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Weak inter-actions in the crystal structures of two indole derivatives.

ABSTRACT: We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclinic polymorph of ethyl 5-chloro-1H-indole-2-carboxyl-ate C11H10ClNO2, (I), and ethyl 5-chloro-3-iodo-1H-indole-2-carboxyl-ate, C11H9ClINO2, (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N-H⋯O hydrogen bonds, which generate R 2 (2)(10) loops. The dimers are linked into double chains in (I) and sheets in (II) by a variety of weak inter-actions, including π-π stacking, C-I⋯π, C-Cl-π inter-actions and I⋯Cl halogen bonds.

SUBMITTER: Kerr JR

PROVIDER: S-EPMC4992916 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Weak inter-actions in the crystal structures of two indole derivatives.

Kerr Jamie R JR Trembleau Laurent L Storey John M D JM Wardell James L JL Harrison William T A WT

Acta crystallographica. Section E, Crystallographic communications 20160617 Pt 7

We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclinic polymorph of ethyl 5-chloro-1H-indole-2-carboxyl-ate C11H10ClNO2, (I), and ethyl 5-chloro-3-iodo-1H-indole-2-carboxyl-ate, C11H9ClINO2, (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N-H⋯O hydrogen bonds, which generate R 2 (2)(10) loops. The dimers are linked into double chains in (I) and sheets in (II) by a variety of weak inter-actions, including π ...[more]

PMID: 27555941

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