Crystal structure of a four-layered [3.3](3,5)pyridinophane

Masahiko Shibahara; Motonori Watanabe; Taisuke Matsumoto; Kenta Goto; Teruo Shinmyozu

doi:10.1107/S1600536814023691

Crystal structure of a four-layered [3.3](3,5)pyridinophane

Masahiko Shibahara, Motonori Watanabe, Taisuke Matsumoto, Kenta Goto, Teruo Shinmyozu

Department of Applied Molecular Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The title compound, C₄₀H₄₆N₂ {systematic name: 12,30-diazaheptacyclo[21.13.1.1^5,19.1^6,18.1^10,14.1^24,36.1^28,32]dotetraconta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodecaene}, has syn-anti-syn geometry wherein the two outer [3.3]metacyclophane (MCP) moieties have a syn geometry, and contain the facing benzene and pyridine rings at dihedral angles of 26.26 (10) and 26.46 (10)°, respectively. The rings of the central [3.3]MCP unit are not parallel, but orientated at a slight angle of 2.66 (9)°. Three bridging methylene groups are disordered over two sets of sites in a 0.60:0.40 ratio. In the crystal, the molecules are linked by C - H⋯N interactions and intermolecular C - H⋯π short contacts, generating a three-dimensional network.

Original language	English
Pages (from-to)	447-450
Number of pages	4
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	70
Issue number	11
DOIs	https://doi.org/10.1107/S1600536814023691
Publication status	Published - Oct 4 2014

All Science Journal Classification (ASJC) codes

Chemistry(all)
Materials Science(all)
Condensed Matter Physics

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@article{b4a8110fb83c466888bb691b9415760a,

title = "Crystal structure of a four-layered [3.3](3,5)pyridinophane",

abstract = "The title compound, C40H46N2 {systematic name: 12,30-diazaheptacyclo[21.13.1.15,19.16,18.110,14.124,36.128,32]dotetraconta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodecaene}, has syn-anti-syn geometry wherein the two outer [3.3]metacyclophane (MCP) moieties have a syn geometry, and contain the facing benzene and pyridine rings at dihedral angles of 26.26 (10) and 26.46 (10)°, respectively. The rings of the central [3.3]MCP unit are not parallel, but orientated at a slight angle of 2.66 (9)°. Three bridging methylene groups are disordered over two sets of sites in a 0.60:0.40 ratio. In the crystal, the molecules are linked by C - H⋯N interactions and intermolecular C - H⋯π short contacts, generating a three-dimensional network.",

author = "Masahiko Shibahara and Motonori Watanabe and Taisuke Matsumoto and Kenta Goto and Teruo Shinmyozu",

year = "2014",

month = oct,

day = "4",

doi = "10.1107/S1600536814023691",

language = "English",

volume = "70",

pages = "447--450",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

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T1 - Crystal structure of a four-layered [3.3](3,5)pyridinophane

AU - Shibahara, Masahiko

AU - Watanabe, Motonori

AU - Matsumoto, Taisuke

AU - Goto, Kenta

AU - Shinmyozu, Teruo

PY - 2014/10/4

Y1 - 2014/10/4

N2 - The title compound, C40H46N2 {systematic name: 12,30-diazaheptacyclo[21.13.1.15,19.16,18.110,14.124,36.128,32]dotetraconta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodecaene}, has syn-anti-syn geometry wherein the two outer [3.3]metacyclophane (MCP) moieties have a syn geometry, and contain the facing benzene and pyridine rings at dihedral angles of 26.26 (10) and 26.46 (10)°, respectively. The rings of the central [3.3]MCP unit are not parallel, but orientated at a slight angle of 2.66 (9)°. Three bridging methylene groups are disordered over two sets of sites in a 0.60:0.40 ratio. In the crystal, the molecules are linked by C - H⋯N interactions and intermolecular C - H⋯π short contacts, generating a three-dimensional network.

AB - The title compound, C40H46N2 {systematic name: 12,30-diazaheptacyclo[21.13.1.15,19.16,18.110,14.124,36.128,32]dotetraconta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodecaene}, has syn-anti-syn geometry wherein the two outer [3.3]metacyclophane (MCP) moieties have a syn geometry, and contain the facing benzene and pyridine rings at dihedral angles of 26.26 (10) and 26.46 (10)°, respectively. The rings of the central [3.3]MCP unit are not parallel, but orientated at a slight angle of 2.66 (9)°. Three bridging methylene groups are disordered over two sets of sites in a 0.60:0.40 ratio. In the crystal, the molecules are linked by C - H⋯N interactions and intermolecular C - H⋯π short contacts, generating a three-dimensional network.

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Crystal structure of a four-layered [3.3](3,5)pyridinophane

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