Citation: MUHAMMAD Naeem Ahmed, IFZAN Arshad, WANG Bo, SHAHID Hameed, BILAL Ahmad Khan, KHAWAJA Ansar Yasin, MUHAMMAD Moazzam Naseer. Molecular Structure of (1-Benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)(4-bromophenyl)methanone: A Combined Experimental and Theoretical Study[J]. Chinese Journal of Structural Chemistry, ;2014, 33(12): 1749-1756. doi: 10.14102/j.cnki.0254-5861.2011-0266 shu

Molecular Structure of (1-Benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)(4-bromophenyl)methanone: A Combined Experimental and Theoretical Study

a.
a. Department of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad 13100, Pakistan;
b.
b. Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;
c.
c. Department of Chemistry, Tsinghua University, Beijing 100084, China

Corresponding author: KHAWAJA Ansar Yasin, MUHAMMAD Moazzam Naseer,
Received Date: 6 March 2014
Available Online: 26 October 2014
Fund Project: This work was supported by the Higher Education Commision (HEC) (HEC)

One-pot three component reaction was used to synthesize 1,4,5-trisubstituted 1,2,3-triazole (A) from the corresponding acid chloride, benzyl azide and 1-copper(Ⅰ) phenylethyne. The molecular structure was determined by single-crystal X-ray analysis. The compound crystallizes in the orthorhombic space group Pbca, a=14.9815(14), b=9.6496(10), c=25.528(2)Å, Z=8. Furthermore, crystal packing demonstrated a molecular wall-like structure based on supramolecular chains of A, stabilized by CH…O, CH…Br, N…C and CH…π interactions. Molecular geometry in the ground state has been determined by density functional theory (DFT) by B3LYP/6-311G* basis set and compared with the experimental data. The computed vibrational frequencies are compared with the experimental FT-IR data and frontier molecular orbital analyses were performed at the same level of theory. Theoretical parameters are in good agreement with the corresponding X-ray diffraction values.
- synthesis,
- 1,2,3-triazole,
- crystal structure,
- molecular packing,
- optimization
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