Energetic analysis of the molecular packing of 5,5'-dibromo-2,2'-bis[4-(methylsulfanyl)phenyl]-4,4'-bipyridine: the role of π-π and halogen interactions

Mohamed Abboud; Victor Mamane; Emmanuel Aubert

doi:10.1107/S0108270112048196

Energetic analysis of the molecular packing of 5,5'-dibromo-2,2'-bis[4-(methylsulfanyl)phenyl]-4,4'-bipyridine: the role of π-π and halogen interactions

Acta Crystallogr C. 2013 Jan;69(Pt 1):56-60. doi: 10.1107/S0108270112048196. Epub 2012 Dec 13.

Authors

Mohamed Abboud¹, Victor Mamane, Emmanuel Aubert

Affiliation

¹ Cristallographie, Résonance Magnétique et Modélisations (CRM2), UMR CNRS-UHP 7036, Institut Jean Barriol, Université de Lorraine, BP 70239, Boulevard des Aiguillettes, 54506 Vandoeuvre-les-Nancy, France.

PMID: 23282915
DOI: 10.1107/S0108270112048196

Abstract

The crystal packing of the title compound, C(24)H(18)Br(2)N(2)S(2), is rationalized using the PIXEL method, which allows a separation of the intermolecular interaction energy into Coulombic, polarization, dispersion and repulsion contributions. Infinite (101) molecular planes are formed through π-π stacking and other minor interactions, including a Br...S contact, with the σ hole of the Br atom pointing towards the S-atom lone pair. The title compound has crystallographically imposed twofold symmetry, with the twofold axis at the mid-point of the central C-C bond.