Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions

The structures of three 4-methylpyridinium tetrahalogenidoaurate(III) halides, one also including a dichloroiodate(I) anion, are presented. Bis(4-methylpiperidinium) tetrabromidoaurate(III) bromide, (4-Me-pipH)2[AuBr4]Br, 1, crystallizes in space group C2/c with Z = 4. The gold atom lies on the inve...

Full description

Saved in:
Bibliographic Details
Main Authors: Cindy Döring, Peter G. Jones
Format: Article
Language:English
Published: International Union of Crystallography 2025-07-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:https://journals.iucr.org/paper?S2056989025004918
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1849320161716207616
author Cindy Döring
Peter G. Jones
author_facet Cindy Döring
Peter G. Jones
author_sort Cindy Döring
collection DOAJ
description The structures of three 4-methylpyridinium tetrahalogenidoaurate(III) halides, one also including a dichloroiodate(I) anion, are presented. Bis(4-methylpiperidinium) tetrabromidoaurate(III) bromide, (4-Me-pipH)2[AuBr4]Br, 1, crystallizes in space group C2/c with Z = 4. The gold atom lies on the inversion centre 0.75, 0.75, 0.5 and the bromide ion on the twofold axis 0.5, y, 0.25. Bis(4-methylpiperidinium) tetrachloridoaurate(III) chloride, (4-Me-pipH)2[AuCl4]Cl, 2, was obtained as three polymorphs, none of which is isotypic to 1. Polymorph 2a crystallizes in space group P21/c with Z = 4; all atoms lie on general positions. Polymorph 2b crystallizes in space group P2/c with Z = 8; two chloride ions lie on the twofold axes 0, y, 1/4 and 0.5, y, 0.25. Polymorph 2c crystallizes in space group P1 with Z = 10; all atoms lie on general positions. Hexakis(4-methylpiperidinium) tetrakis{tetrachloridoaurate(III)} dichloroiodate(I) chloride, (4-Me-pipH)6[AuCl4]4(ICl2)Cl, 3, crystallizes in space group P1 with Z = 1; two gold atoms occupy inversion centres, as do the iodine atom and one chloride. This is the first time that we have observed the chlorinating agent PhICl2 to be `non-innocent'. The main interest centres on the crystal packings, which involve hydrogen, halogen and coinage bonds, and display prominent substructures, one type involving the cations and the halides, and the other type involving the anions. A common feature in the packing of compounds 1 and 2 is a chain consisting of cations linked by halide ions. In 1, the chains are flanked by tetrabromidoaurate ions via short Br...Br contacts. The anions form zigzag chains via Br...Br−...Br groupings. In polymorph 2a, chains of cations and chloride ions connect to chains of tetrachloridoaurate ions to form a layer structure. In polymorph 2b, cation/chloride chains connect with chains of tetrachloridoaurate and chloride anions to form a layer structure; approximately linear Au...Cl−...Au groupings are a striking feature (these are also seen in 2c and 3). The asymmetric unit of polymorph 2c is an ensemble ca 27 Å long. Cation/chloride chains are linked by tetrachloridoaurates to form one-dimensional polymers. The tetrachloridoaurate and chloride ions associate to form a layer structure. In the packing of compound 3 the chloride/tetrachloridoaurate substructure is dominant. Two tetrachloridoaurate ions associate with the free chloride to form a layer structure; the layers are linked in the third dimension via the third tetrachloroaurate and the dichloroiodate ions. There is no independent cation/chloride substructure; the cations may be considered as being interspersed in the spaces of the anionic substructure, forming hydrogen bonds (some multicentred) to chlorine atoms of the anions. A brief database survey of other structures involving aryl- or alkylammonium cations, tetrahalogenidoaurates and halides is presented, including packing diagrams of selected examples.
format Article
id doaj-art-1a2e90183d954392b32cc25bb862dc0d
institution Kabale University
issn 2056-9890
language English
publishDate 2025-07-01
publisher International Union of Crystallography
record_format Article
series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj-art-1a2e90183d954392b32cc25bb862dc0d2025-08-20T03:50:12ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-07-0181760061210.1107/S2056989025004918yz2066Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anionsCindy Döring0Peter G. Jones1Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, GermanyInstitut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, GermanyThe structures of three 4-methylpyridinium tetrahalogenidoaurate(III) halides, one also including a dichloroiodate(I) anion, are presented. Bis(4-methylpiperidinium) tetrabromidoaurate(III) bromide, (4-Me-pipH)2[AuBr4]Br, 1, crystallizes in space group C2/c with Z = 4. The gold atom lies on the inversion centre 0.75, 0.75, 0.5 and the bromide ion on the twofold axis 0.5, y, 0.25. Bis(4-methylpiperidinium) tetrachloridoaurate(III) chloride, (4-Me-pipH)2[AuCl4]Cl, 2, was obtained as three polymorphs, none of which is isotypic to 1. Polymorph 2a crystallizes in space group P21/c with Z = 4; all atoms lie on general positions. Polymorph 2b crystallizes in space group P2/c with Z = 8; two chloride ions lie on the twofold axes 0, y, 1/4 and 0.5, y, 0.25. Polymorph 2c crystallizes in space group P1 with Z = 10; all atoms lie on general positions. Hexakis(4-methylpiperidinium) tetrakis{tetrachloridoaurate(III)} dichloroiodate(I) chloride, (4-Me-pipH)6[AuCl4]4(ICl2)Cl, 3, crystallizes in space group P1 with Z = 1; two gold atoms occupy inversion centres, as do the iodine atom and one chloride. This is the first time that we have observed the chlorinating agent PhICl2 to be `non-innocent'. The main interest centres on the crystal packings, which involve hydrogen, halogen and coinage bonds, and display prominent substructures, one type involving the cations and the halides, and the other type involving the anions. A common feature in the packing of compounds 1 and 2 is a chain consisting of cations linked by halide ions. In 1, the chains are flanked by tetrabromidoaurate ions via short Br...Br contacts. The anions form zigzag chains via Br...Br−...Br groupings. In polymorph 2a, chains of cations and chloride ions connect to chains of tetrachloridoaurate ions to form a layer structure. In polymorph 2b, cation/chloride chains connect with chains of tetrachloridoaurate and chloride anions to form a layer structure; approximately linear Au...Cl−...Au groupings are a striking feature (these are also seen in 2c and 3). The asymmetric unit of polymorph 2c is an ensemble ca 27 Å long. Cation/chloride chains are linked by tetrachloridoaurates to form one-dimensional polymers. The tetrachloridoaurate and chloride ions associate to form a layer structure. In the packing of compound 3 the chloride/tetrachloridoaurate substructure is dominant. Two tetrachloridoaurate ions associate with the free chloride to form a layer structure; the layers are linked in the third dimension via the third tetrachloroaurate and the dichloroiodate ions. There is no independent cation/chloride substructure; the cations may be considered as being interspersed in the spaces of the anionic substructure, forming hydrogen bonds (some multicentred) to chlorine atoms of the anions. A brief database survey of other structures involving aryl- or alkylammonium cations, tetrahalogenidoaurates and halides is presented, including packing diagrams of selected examples.https://journals.iucr.org/paper?S2056989025004918crystal structuretetrahalogenidoaurate(iii)hydrogen bondhalogen bondcoinage bond
spellingShingle Cindy Döring
Peter G. Jones
Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
tetrahalogenidoaurate(iii)
hydrogen bond
halogen bond
coinage bond
title Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
title_full Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
title_fullStr Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
title_full_unstemmed Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
title_short Crystal structures of three 4-methylpiperidinium salts (one as three polymorphs) with tetrahalogenidoaurate(III), halide and (in one case) dichloroiodate(I) counter-anions
title_sort crystal structures of three 4 methylpiperidinium salts one as three polymorphs with tetrahalogenidoaurate iii halide and in one case dichloroiodate i counter anions
topic crystal structure
tetrahalogenidoaurate(iii)
hydrogen bond
halogen bond
coinage bond
url https://journals.iucr.org/paper?S2056989025004918
work_keys_str_mv AT cindydoring crystalstructuresofthree4methylpiperidiniumsaltsoneasthreepolymorphswithtetrahalogenidoaurateiiihalideandinonecasedichloroiodateicounteranions
AT petergjones crystalstructuresofthree4methylpiperidiniumsaltsoneasthreepolymorphswithtetrahalogenidoaurateiiihalideandinonecasedichloroiodateicounteranions