Record Details

Containment of Polynitroaromatic Compounds in a Hydrogen Bonded Triarylbenzene Host

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title Containment of Polynitroaromatic Compounds in a Hydrogen Bonded Triarylbenzene Host
 
Creator VISHNOI, P
WALAWALKAR, MG
MURUGAVEL, R
 
Subject CRYSTAL-STRUCTURES
PICRIC ACID
CO-CRYSTALS
COCRYSTAL
COMPLEXES
PACKING
1,3,5-TRINITROBENZENE
PERFORMANCE
CHEMISTRY
CHAINS
 
Description Co-crystallization of energetic materials has emerged as an important technique to modify their critical properties such as stability, sensitivity, etc. Using 1,3,5-tris(4'-aminophenyl)benzene (TAPB) as a novel co-crystal former, we have prepared co-crystals of 2,4,6-trinitrotoluene (TNT), 2,4,6-trinitrophenol (TNP), and m-dinitrobenzene (mDNB). Molecular structures of the co-crystals have been determined from single crystal X-ray diffraction data. The diffraction data analysis reveals that strong intermolecular pi-pi interaction directs the intercalation of polynitroaromatic explosives (PNACs) between the layers of TAPB molecules, which leads to the formation of vertically overlapped -A-B-A-B- types of p-stacks. Both TNT and TNP form p-interactions with the center of TAPB with 1:1 molar ratios, while mDNB forms a complex in a 1:3 stoichiometry through stacking between peripheral rings. The crystal lattices are further stabilized through interstack hydrogen bonds (NH...N and NH...O) between amino groups of TAPB and nitro groups of PNACs. NMR and Fourier transform infrared spectra further provide the information about the presence of various interactions in the crystal systems. Owing to the p electron-rich nature and ease of synthesis, triphenylbenzene systems are promising host candidates for co-crystallization of PNAC analytes.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-12-28T12:54:43Z
2014-12-28T12:54:43Z
2014
 
Type Article
 
Identifier CRYSTAL GROWTH & DESIGN, 14(11)5668-5673
1528-7483
1528-7505
http://dx.doi.org/10.1021/cg500948h
http://dspace.library.iitb.ac.in/jspui/handle/100/16621
 
Language English