TY - JOUR
T1 - Theoretical study on molecular packing and electronic structure of bi-1,3,4-oxadiazole derivatives
AU - Wang, Haitao
AU - Bai, Fuquan
AU - Jia, Xiaoshi
AU - Cao, Di
AU - Ravva, Mahesh Kumar
AU - Bredas, Jean-Luc
AU - Qu, Songnan
AU - Bai, Binglian
AU - Zhang, Hongxing
AU - Li, Min
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: Author H.W. would like to thank Dr Jian Wang (Jilin University) for providing HPC skills. This work was supported by National Science Foundation of China (51103057, 51073071, 21173096, 21072076, and 21003057), and Postdoctoral Science Foundation of China (2012T50294).
PY - 2014
Y1 - 2014
N2 - The molecular aggregation structure of 5,5′-bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole) (BOXD-NP) was studied by computing the intermolecular interaction potential energy surface (PES) at density functional theory level based on a dimer model. All B3LYP, CAM-B3LYP and M062x functionals can yield a reliable isolated molecular geometry. The conformation of BOXD-NP obtained with all methods is perfectly planar, indicating good conjugation ability between oxadiazole and naphthalene rings. The vibrational frequencies of BOXD-NP were also calculated using the B3LYP/6-311+G∗∗ method, which showed great consistency with the experimental observations and makes the assignments of the IR spectra more solid. It was revealed that the lowest excited state of BOXD-NP should be assigned as a highly allowed π-π∗ state by TD-DFT calculation. Considering the non-covalent interactions in molecular aggregates, the M062x functional was applied in the construction of the PES. Besides the packing structure found in the crystals, PES also predicted several stable structures, indicating that PES has great ability in guiding molecular self-assembly. Symmetry Adapted Perturbation Theory (SAPT) analysis on these energy-minimum molecular stacking structures revealed that London dispersion forces are the strongest attractive component in the binding. This journal is
AB - The molecular aggregation structure of 5,5′-bis(naphthalen-2-yl)-2,2′-bi(1,3,4-oxadiazole) (BOXD-NP) was studied by computing the intermolecular interaction potential energy surface (PES) at density functional theory level based on a dimer model. All B3LYP, CAM-B3LYP and M062x functionals can yield a reliable isolated molecular geometry. The conformation of BOXD-NP obtained with all methods is perfectly planar, indicating good conjugation ability between oxadiazole and naphthalene rings. The vibrational frequencies of BOXD-NP were also calculated using the B3LYP/6-311+G∗∗ method, which showed great consistency with the experimental observations and makes the assignments of the IR spectra more solid. It was revealed that the lowest excited state of BOXD-NP should be assigned as a highly allowed π-π∗ state by TD-DFT calculation. Considering the non-covalent interactions in molecular aggregates, the M062x functional was applied in the construction of the PES. Besides the packing structure found in the crystals, PES also predicted several stable structures, indicating that PES has great ability in guiding molecular self-assembly. Symmetry Adapted Perturbation Theory (SAPT) analysis on these energy-minimum molecular stacking structures revealed that London dispersion forces are the strongest attractive component in the binding. This journal is
UR - http://hdl.handle.net/10754/563251
UR - http://xlink.rsc.org/?DOI=C4RA06405D
UR - http://www.scopus.com/inward/record.url?scp=84908251280&partnerID=8YFLogxK
U2 - 10.1039/c4ra06405d
DO - 10.1039/c4ra06405d
M3 - Article
SN - 2046-2069
VL - 4
SP - 51942
EP - 51949
JO - RSC Adv.
JF - RSC Adv.
IS - 94
ER -