2,4,6-Trinitrophenyl 4-chlorobenzoate

Abstract

In the title benzoate derivative, C13H6ClN3O8, the planes of the benzene rings form a dihedral angle of 63.46 (5)°. The dihedral angles between the benzene ring and its nitro groups are 12.78 (16)° for the first ortho, 28.4 (4) and 17.4 (4)° for the second (disordered) ortho and 3.58 (16)° for the para nitro group. The central ester moiety, –C—(C=O)—O–, is essentially planar (r.m.s. deviation for all non-H atoms = 0.0229 Å) and forms dihedral angles of 7.37 (14)° with the chloro-substituted benzene ring and 69.85 (6)° with the trinitro-substituted benzene ring. One of the nitro groups was refined as disordered over two sets of sites with fixed site occupancies of 0.61 and 0.39. In the crystal, mol­ecules are linked by weak C—H⋯O hydrogen bonds, forming a three-dimensional network.

2,4,6-Trinitrophenyl 3-chlorobenzoate

“…The molecular structure of (I) is shown in Fig. 1, with a numbering scheme similar to that for TNP4ClBA (Moreno-Fuquen et al, 2013), TNP3MeBA (Moreno-Fuquen et al, 2012a), TNP4MeBA (Moreno-Fuquen et al, 2012b) and TNPBA (Moreno-Fuquen et al, 2012c) in order to simplify structural comparisons. As a general fact, described deeply in previous papers (Moreno-Fuquen et al, 2012c and 2013), the structural parameters of substituted picryl benzoates, including (I), show significant differences in the bond distances C1-O7 and C7-O7 if they are compared with analogous distances in other phenyl benzoates reported in the literature (Allen, 2002, Version 5.33).…”