title: Halides with Fifteen Aliphatic C-H···Anion Interaction Sites.
abstract: Since the aliphatic C-H···anion interaction is relatively weak, anion binding using hydrophobic aliphatic C-H (Cali-H) groups has generally been considered not possible without the presence of additional binding sites that contain stronger interactions to the anion. Herein, we report X-ray structures of organic crystals that feature a chloride anion bound exclusively by hydrophobic Cali-H groups. An X-ray structure of imidazolium-based scaffolds using Cali-H···A(-) interactions (A(-) = anion) shows that a halide anion is directly interacting with fifteen Cali-H groups (involving eleven hydrogen bonds, two bidentate hydrogen-bond-type binding interactions and two weakly hydrogen-bonding-like binding interactions). Additional supporting interactions and/or other binding sites are not observed. We note that such types of complexes may not be rare since such high numbers of binding sites for an anion are also found in analogous tetraalkylammonium complexes. The Cali-H···A(-) interactions are driven by the formation of a near-spherical dipole layer shell structure around the anion. The alternating layers of electrostatic charge around the anion arise because the repulsions between weakly positively charged H atoms are reduced by the presence of the weakly negatively charged C atoms connected to H atoms.
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.|Department of Chemistry, Pohang University of Science and Technology, Pohang 790-784, Korea.
authors.forename: Genggongwo
authors.initials: G
authors.lastname: Shi
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Zahra
authors.initials: Z
authors.lastname: Aliakbar Tehrani
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Dongwook
authors.initials: D
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Woo Jong
authors.initials: WJ
authors.lastname: Cho
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Il-Seung
authors.initials: IS
authors.lastname: Youn
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Han Myoung
authors.initials: HM
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Yousuf
authors.affiliation: School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK.
authors.forename: Nisar
authors.initials: N
authors.lastname: Ahmed
authors.affiliation: School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK.
authors.forename: Bahareh
authors.initials: B
authors.lastname: Shirinfar
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.|Department of Chemistry, The University of Texas at Austin, Austin, TX 78712, USA.
authors.forename: Aaron J
authors.initials: AJ
authors.lastname: Teator
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.|Department of Chemistry, The University of Texas at Austin, Austin, TX 78712, USA.
authors.forename: Dominika N
authors.initials: DN
authors.lastname: Lastovickova
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Lubna
authors.initials: L
authors.lastname: Rasheed
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Myoung Soo
authors.initials: MS
authors.lastname: Lah
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Christopher W
authors.initials: CW
authors.lastname: Bielawski
authors.affiliation: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Korea.
authors.forename: Kwang S
authors.initials: KS
authors.lastname: Kim