Synthesis, Crystal Structure and Biological Activity of 1,5-Bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5-yl)pentane-1,5-d ione / Mao Wu-Tao ,Guo Dan-Dan ,Fan Zhi-Jin ,Gu Xi-Shu ,Song Hai-Bin ,Wang Dun ,Fan Qian ,Tatian Kalinina,Morzherin Yury Yu.,Bakuley Vasiliy A. // CHINESE JOURNAL OF STRUCTURAL CHEMISTRY. - 2013. - V. 32, l. 3. - P. 357-362.

ISSN/EISSN:

0254-5861 / нет данных

Type:

Article

Abstract:

The title compound 1,5-bis(4-methoxyphenyl)-3-(4-methyl-1,2,3-thiadiazol-5-yl)pentane-1,5-d ione (C22H22N2O4S, M-r = 410.49) has been synthesized by the reaction of 4-methyl-1,2,3-thiadiazole-5-carbaldehyde with 4'-methoxyacetophenone, and its structure was characterized by IR, H-1 NMR, H RMS, elemental analysis and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group P2(1)/c with a = 11.159(3), b = 9.002(3), c = 20.192(6) angstrom, beta = 93.393(5)degrees, Z = 4, V = 2024.6(10) angstrom(3), D-c = 1.347 g/cm(3), mu = 0.191 mm(-1), F(000) = 864, R = 0.0333 and wR (I > 2 sigma(I)) = 0.0840. In this molecule, the 1,2,3-thiadiazol ring is nearly vertical with both phenyl rings, and intermolecular weak hydrogen bonds of C-H center dot center dot center dot O and C-H center dot center dot center dot N types together with pi-pi stacking interactions and interactions between S(1)center dot center dot center dot N(2) are observed. The above three kinds of interactions extend the molecules into a two-dimensional layer framework. The preliminary biological test showed that the title compound had fungicidal activity.

Author keywords:

X-ray diffraction; crystal structure; synthesis; 1,2,3-thiadiazole; fungicidal activity SYSTEMIC ACQUIRED-RESISTANCE; 1,2,3-THIADIAZOLE DERIVATIVES; ELICITORS

DOI:

нет данных

Web of Science ID:

ISI:000319178000006

Соавторы в МНС:

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Другие поля

Поле	Значение
Publisher	CHINESE JOURNAL STRUCTURAL CHEMISTRY
Address	FUIJAN INST RES STRUCT MATTER, CHINESE ACAD SCIENCES, FUZHOU, FUJIAN 350002, PEOPLES R CHINA
Language	English
Keywords-Plus	SYSTEMIC ACQUIRED-RESISTANCE; 1,2,3-THIADIAZOLE DERIVATIVES; ELICITORS
Research-Areas	Chemistry; Crystallography
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Crystallography
Author-Email	fanzj@nankai.edu.cn
ResearcherID-Numbers	Morzherin, Yury/M-7420-2013
ORCID-Numbers	Morzherin, Yury/0000-0002-1333-6676
Funding-Acknowledgement	NNSFC {[}20872071]; NSF of Tianjin {[}10JCZDJC17500]; National Key Project for Basic Research {[}2010CB126105]; National Key Technology Research and Development Program {[}2011BAE06B02, 2011BAE06B05]; Foundation of Achievements Transformation and Application of Tianjin Agricultural Science and Technology {[}201002250]; Tianjin Key Technology Research and Development Program {[}11ZCGYNC00100]
Funding-Text	This study was funded in part by the NNSFC (20872071), the NSF of Tianjin (10JCZDJC17500), the National Key Project for Basic Research (2010CB126105) and National Key Technology Research and Development Program (2011BAE06B02 and 2011BAE06B05) and the Foundation of Achievements Transformation and Application of Tianjin Agricultural Science and Technology (201002250), Tianjin Key Technology Research and Development Program (11ZCGYNC00100)
Number-of-Cited-References	24
Usage-Count-Since-2013	3
Journal-ISO	Chin. J. Struct. Chem.
Doc-Delivery-Number	147OX