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Crystal structures of 2,4,6-tri-iodo-benzo-nitrile and 2,4,6-tri-iodo-phenyl isocyanide.

ABSTRACT: The title crystals, C7H2I3N, are isomorphous. Both mol-ecules lie across two crystallographic mirror planes and a twofold axis. The principal supra-molecular inter-action is centric R22(10) CN/NC?I short contacts involving both ortho I atoms, with two contacts bis-ecting each cyano and iso-cyano group. These form ribbons along [010] and give rise to a planar sheet structure parallel to (100). All pairs of adjacent sheets have centric stacking, a mode not previously reported for sheets of this type. This study completes the series of homo-2,4,6-trihalobenzo-nitriles, in which I atoms give the strongest CN?X and NC?X inter-actions (X = F, Cl, Br, I).

SUBMITTER: Noland WE

PROVIDER: S-EPMC5956315 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Crystal structures of 2,4,6-tri-iodo-benzo-nitrile and 2,4,6-tri-iodo-phenyl isocyanide.

Noland Wayland E WE Britton Doyle D Sutton Gregory K GK Schneerer Andrew K AK Tritch Kenneth J KJ

Acta crystallographica. Section E, Crystallographic communications 20180109 Pt 2

The title crystals, C7H2I3N, are isomorphous. Both mol-ecules lie across two crystallographic mirror planes and a twofold axis. The principal supra-molecular inter-action is centric R22(10) CN/NC⋯I short contacts involving both ortho I atoms, with two contacts bis-ecting each cyano and iso-cyano group. These form ribbons along [010] and give rise to a planar sheet structure parallel to (100). All pairs of adjacent sheets have c ...[more]

PMID: 29850032

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Crystal structures of 2,6-di-bromo-4-methyl-benzo-nitrile and 2,6-di-bromo-4-methyl-phenyl isocyanide.

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Project description:Three polymorphs of 2,4,6-tri-bromo-benzo-nitrile (RCN), C7H2Br3N, two of which are novel and one of which is a redetermination of the original structure first determined by Carter & Britton [(1972). Acta Cryst. B28, 945-950] are found to be polytypic. Each has a layer structure which differs only in the stacking of the layers. Each layer is composed of mol-ecules associated through C N⋯Br contacts which form R (2) 2(10) rings. Two such rings are associated with each N atom; one with each ortho-Br atom. No new polytypes of 1,3,5-tri-bromo-2-iso-cyano-benzene (RNC) were found but a re-determination of the original structure by Carter et al. [(1977). Cryst. Struct. Commun. 6, 543-548] is presented. RNC was found to be isostructural with one of the novel polytypes of RCN. Unit cells were determined for 23 RCN samples and 11 RNC samples. Polytypes could not be distinguished based on crystal habits. In all four structures, each mol-ecule of the asymmetric unit lies across a mirror plane.

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