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Conformational polymorphism in a chiral spiro-cis-ansa-bridged cyclotriphosphazene derivative

Conformational polymorphism in a chiral spiro-cis-ansa-bridged cyclotriphosphazene derivative
Conformational polymorphism in a chiral spiro-cis-ansa-bridged cyclotriphosphazene derivative
The reaction of spermidine with 2,2,4,4-tetrachloro-6,6-diphenylcyclotriphosphazene produces a mixture of products of which one of the fractions is a spiro-cis-ansa derivative, namely 12-chloro-14,14-diphenyl-2,6,11,13,15,16-hexaaza-1,12-diphosphatricyclo[ 10.3.1.0(1,6)]hexadeca-12,14-diene, C19H26ClN6P3. Recrystallization of this fraction from different solvents results in the formation of two different crystalline forms. The rod morphology formed in dichloromethane-n-hexane (1:1) produces a triclinic structure with three molecules in the asymmetric unit. These three molecules adopt different conformations as a result of two NH groups flipping in an ansa-bridged ring system. The plate morphology crystals, grown in dichloromethane-n-hexane-ethyl acetate (1:1:1), produce a C-centred monoclinic structure that adopts a conformation that is essentially the same as one of the forms in the triclinic structure.
crystal-structure
0108-2701
O51-O54
Coles, S. J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, D. B.
ce9eed8e-659b-4fca-95e4-acaa6befb08b
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Ibisoglu, H.
d02665c2-a86b-4013-b6f9-48902447e2f7
Kilic, A.
1406287f-d0aa-4211-b97a-1853ec5ee5b1
Shaw, R. A.
0f2133b1-7aac-4d36-a9dc-75630c4a78a0
Coles, S. J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Davies, D. B.
ce9eed8e-659b-4fca-95e4-acaa6befb08b
Hursthouse, M. B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Ibisoglu, H.
d02665c2-a86b-4013-b6f9-48902447e2f7
Kilic, A.
1406287f-d0aa-4211-b97a-1853ec5ee5b1
Shaw, R. A.
0f2133b1-7aac-4d36-a9dc-75630c4a78a0

Coles, S. J., Davies, D. B., Hursthouse, M. B., Ibisoglu, H., Kilic, A. and Shaw, R. A. (2002) Conformational polymorphism in a chiral spiro-cis-ansa-bridged cyclotriphosphazene derivative. Acta Crystallographica Section C: Crystal Structure Communications, C58 (1), O51-O54. (doi:10.1107/S010827010101770X).

Record type: Article

Abstract

The reaction of spermidine with 2,2,4,4-tetrachloro-6,6-diphenylcyclotriphosphazene produces a mixture of products of which one of the fractions is a spiro-cis-ansa derivative, namely 12-chloro-14,14-diphenyl-2,6,11,13,15,16-hexaaza-1,12-diphosphatricyclo[ 10.3.1.0(1,6)]hexadeca-12,14-diene, C19H26ClN6P3. Recrystallization of this fraction from different solvents results in the formation of two different crystalline forms. The rod morphology formed in dichloromethane-n-hexane (1:1) produces a triclinic structure with three molecules in the asymmetric unit. These three molecules adopt different conformations as a result of two NH groups flipping in an ansa-bridged ring system. The plate morphology crystals, grown in dichloromethane-n-hexane-ethyl acetate (1:1:1), produce a C-centred monoclinic structure that adopts a conformation that is essentially the same as one of the forms in the triclinic structure.

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More information

Published date: 1 January 2002
Keywords: crystal-structure

Identifiers

Local EPrints ID: 19699
URI: http://eprints.soton.ac.uk/id/eprint/19699
ISSN: 0108-2701
PURE UUID: 5ab4d76a-3d71-4cec-8475-73bc2f39d16a
ORCID for S. J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 16 Feb 2006
Last modified: 18 Feb 2021 16:52

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