Bis(4-carbamoylpiperidinium) biphenyl-4,4′-disulfonate

Graham Smith, Urs D. Wermuth, David J. Young

Research output: Contribution to journalArticleResearchpeer-review

Abstract

In the title isonipecotamide salt 2C6H 13N2O+·C12H8O 6S22-, the asymmetric unit comprises one biphenyl-4,4′-disulfonate dianion which lies across a crystallographic inversion centre and another in a general position [dihedral angle between the two phenyl rings is 37.1 (1)°], together with three isonipecotamide cations. Two of these cations give a cyclic homomeric amide-amide dimer inter-action [graph set R22(8)], the other giving a similar dimeric inter-action but across an inversion centre, both dimers then forming lateral cyclic R42(8) pyrimidinium-amide N - H⋯O inter-actions. These units are linked both laterally and longitudinally to the sulfonate groups of the dianions through piperidinium N - H⋯O hydrogen bonds, giving a three-dimensional framework structure.

Original languageEnglish
Pages (from-to)o3160-o3161
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
VolumeE66
Issue numberPart 12
DOIs
Publication statusPublished - 1 Dec 2010
Externally publishedYes

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Amides
amides
Dimers
Cations
Positive ions
dimers
inversions
cations
Dihedral angle
sulfonates
dihedral angle
Hydrogen bonds
Salts
hydrogen bonds
salts
rings
diphenyl

Cite this

Smith, Graham ; Wermuth, Urs D. ; Young, David J. / Bis(4-carbamoylpiperidinium) biphenyl-4,4′-disulfonate. In: Acta Crystallographica Section E: Structure Reports Online. 2010 ; Vol. E66, No. Part 12. pp. o3160-o3161.
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abstract = "In the title isonipecotamide salt 2C6H 13N2O+·C12H8O 6S22-, the asymmetric unit comprises one biphenyl-4,4′-disulfonate dianion which lies across a crystallographic inversion centre and another in a general position [dihedral angle between the two phenyl rings is 37.1 (1)°], together with three isonipecotamide cations. Two of these cations give a cyclic homomeric amide-amide dimer inter-action [graph set R22(8)], the other giving a similar dimeric inter-action but across an inversion centre, both dimers then forming lateral cyclic R42(8) pyrimidinium-amide N - H⋯O inter-actions. These units are linked both laterally and longitudinally to the sulfonate groups of the dianions through piperidinium N - H⋯O hydrogen bonds, giving a three-dimensional framework structure.",
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Bis(4-carbamoylpiperidinium) biphenyl-4,4′-disulfonate. / Smith, Graham; Wermuth, Urs D.; Young, David J.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. E66, No. Part 12, 01.12.2010, p. o3160-o3161.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Bis(4-carbamoylpiperidinium) biphenyl-4,4′-disulfonate

AU - Smith, Graham

AU - Wermuth, Urs D.

AU - Young, David J.

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N2 - In the title isonipecotamide salt 2C6H 13N2O+·C12H8O 6S22-, the asymmetric unit comprises one biphenyl-4,4′-disulfonate dianion which lies across a crystallographic inversion centre and another in a general position [dihedral angle between the two phenyl rings is 37.1 (1)°], together with three isonipecotamide cations. Two of these cations give a cyclic homomeric amide-amide dimer inter-action [graph set R22(8)], the other giving a similar dimeric inter-action but across an inversion centre, both dimers then forming lateral cyclic R42(8) pyrimidinium-amide N - H⋯O inter-actions. These units are linked both laterally and longitudinally to the sulfonate groups of the dianions through piperidinium N - H⋯O hydrogen bonds, giving a three-dimensional framework structure.

AB - In the title isonipecotamide salt 2C6H 13N2O+·C12H8O 6S22-, the asymmetric unit comprises one biphenyl-4,4′-disulfonate dianion which lies across a crystallographic inversion centre and another in a general position [dihedral angle between the two phenyl rings is 37.1 (1)°], together with three isonipecotamide cations. Two of these cations give a cyclic homomeric amide-amide dimer inter-action [graph set R22(8)], the other giving a similar dimeric inter-action but across an inversion centre, both dimers then forming lateral cyclic R42(8) pyrimidinium-amide N - H⋯O inter-actions. These units are linked both laterally and longitudinally to the sulfonate groups of the dianions through piperidinium N - H⋯O hydrogen bonds, giving a three-dimensional framework structure.

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