J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal

Hitoshi Watanabe, Kenji Okuyama, Yutaka Ozawa, Kiyoshi Hirabayashi, Masatsugu Shimomura, Toyoki Kunitake, Noritake Yasuoka, Toyoki Kunitake, Noritake Yasuoka, Noritake Yasuoka

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The crystal structure of an azobenzene-linked, single-chain ammonium amphiphile (C6AzoC5N+Br-), C27H42N3O3Br- was determined by X-ray diffraction. The crystal is triclinic with the space group PI, Z=2, a=2.7446(9), b=0.8592(1), c=0.6112(1) nm, α = 106. 91(2), β=87. 05(2), and γ = 93.18(4)°. The structure was solved by the direct method and refined by the block-diagonal least-squares method to the R-value of 0.060 for 3535 reflections (sin θ/λ0.56). In contrast to other azobenzene derivatives, azobenzene part of the C6-AzoC5N+Br- molecule has very good planarity; tortion angles between the azo moiety and the benzene rings are within 2°. The zigzag planes of the spacer alkyl and the tail alkyl parts are linked to the azobenzene plane with small tortion angles, 0.1 and 6.3°, respectively; this shapes the whole molecule a long thin plate. The crystal structure consists of regularly stacking bimolecular layers along the a-direction in which azobenzene chromophores aggregate in the J-like (head-to-tail) fashion between adjacent molecules. The detailed molecular and crystal structure of C6-AzoC5N+Br- is very similar to that of the previously analyzed homologous compound, C12AzoC5N+Br-.

Original languageEnglish
Pages (from-to)550-555
Number of pages6
JournalNIPPON KAGAKU KAISHI
Volume1987
Issue number3
DOIs
Publication statusPublished - Jan 1 1987
Externally publishedYes

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Amphiphiles
Azobenzene
Agglomeration
Single crystals
Crystal structure
Molecules
Chromophores
Benzene
Ammonium Compounds
Molecular structure
azobenzene
Derivatives
X ray diffraction
Crystals

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Watanabe, H., Okuyama, K., Ozawa, Y., Hirabayashi, K., Shimomura, M., Kunitake, T., ... Yasuoka, N. (1987). J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal. NIPPON KAGAKU KAISHI, 1987(3), 550-555. https://doi.org/10.1246/nikkashi.1987.550

J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal. / Watanabe, Hitoshi; Okuyama, Kenji; Ozawa, Yutaka; Hirabayashi, Kiyoshi; Shimomura, Masatsugu; Kunitake, Toyoki; Yasuoka, Noritake; Kunitake, Toyoki; Yasuoka, Noritake; Yasuoka, Noritake.

In: NIPPON KAGAKU KAISHI, Vol. 1987, No. 3, 01.01.1987, p. 550-555.

Research output: Contribution to journalArticle

Watanabe, H, Okuyama, K, Ozawa, Y, Hirabayashi, K, Shimomura, M, Kunitake, T, Yasuoka, N, Kunitake, T, Yasuoka, N & Yasuoka, N 1987, 'J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal', NIPPON KAGAKU KAISHI, vol. 1987, no. 3, pp. 550-555. https://doi.org/10.1246/nikkashi.1987.550
Watanabe H, Okuyama K, Ozawa Y, Hirabayashi K, Shimomura M, Kunitake T et al. J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal. NIPPON KAGAKU KAISHI. 1987 Jan 1;1987(3):550-555. https://doi.org/10.1246/nikkashi.1987.550
Watanabe, Hitoshi ; Okuyama, Kenji ; Ozawa, Yutaka ; Hirabayashi, Kiyoshi ; Shimomura, Masatsugu ; Kunitake, Toyoki ; Yasuoka, Noritake ; Kunitake, Toyoki ; Yasuoka, Noritake ; Yasuoka, Noritake. / J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal. In: NIPPON KAGAKU KAISHI. 1987 ; Vol. 1987, No. 3. pp. 550-555.
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abstract = "The crystal structure of an azobenzene-linked, single-chain ammonium amphiphile (C6AzoC5N+Br-), C27H42N3O3Br- was determined by X-ray diffraction. The crystal is triclinic with the space group PI, Z=2, a=2.7446(9), b=0.8592(1), c=0.6112(1) nm, α = 106. 91(2), β=87. 05(2), and γ = 93.18(4)°. The structure was solved by the direct method and refined by the block-diagonal least-squares method to the R-value of 0.060 for 3535 reflections (sin θ/λ0.56). In contrast to other azobenzene derivatives, azobenzene part of the C6-AzoC5N+Br- molecule has very good planarity; tortion angles between the azo moiety and the benzene rings are within 2°. The zigzag planes of the spacer alkyl and the tail alkyl parts are linked to the azobenzene plane with small tortion angles, 0.1 and 6.3°, respectively; this shapes the whole molecule a long thin plate. The crystal structure consists of regularly stacking bimolecular layers along the a-direction in which azobenzene chromophores aggregate in the J-like (head-to-tail) fashion between adjacent molecules. The detailed molecular and crystal structure of C6-AzoC5N+Br- is very similar to that of the previously analyzed homologous compound, C12AzoC5N+Br-.",
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T1 - J-like Aggregation of Azobenzene-Linked Amphiphile, C6AzoC5N+Br- in Single Crystal

AU - Watanabe, Hitoshi

AU - Okuyama, Kenji

AU - Ozawa, Yutaka

AU - Hirabayashi, Kiyoshi

AU - Shimomura, Masatsugu

AU - Kunitake, Toyoki

AU - Yasuoka, Noritake

AU - Kunitake, Toyoki

AU - Yasuoka, Noritake

AU - Yasuoka, Noritake

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N2 - The crystal structure of an azobenzene-linked, single-chain ammonium amphiphile (C6AzoC5N+Br-), C27H42N3O3Br- was determined by X-ray diffraction. The crystal is triclinic with the space group PI, Z=2, a=2.7446(9), b=0.8592(1), c=0.6112(1) nm, α = 106. 91(2), β=87. 05(2), and γ = 93.18(4)°. The structure was solved by the direct method and refined by the block-diagonal least-squares method to the R-value of 0.060 for 3535 reflections (sin θ/λ0.56). In contrast to other azobenzene derivatives, azobenzene part of the C6-AzoC5N+Br- molecule has very good planarity; tortion angles between the azo moiety and the benzene rings are within 2°. The zigzag planes of the spacer alkyl and the tail alkyl parts are linked to the azobenzene plane with small tortion angles, 0.1 and 6.3°, respectively; this shapes the whole molecule a long thin plate. The crystal structure consists of regularly stacking bimolecular layers along the a-direction in which azobenzene chromophores aggregate in the J-like (head-to-tail) fashion between adjacent molecules. The detailed molecular and crystal structure of C6-AzoC5N+Br- is very similar to that of the previously analyzed homologous compound, C12AzoC5N+Br-.

AB - The crystal structure of an azobenzene-linked, single-chain ammonium amphiphile (C6AzoC5N+Br-), C27H42N3O3Br- was determined by X-ray diffraction. The crystal is triclinic with the space group PI, Z=2, a=2.7446(9), b=0.8592(1), c=0.6112(1) nm, α = 106. 91(2), β=87. 05(2), and γ = 93.18(4)°. The structure was solved by the direct method and refined by the block-diagonal least-squares method to the R-value of 0.060 for 3535 reflections (sin θ/λ0.56). In contrast to other azobenzene derivatives, azobenzene part of the C6-AzoC5N+Br- molecule has very good planarity; tortion angles between the azo moiety and the benzene rings are within 2°. The zigzag planes of the spacer alkyl and the tail alkyl parts are linked to the azobenzene plane with small tortion angles, 0.1 and 6.3°, respectively; this shapes the whole molecule a long thin plate. The crystal structure consists of regularly stacking bimolecular layers along the a-direction in which azobenzene chromophores aggregate in the J-like (head-to-tail) fashion between adjacent molecules. The detailed molecular and crystal structure of C6-AzoC5N+Br- is very similar to that of the previously analyzed homologous compound, C12AzoC5N+Br-.

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SN - 0369-4577

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