The crystal structures of three disordered 2-substituted benzimidazole esters
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The crystal structures of three benzimidazole esters containing aryl or heterocyclic substituents at position 2 are reported, and all three exhibit disorder of molecular entities. In ethyl 1-methyl-2-[4-(prop-2-ynoxy)phenyl]-1H-benzimidazole-5-carboxylate, C20H18N2O3, (I), the prop-2-yn-1-oxyphenyl unit is disordered over two sets of atomic sites having effectively equal occupancies, 0.506 (5) and 0.494 (5). The propyl substituent in ethyl 1-propyl-2-(pyren-1-yl)-1H-benzimidazole-5-carboxylate, C29H24N2O2, (II), is disordered over two sets of atomic sites having occupancies 0.601 (8) and 0.399 (8), and the ester unit in ethyl 1-methyl-2-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1H-benzimidazole-5-carboxylate, C21H19ClN4O2 (III), is disordered over two sets of atomic sites having occupancies 0.645 (7) and 0.355 (7). In each of the C—H⋯π(arene) hydrogen bonds in (I), the donor and acceptor form parts of different disorder components, so that no continuous aggregation is possible. The molecules of (II) are linked by a single C—H⋯O hydrogen bond into C(10) chains, which are linked into sheets by a π–π stacking interaction, whereas those of (III) are just linked into C(13) chains, again by a single C—H⋯O hydrogen bond. Comparisons are made with the structures of some related compounds.
Chinthal , C H , Yathirajan , H S , Manju , N , Kalluraya , B , Foro , S & Glidewell , C 2021 , ' The crystal structures of three disordered 2-substituted benzimidazole esters ' , Acta Crystallographica Section E Crystallographic Communications , vol. 77 , no. Part 5 , pp. 473-479 . https://doi.org/10.1107/S2056989021003364
Acta Crystallographica Section E Crystallographic Communications
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DescriptionHSY thanks the University Grants Commission, New Delhi, for the award of a BSR Faculty Fellowship for three years.
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