Supramolecular Chirality in Layered Crystals of Achiral Ammonium Salts and Fatty Acids: A Hierarchical Interpretation†
Correction(s) for this article
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Supramolecular Chirality in Layered Crystals of Achiral Ammonium Salts and Fatty Acids: A Hierarchical Interpretation
- Akira Tanaka,
- Katsunari Inoue,
- Ichiro Hisaki Dr.,
- Norimitsu Tohnai Dr.,
- Mikiji Miyata Prof. Dr.,
- Akikazu Matsumoto Prof. Dr.,
- Volume 45Issue 28Angewandte Chemie International Edition
- pages: 4539-4539
- First Published online: July 3, 2006
Akira Tanaka
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorKatsunari Inoue
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorIchiro Hisaki Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorNorimitsu Tohnai Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorMikiji Miyata Prof. Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorAkikazu Matsumoto Prof. Dr.
Department of Applied Chemistry, Graduate School of Engineering, Osaka City University, Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan
Search for more papers by this authorAkira Tanaka
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorKatsunari Inoue
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorIchiro Hisaki Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorNorimitsu Tohnai Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorMikiji Miyata Prof. Dr.
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita 565-0871, Japan, Fax: (+81) 6-6879-7406
Search for more papers by this authorAkikazu Matsumoto Prof. Dr.
Department of Applied Chemistry, Graduate School of Engineering, Osaka City University, Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan
Search for more papers by this authorA.T. expresses his special thanks to the Center of Excellence (21COE) program “Creation of Integrated EcoChemistry of Osaka University”. This work was also supported by a Grant-in-Aid for Scientific Research (15350070) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.
Graphical Abstract
Something out of nothing: Chiral layered crystals are obtained from achiral 4-methylbenzylammonium myristate and pentadecanoate. The molecular chirality within a single molecule in these systems arises from the fixation of the conformation. It then spreads over the 2D layers and finally over the 3D crystal to generate supramolecular chirality by parallel assembly (see picture).
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- 8Crystal data for 1⋅2: C22H39NO2, Mr=349.56, triclinic, space group P
(no. 1), a=4.784(1), b=5.651(1), c=20.278(4) Å, α=85.19(2), β=86.68(2), γ=82.42(2)°, V=540.9(2) Å3, T=213.2 K, Z=1, μ(CuKα)=5.16 cm−1, ρcalcd=1.073 g cm−3, 4199 reflections measured, 1739 of which were unique (Rint=0.073) and were used in all calculations. The final R1 and wR2 values were 0.077 (observed data) and 0.209 (observed data), respectively.
- 9Crystal data for 1⋅3: C23H41NO2, Mr=363.58, monoclinic, space group P21 (no. 4), a=4.7364(6), b=41.125(5), c=5.6194(9) Å, β=97.76(1)°, V=1084.5(3) Å3, T=93.2 K, Z=2, μ(CuKα)=5.31 cm−1, ρcalcd=1.113 g cm−3, 11 804 reflections measured, 1973 of which were unique (Rint=0.031) and were used in all calculations. The final R1 and wR2 values were 0.046 (observed data) and 0.111 (observed data), respectively. CCDC-286085 (1⋅2) and -286086 (1⋅3) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
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