N-(carbamoylmethyl)pyridinium perchlorate and N-(carbamoylmethyl)-W-methyl-4,4′-bipyridinium diperchlorate hydrate

Ken Sakai, Yoshie Ikuta, Meiko Shiomi, Tsuyoshi Tamane, Yasushi Tomita, Taro Tsubomura, Nobukatsu Nemoto

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The title compounds, C7H9N2O+.ClO- 4, (1), and C13H15N3O2+.ClO- 4.H2O, (2), have been synthesized and their crystal structures determined. The C-N(carbamoyl) bond in each compound has some double-bond character [bond lengths 1.319(5) for (1) and 1.325 (7) Å for (2)], indicating that the sp2 hybridization is delocalized over the O-C-N(carbamoyl) unit. The carbamoylmethyl plane is canted with respect to the attached pyridinium plane at an angle of 63.5 (2) for (1) and 79.1 (2)° for (2). Two major conformers have been found in the molecular mechanics calculations performed on the N-carbamoylmethylpyridinium cation.

Original languageEnglish
Pages (from-to)331-334
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume53
Issue number3
DOIs
Publication statusPublished - Mar 15 1997

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Molecular mechanics
Bond length
Hydrates
Mechanics
Cations
Crystal structure
perchlorate

All Science Journal Classification (ASJC) codes

  • Biochemistry, Genetics and Molecular Biology(all)

Cite this

N-(carbamoylmethyl)pyridinium perchlorate and N-(carbamoylmethyl)-W-methyl-4,4′-bipyridinium diperchlorate hydrate. / Sakai, Ken; Ikuta, Yoshie; Shiomi, Meiko; Tamane, Tsuyoshi; Tomita, Yasushi; Tsubomura, Taro; Nemoto, Nobukatsu.

In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 53, No. 3, 15.03.1997, p. 331-334.

Research output: Contribution to journalArticle

Sakai, Ken ; Ikuta, Yoshie ; Shiomi, Meiko ; Tamane, Tsuyoshi ; Tomita, Yasushi ; Tsubomura, Taro ; Nemoto, Nobukatsu. / N-(carbamoylmethyl)pyridinium perchlorate and N-(carbamoylmethyl)-W-methyl-4,4′-bipyridinium diperchlorate hydrate. In: Acta Crystallographica Section C: Crystal Structure Communications. 1997 ; Vol. 53, No. 3. pp. 331-334.
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abstract = "The title compounds, C7H9N2O+.ClO- 4, (1), and C13H15N3O2+.ClO- 4.H2O, (2), have been synthesized and their crystal structures determined. The C-N(carbamoyl) bond in each compound has some double-bond character [bond lengths 1.319(5) for (1) and 1.325 (7) {\AA} for (2)], indicating that the sp2 hybridization is delocalized over the O-C-N(carbamoyl) unit. The carbamoylmethyl plane is canted with respect to the attached pyridinium plane at an angle of 63.5 (2) for (1) and 79.1 (2)° for (2). Two major conformers have been found in the molecular mechanics calculations performed on the N-carbamoylmethylpyridinium cation.",
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T1 - N-(carbamoylmethyl)pyridinium perchlorate and N-(carbamoylmethyl)-W-methyl-4,4′-bipyridinium diperchlorate hydrate

AU - Sakai, Ken

AU - Ikuta, Yoshie

AU - Shiomi, Meiko

AU - Tamane, Tsuyoshi

AU - Tomita, Yasushi

AU - Tsubomura, Taro

AU - Nemoto, Nobukatsu

PY - 1997/3/15

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N2 - The title compounds, C7H9N2O+.ClO- 4, (1), and C13H15N3O2+.ClO- 4.H2O, (2), have been synthesized and their crystal structures determined. The C-N(carbamoyl) bond in each compound has some double-bond character [bond lengths 1.319(5) for (1) and 1.325 (7) Å for (2)], indicating that the sp2 hybridization is delocalized over the O-C-N(carbamoyl) unit. The carbamoylmethyl plane is canted with respect to the attached pyridinium plane at an angle of 63.5 (2) for (1) and 79.1 (2)° for (2). Two major conformers have been found in the molecular mechanics calculations performed on the N-carbamoylmethylpyridinium cation.

AB - The title compounds, C7H9N2O+.ClO- 4, (1), and C13H15N3O2+.ClO- 4.H2O, (2), have been synthesized and their crystal structures determined. The C-N(carbamoyl) bond in each compound has some double-bond character [bond lengths 1.319(5) for (1) and 1.325 (7) Å for (2)], indicating that the sp2 hybridization is delocalized over the O-C-N(carbamoyl) unit. The carbamoylmethyl plane is canted with respect to the attached pyridinium plane at an angle of 63.5 (2) for (1) and 79.1 (2)° for (2). Two major conformers have been found in the molecular mechanics calculations performed on the N-carbamoylmethylpyridinium cation.

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