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The side product of the cyclo­condensation reaction between ethyl benzimidazole-2-carboxyl­ate and the nitrile imine of the corresponding hydrazonyl chloride, C 20 H 11 BrClN 5 O, crystallized in two crystal forms. Form ( 1 ) is a co-crystal of the target compound (without any chlorine substituent) and a side product containing a Cl atom in position 2 of the bromo­phenyl group, C 20 H 12 BrN 5 O·0.143C 20 H 11 BrClN 5 O. ( 2 ) contains the pure side product. The slightly different conformation of the ring systems leads to a different packing of ( 1 ) and ( 2 ), but both crystal structures are dominated by π–π inter­actions.

acta crystallographica. section e, crystallographic communications

Crystal structures of pure 3-(4-bromo-2-chlorophenyl)-1-(pyridin-4-yl)benzo[4,5]imidazo[1,2-d][1,2,4]triazin-4(3H)-one and contaminated with 3-(4-bromophenyl)-1-(pyridin-4-yl)benzo[4,5]imidazo[1,2-d][1,2,4]triazin-4(3H)-one