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Crystal structure of 4,4-dibromo-1-(3,4-dimethoxyphenyl)-2-azabuta-1,3-diene-1-carbonitrile

Abstract : The title compound, C12H10Br2N2O2, represents an example of a planar pi-conjugated 2-azabutadiene molecule, which is both an interesting starting material for further organic transformations and a potential ligand in organometallic coordination chemistry. Its metric molecular parameters are typical for the family of 2-azabuta-1,3-dienes not substituted at the (CH) 3-position. In the crystal, the almost planar (r.m.s. deviation = 0.0658 angstrom) azadiene molecules form one-dimensional double-wide ribbons through intermolecular halogen bonds (C-Br center dot center dot center dot O and C-Br center dot center dot center dot Br-C), which then stack in a slipped manner through weak C-H center dot center dot center dot Br and pi-pi interactions to generate a three-dimensional network.
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01400188
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : lundi 21 novembre 2016 - 15:22:30
Dernière modification le : vendredi 13 novembre 2020 - 09:08:03

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Marwa Chaabene, Abderrahim Khatyr, Michael Knorr, Moheddine Askri, Yoann Rousselin, et al.. Crystal structure of 4,4-dibromo-1-(3,4-dimethoxyphenyl)-2-azabuta-1,3-diene-1-carbonitrile. Acta crystallographica. Section E, Crystallographic communications, International Union of Crystallography, 2016, 72 (8), pp.1167 - 1170. ⟨10.1107/S2056989016011075⟩. ⟨hal-01400188⟩

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