1,4-Diazoniabicyclo[2.2.2]octane bis(2-chlorobenzoate)

Signe Skovsgaard,Andrew D Bond

doi:10.1107/s1600536808020096

Signe Skovsgaard, Andrew D Bond

Open Access

https://doi.org/10.1107/s1600536808020096

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Abstract

The title compound, C6H14N2 2+·2C7H4ClO2 −, contains trimeric units linked by N—H⋯O hydrogen bonds. The carboxylate groups of the 2-chlorobenzoate anions form dihedral angles of 66.1 (1) and 76.1 (1)° with the respective chlorobenzene rings to which they are bound. The hydrogen-bonded trimers are arranged in layers in the (200) planes and the chlorobenzoate anions form edge-to-face interactions between layers, with dihedral angles of 61.9 (1) and 49.8 (1)° and centroid–centroid distances of 4.85 (1) and 4.65 (1) Å, respectively, for two crystallographically distinct interactions.

Highlights

The title compound, C6H14N22+Á2C7H4ClO2À, contains trimeric units linked by N—HÁ Á ÁO hydrogen bonds
The hydrogenbonded trimers are arranged in layers in the (200) planes and the chlorobenzoate anions form edge-to-face interactions between layers, with dihedral angles of 61.9 (1) and 49.8 (1) and centroid–centroid distances of 4.85 (1) and 4.65 (1) A, respectively, for two crystallographically distinct interactions
R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger

Summary

Structure Reports Online

The carboxylate groups of the 2-chlorobenzoate anions form dihedral angles of 66.1 (1) and 76.1 (1) with the respective chlorobenzene rings to which they are bound. The hydrogenbonded trimers are arranged in layers in the (200) planes and the chlorobenzoate anions form edge-to-face interactions between layers, with dihedral angles of 61.9 (1) and 49.8 (1) and centroid–centroid distances of 4.85 (1) and 4.65 (1) A , respectively, for two crystallographically distinct interactions. Related literature For other co-crystals of 1,4-diazoniabicyclo[2.2.2]octane and carboxylic acids, see: Meehan et al (1997); Burchell et al (2000); Burchell, Glidewell et al (2001); Burchell, Ferguson et al (2001). For the crystal structure of 2-chlorobenzoic acid, see: Ferguson & Sim (1961).

Data collection

DÁ Á ÁA

Crystal data

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