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The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts

The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts
The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts
The synthesis of five new dihalogen/interhalogen charge transfer adducts featuring cyano and nitro functionalized 1,3-dithiole-2-thiones have been prepared and characterized by x-ray crystallography. The structures feature a complex series of intermolecular close contacts between heteroatoms, as well as hydrogen bonding, to give highly ordered, polymeric assemblies. The adduct 4.IBr crystallizes in a noncentrosymmetric chiral space group and features a stack of molecules assembled through hydrogen bonds. The functional groups of all adducts participate in networks of close contacts, but do not affect the coordination environment of the dihalogen/interhalogen species.
selenium, database, interhalogens, sulfur, molecules, dihalogens, iodine monobromide
176-184
Skabara, P.J.
4479c8a5-753f-4735-9c19-c057bb2c6a5e
Kanibolotsky, A.
80c8261d-d765-4544-9d9d-b77aa0d65406
Render, S.
cb1777de-2661-45f7-a1e6-4ddc6a8d4eaf
Berridge, R.
39d92dfb-d37f-4a9b-8bff-4a4417e6c198
Crouch, D.J.
f41dfdde-862f-4263-bc99-2b2cfd8bd35e
Bricklebank, N.
1c4cb131-5952-4240-9e83-87e4a2fdc4ca
Coles, S.J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Gelbrich, T.
42309d69-eaf1-4bb7-ba2e-db61f338e370
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Skabara, P.J.
4479c8a5-753f-4735-9c19-c057bb2c6a5e
Kanibolotsky, A.
80c8261d-d765-4544-9d9d-b77aa0d65406
Render, S.
cb1777de-2661-45f7-a1e6-4ddc6a8d4eaf
Berridge, R.
39d92dfb-d37f-4a9b-8bff-4a4417e6c198
Crouch, D.J.
f41dfdde-862f-4263-bc99-2b2cfd8bd35e
Bricklebank, N.
1c4cb131-5952-4240-9e83-87e4a2fdc4ca
Coles, S.J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Gelbrich, T.
42309d69-eaf1-4bb7-ba2e-db61f338e370
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da

Skabara, P.J., Kanibolotsky, A., Render, S., Berridge, R., Crouch, D.J., Bricklebank, N., Coles, S.J., Gelbrich, T. and Hursthouse, M. B. (2007) The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts. Heteroatom Chemistry, 18 (2), 176-184. (doi:10.1002/hc.20327).

Record type: Article

Abstract

The synthesis of five new dihalogen/interhalogen charge transfer adducts featuring cyano and nitro functionalized 1,3-dithiole-2-thiones have been prepared and characterized by x-ray crystallography. The structures feature a complex series of intermolecular close contacts between heteroatoms, as well as hydrogen bonding, to give highly ordered, polymeric assemblies. The adduct 4.IBr crystallizes in a noncentrosymmetric chiral space group and features a stack of molecules assembled through hydrogen bonds. The functional groups of all adducts participate in networks of close contacts, but do not affect the coordination environment of the dihalogen/interhalogen species.

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More information

Submitted date: 6 March 2006
Published date: 2007
Keywords: selenium, database, interhalogens, sulfur, molecules, dihalogens, iodine monobromide

Identifiers

Local EPrints ID: 54387
URI: http://eprints.soton.ac.uk/id/eprint/54387
PURE UUID: a26e9f69-e99b-4b81-b260-7e1571682aa1
ORCID for S.J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 31 Jul 2008
Last modified: 16 Mar 2024 03:05

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Contributors

Author: P.J. Skabara
Author: A. Kanibolotsky
Author: S. Render
Author: R. Berridge
Author: D.J. Crouch
Author: N. Bricklebank
Author: S.J. Coles ORCID iD
Author: T. Gelbrich

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