Synthesis, crystal structure and Hirshfeld surface analysis of 4-{(1E)-1-[(carbamothioylamino)-imino]ethyl}phenyl propanoate

被引:0
作者
Madhan, Sundarasamy [1 ]
NizamMohideen, MohamedHanifa [1 ]
Viswanathan, Vijayan [2 ]
Ananth, Mani Karthik [3 ]
Narasimhan, Srinivasan [4 ]
机构
[1] Univ Madras, Dept Phys, New Coll, Chennai 600014, Tamil Nadu, India
[2] All India Inst Med Sci, Dept Biophys, New Delhi 110029, India
[3] ARO, Inst Postharvest & Food Sci, Dept Food Qual & Safety, Volcani Ctr, IL-7528809 Rishon Leziyyon, Israel
[4] Asthagiri Herbal Res Fdn, Dept Chem, Perungudi Ind Estate, Chennai 600096, Tamil Nadu, India
关键词
crystal structure; thiosemicarbazone; propionate; hydrogen bonding; Hirshfeld surface analysis; two-dimensional fingerprint; INTERMOLECULAR INTERACTIONS; QUANTITATIVE-ANALYSIS; TRYPANOSOMA-BRUCEI; THIOSEMICARBAZONES; SEMICARBAZONE; DERIVATIVES; INHIBITORS; COMPLEXES;
D O I
10.1107/S2056989024003177
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C12H15N3O2S, adopts an E configuration with respect to the C=N bond. The propionate group adopts an antiperiplanar (ap) conformation. There are short intramolecular N-H center dot center dot center dot N and C-H center dot center dot center dot O contacts, forming S(5) and S(6) ring motifs, respectively. In the crystal, molecules are connected into ribbons extending parallel to [010] by pairs of N-H center dot center dot center dot S interactions, forming rings with R-2(2) (8) graph-set motifs, and by pairs of C-H center dot center dot center dot S interactions, where rings with the graph-set motif R-2(1) (7) are observed. The O atom of the carbonyl group is disordered over two positions, with a refined occupancy ratio of 0.27 (2):0.73 (2). The studied crystal consisted of two domains.
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页码:489 / +
页数:11
相关论文
共 38 条
[1]   The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].
Allen, FH .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388
[2]  
[Anonymous], [No title captured]
[3]   PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS [J].
BERNSTEIN, J ;
DAVIS, RE ;
SHIMONI, L ;
CHANG, NL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) :1555-1573
[4]  
Bruker, 2016, APEX2, SAINT and SADABS
[5]   Crystal structure of 1-(4-formylbenzylidene)thiosemicarbazone [J].
Carballo, Rosa ;
Pino-Cuevas, Arantxa ;
Vazquez-Lopez, Ezequiel M. .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 :O970-+
[6]   Main group metal complexes of semicarbazones and thiosemicarbazones.: A structural review [J].
Casas, JS ;
García-Tasende, MS ;
Sordo, J .
COORDINATION CHEMISTRY REVIEWS, 2000, 209 :197-261
[7]   Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain [J].
Du, XH ;
Guo, C ;
Hansell, E ;
Doyle, PS ;
Caffrey, CR ;
Holler, TP ;
McKerrow, JH ;
Cohen, FE .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (13) :2695-2707
[8]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[9]   Structure-activity relationship study of thiosemicarbazones on an African trypanosome: Trypanosoma brucei brucei [J].
Fatondji, Houssou Raymond ;
Kpoviessi, Salome ;
Gbaguidi, Fernand ;
Bero, Joanne ;
Hannaert, Veronique ;
Quetin-Leclercq, Joelle ;
Poupaert, Jacques ;
Moudachirou, Mansourou ;
Accrombessi, Georges Coffi .
MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (05) :2151-2162
[10]   ANALYTICAL APPLICATIONS OF THIOSEMICARBAZONES AND SEMICARBAZONES [J].
GARG, BS ;
JAIN, VK .
MICROCHEMICAL JOURNAL, 1988, 38 (02) :144-169