4371 - U3909
  • [10] KUMAR R, 1988, J INDIAN CHEM SOC, V65, P571