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Clathrate and channel inclusion systems co-exist in the crystal structure of a bis-C-pivot macrocycle (Z? = 2)

Clathrate and channel inclusion systems co-exist in the crystal structure of a bis-C-pivot macrocycle (Z? = 2)
Clathrate and channel inclusion systems co-exist in the crystal structure of a bis-C-pivot macrocycle (Z? = 2)
15,22-Bis(dimethoxyphosphoryl)-2,5,8-trioxa-16,21-diazatricyclo [21.4.0.09,14] heptacosa-9,11,13,23,25,27(1)-hexaene (1c) crystallises from tetrahydrofuran/methanol (7 : 1) as an inclusion compound with one mole of each of the solvent species. The methanol occupies a clathrate inclusion site within a stacked column of host molecules, while the THF occupies channels which lie between the host columns, which are held rigidly apart by antiparallel N–HO[double bond, length as m-dash]P hydrogen bonds. The marked pseudosymmetry of the crystal structure (Z? = 2) arises because of the twisting of the host columns about their axes to reduce the channel volumes to fit THF. The phosphorylation reaction of imines used here has the potential to provide a supramolecular synthon of a predictable fixed orientation with respect to such a host molecule
1466-8033
873-878
Bilge, Selen
c6680c13-a02d-4d1f-acf0-63d83fb2ff2e
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, David B.
675b90e6-0c3c-468b-9996-326220517cc6
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kilic, Zeynel
602b5acb-e43d-493e-ab6b-6fc24d9fbd82
Rutherford, John S.
7eb1a1d5-5cad-4a60-a6ba-4fae4f875355
Shaw, Robert A.
a9ecde60-6fe9-4b5d-86e3-77cd5dcfaab8
Bilge, Selen
c6680c13-a02d-4d1f-acf0-63d83fb2ff2e
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, David B.
675b90e6-0c3c-468b-9996-326220517cc6
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kilic, Zeynel
602b5acb-e43d-493e-ab6b-6fc24d9fbd82
Rutherford, John S.
7eb1a1d5-5cad-4a60-a6ba-4fae4f875355
Shaw, Robert A.
a9ecde60-6fe9-4b5d-86e3-77cd5dcfaab8

Bilge, Selen, Coles, Simon J., Davies, David B., Hursthouse, Michael B., Kilic, Zeynel, Rutherford, John S. and Shaw, Robert A. (2008) Clathrate and channel inclusion systems co-exist in the crystal structure of a bis-C-pivot macrocycle (Z? = 2). CrystEngComm, 7, 873-878. (doi:10.1039/B716882A).

Record type: Article

Abstract

15,22-Bis(dimethoxyphosphoryl)-2,5,8-trioxa-16,21-diazatricyclo [21.4.0.09,14] heptacosa-9,11,13,23,25,27(1)-hexaene (1c) crystallises from tetrahydrofuran/methanol (7 : 1) as an inclusion compound with one mole of each of the solvent species. The methanol occupies a clathrate inclusion site within a stacked column of host molecules, while the THF occupies channels which lie between the host columns, which are held rigidly apart by antiparallel N–HO[double bond, length as m-dash]P hydrogen bonds. The marked pseudosymmetry of the crystal structure (Z? = 2) arises because of the twisting of the host columns about their axes to reduce the channel volumes to fit THF. The phosphorylation reaction of imines used here has the potential to provide a supramolecular synthon of a predictable fixed orientation with respect to such a host molecule

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Published date: 1 July 2008

Identifiers

Local EPrints ID: 179675
URI: https://eprints.soton.ac.uk/id/eprint/179675
ISSN: 1466-8033
PURE UUID: 082fe144-f78f-4d5c-8861-f8c5f4e184eb
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 04 Apr 2011 09:14
Last modified: 06 Jun 2018 12:54

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Contributors

Author: Selen Bilge
Author: Simon J. Coles ORCID iD
Author: David B. Davies
Author: Zeynel Kilic
Author: John S. Rutherford
Author: Robert A. Shaw

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