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. 2023 Oct 3;79(Pt 11):977-981.
doi: 10.1107/S2056989023008460. eCollection 2023 Nov 1.

Crystal structure of bis-(3-carb-oxy-1-methyl-pyrid-inium) octa-bromide

Valerii Y Sirenko  1 , Dina D Naumova  1 , Irina A Golenya  1 , Sergiu Shova  2 , Il'ya A Gural'skiy  1
Affiliations

Crystal structure of bis-(3-carb-oxy-1-methyl-pyrid-inium) octa-bromide

Valerii Y Sirenko et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

The crystal structure of the title salt, bis-(3-carb-oxy-1-methyl-pyridinium) octa-bromide, 2C7H8NO2 +·Br8 2-, consists of 3-carb-oxy-1-methyl-pyridinium (N-methyl-nicotinic acid) cations, which are stacked between relatively rare [Br8]2- anions. The polybromide [Br8]2- anion has point group symmetry and can be described as being composed of two [Br3]- anions connected with a Br2 mol-ecule in a Z-shaped manner. Contacts between neighboring octa-bromide anions ensure the creation of pseudo-polymeric chains propagating along [111]. The organic cations are located between anionic chains and are connected to each other through O-H⋯O hydrogen bonds and to the [Br8]2- anions through π⋯Br inter-actions that induce the creation of a supra-molecular tri-periodic network. In addition, the presence of weak C-H⋯Br contacts leads to the creation of layers, which align parallel to (11).

Keywords: N-methyl­nicotinic acid; crystal structure; octa­bromide anion; polyhalogen ions.

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Figures

Figure 1
Figure 1
A fragment of the crystal structure of title compound showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry code: (i) −x, −y, -z.]
Figure 2
Figure 2
A fragment of the title compound showing the Z-shaped octa­bromide anion; numbers are bond lengths (in Å).
Figure 3
Figure 3
The crystal structure of the title compound in a view along the b axis showing infinite chains of anions. Hydrogen bonds between organic cations are shown as black dashed lines. Br⋯Br contacts between [Br8]2– anions are shown as red dashed lines.
Figure 4
Figure 4
The π⋯anion inter­actions in the title compound.
Figure 5
Figure 5
Hirshfeld surface of the 3-carb­oxy-1-methyl­pyridinium cation plotted over d norm (a–d) or shape index (e). The neighboring atoms are shown in ball-and-stick mode for clarity. The surface regions with the strongest inter­molecular inter­actions are shown in red.
Figure 6
Figure 6
Hirshfeld surface fingerprint plot for 3-carb­oxy-1-methyl­pyridinium showing overall (100%), Br⋯H, O⋯H and Br⋯C contributions. The d e and d i values are the distances to the closest external and inter­nal atoms, respectively, from a given point to the Hirshfeld surface.
Figure 7
Figure 7
Hirshfeld surface of the octa­bromide anion plotted over d norm. The surface regions with the strongest inter­molecular inter­actions are shown in red.
Figure 8
Figure 8
Hirshfeld surface fingerprint plot for octa­bromide anion showing overall (100%), Br⋯H, Br⋯C, Br⋯O, Br⋯Br and Br⋯N contributions.
See this image and copyright information in PMC

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