Supramolecular Arrangement in Styphnic Acid and Naphthalene‐1,4‐diol (1 : 1) through a Novel Synthetic Rote for Styphnic Acid

Abstract

The chemical preparation and crystal structure of styphnic acid and naphthalene-1,4-diol (1 : 1) (I) have been reported. The compound crystallizes in the orthorhombic system in space group Pnma and cell parametersa=6.6712(2),b=16.8267(7),c=13.6450(5) ÅandV=1531.71(10) Å3, andZ=4. Crystal structure has been determined and refined toR=0.0576. The crystal structure of I, the asymmetric unit, contains C6H2N3O7, C10H7O, and it is a half portion of both styphnic acid and naphthalene-1,4-diol. The O1–H1⋯O2 intramolecular hydrogen bond was found between the O–H and a nitro group in the styphnic acid unit.

Crystal structure and thermal behaviour of pyridinium styphnate

“…A number of crystalline styphnate salts with inorganic metal cations have been reported in recent years (Cui et al, 2008a,b;Hu et al, 2005;Liu et al, 2009;Orbovic & Codoceo, 2008;Zhang et al, 2011a,b;Zheng et al, 2006a,b;Zhu & Xiao, 2009). In spite of the fact that styphnates with protonated organic amine cations crystallize with difficulty (Vogel, 1978), they have received attention because of their high thermal stability (Abashev et al, 2001a,b;Deblitz et al, 2012;Kalaivani & Malarvizhi, 2010;Kalaivani et al, 2011;Kazheva et al, 2002;Liu et al, 2008;Refat et al, 2013;Tang et al, 2012;Zhang et al, 2012;Wu et al, 2013a,b,c). Amorphous pyridinium styphnate has found applications in the preparation of chloropicryl chloride (Feuer & Harban, 1954).…”