title: Assembling phenomena of calix[4]hydroquinone nanotube bundles by one-dimensional short hydrogen bonding and displaced pi-pi stacking.
abstract: Using the computer-aided molecular design approach, we recently reported the synthesis of calix[4]hydroquinone (CHQ) nanotube arrays self-assembled with infinitely long one-dimensional (1-D) short hydrogen bonds (H-bonds) and aromatic-aromatic interactions. Here, we assess various calculation methods employed for both the design of the CHQ nanotubes and the study of their assembly process. Our calculations include ab initio and density functional theories and first principles calculations using ultrasoft pseudopotential plane wave methods. The assembly phenomena predicted prior to the synthesis of the nanotubes and details of the refined structure and electronic properties obtained after the experimental characterization of the nanotube crystal are reported. For better characterization of intriguing 1-D short H-bonds and exemplary displaced pi-pi stacks, the X-ray structures have been further refined with samples grown in different solvent conditions. Since X-ray structures do not contain the positions of H atoms, it is necessary to analyze the system using quantum theoretical calculations. The competition between H-bonding and displaced pi-pi stacking in the assembling process has been clarified. The IR spectroscopic features and NMR chemical shifts of 1-D short H-bonds have been investigated both experimentally and theoretically. The dissection of the two most important interaction components leading to self-assembly processes would help design new functional materials and nanomaterials.
authors.affiliation: National Creative Research Initiative Center for Superfunctional Materials and Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, San 31, Hyojadong, Namgu, Pohang 790-784, Korea. kim@postech.ac.kr
authors.forename: Kwang S
authors.initials: KS
authors.lastname: Kim
authors.forename: Seung Bum
authors.initials: SB
authors.lastname: Suh
authors.forename: Jong Chan
authors.initials: JC
authors.lastname: Kim
authors.forename: Byung Hee
authors.initials: BH
authors.lastname: Hong
authors.forename: Eun Cheol
authors.initials: EC
authors.lastname: Lee
authors.forename: Sunggoo
authors.initials: S
authors.lastname: Yun
authors.forename: P
authors.initials: P
authors.lastname: Tarakeshwar
authors.forename: Jin Yong
authors.initials: JY
authors.lastname: Lee
authors.forename: Yukyung
authors.initials: Y
authors.lastname: Kim
authors.forename: Hyejae
authors.initials: H
authors.lastname: Ihm
authors.forename: Heon Gon
authors.initials: HG
authors.lastname: Kim
authors.forename: Jung Woo
authors.initials: JW
authors.lastname: Lee
authors.forename: Jung Kyung
authors.initials: JK
authors.lastname: Kim
authors.forename: Han Myoung
authors.initials: HM
authors.lastname: Lee
authors.forename: Dongwook
authors.initials: D
authors.lastname: Kim
authors.forename: Chunzhi
authors.initials: C
authors.lastname: Cui
authors.forename: Suk Joo
authors.initials: SJ
authors.lastname: Youn
authors.forename: Hae Yong
authors.initials: HY
authors.lastname: Chung
authors.forename: Hyuck Soon
authors.initials: HS
authors.lastname: Choi
authors.forename: Chi-Wan
authors.initials: CW
authors.lastname: Lee
authors.forename: Seung Joo
authors.initials: SJ
authors.lastname: Cho
authors.forename: Sukmin
authors.initials: S
authors.lastname: Jeong
authors.forename: Jun-Hyung
authors.initials: JH
authors.lastname: Cho
mesh_terms: D047250:Calixarenes; D017076:Computer-Aided Design; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D006873:Hydroquinones / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D036103:Nanotechnology / Q000379:methods*; D011809:Quinones / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D006873:Hydroquinones; D011809:Quinones; C469855:calix(4)hydroquinone; D047250:Calixarenes