TY - JOUR
T1 - Synthesis, crystal structure and theoretical analysis of intermolecular interactions in two biologically active derivatives of 1,2,4-triazoles
AU - Shukla, Rahul
AU - Mohan, T. P.
AU - Vishalakshi, B.
AU - Chopra, Deepak
N1 - Funding Information:
RS thanks DST-INSPIRE for Ph. D. scholarship. DC thanks, IISER Bhopal for infrastructure and research facilities and SERB (SB/S1/OC-7/2014) for financial support.
Publisher Copyright:
© 2017 Elsevier B.V.
PY - 2017/4/15
Y1 - 2017/4/15
N2 - In the present study, we have synthesized and structurally characterized two biologically active derivatives of 1,2,4 triazoles, namely 3-(4-fluoro-3-phenoxyphenyl)-1-(piperidin-1-ylmethyl)-1H-1,2,4-triazole-5(4H)-thione (TR) and 1-((3-(4-fluoro-3-phenoxyphenyl)-5-(methylthio)-1H-1,2,4-triazol-1-yl)methyl)piperidine (TR1) via single crystal X-ray diffraction. Both the structures show the presence of various intermolecular interactions in the crystalline solid such as C[sbnd]H…F, C[sbnd]H…S, C[sbnd]H…N, C[sbnd]H…O, C[sbnd]H … π, and π … π intermolecular interactions. The role of these interactions in molecular packing was analyzed, and the nature of these interactions was evaluated through computational procedures using PIXEL. Hirshfeld analysis further reveals that the contribution of H…F interactions was more prominent towards packing as compared to H…N/O intermolecular interactions.
AB - In the present study, we have synthesized and structurally characterized two biologically active derivatives of 1,2,4 triazoles, namely 3-(4-fluoro-3-phenoxyphenyl)-1-(piperidin-1-ylmethyl)-1H-1,2,4-triazole-5(4H)-thione (TR) and 1-((3-(4-fluoro-3-phenoxyphenyl)-5-(methylthio)-1H-1,2,4-triazol-1-yl)methyl)piperidine (TR1) via single crystal X-ray diffraction. Both the structures show the presence of various intermolecular interactions in the crystalline solid such as C[sbnd]H…F, C[sbnd]H…S, C[sbnd]H…N, C[sbnd]H…O, C[sbnd]H … π, and π … π intermolecular interactions. The role of these interactions in molecular packing was analyzed, and the nature of these interactions was evaluated through computational procedures using PIXEL. Hirshfeld analysis further reveals that the contribution of H…F interactions was more prominent towards packing as compared to H…N/O intermolecular interactions.
KW - 1,2,4-Triazoles
KW - Crystal structure
KW - Hirshfeld analysis
KW - Intermolecular interactions
KW - PIXEL
UR - http://www.scopus.com/inward/record.url?scp=85008712446&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2017.01.011
DO - 10.1016/j.molstruc.2017.01.011
M3 - Article
AN - SCOPUS:85008712446
SN - 0022-2860
VL - 1134
SP - 426
EP - 434
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
ER -