Semi-Empirical Calculation of Bodipy Aggregate Spectroscopic Properties through Direct Sampling of Configurational Ensembles

Int J Mol Sci. 2022 Sep 19;23(18):10955. doi: 10.3390/ijms231810955.

Abstract

Efficient prediction of the aggregation-induced callback of organic chromophores for utilization in molecular sensorics is a desirable development goal in modern computational chemistry. Dye aggregates are complicated to study when utilizing conventional quantum chemistry approaches, since they are usually composed of too many atoms to be effectively analyzed, even with high-throughput parallel systems. Here, we present a successful attempt to develop a protocol to assess the spectroscopic changes happening in BODIPY dyes upon aggregation from the first principles utilizing extended tight-binding (XTB) and Zerner's intermediate neglect of differential overlap (ZINDO) Hamiltonians. The developed sampling technique for aggregate configurational space scanning was found to be sufficient to both reproduce peculiarities and justify experimental data on the spectroscopic behavior of chromophore aggregates. The sTDA, sTD-DFT (GFN2-XTB) and CIS (ZINDO) approaches were assessed, and then sources of errors and benefits were outlined. Importantly, our goal was to keep any of the mentioned calculations within a computational cost feasible for a single workstation, whereas scaling was possible at any point in time. Finally, several aggregate structures were investigated in the external field to try to achieve distributions similar to the ones observed in the electrostatic potential of the air-water interface to assess the borderlines of practical applicability of the suggested scheme.

Keywords: BODIPY; XTB; ZINDO; aggregate; sTDA; sTDDFT.

MeSH terms

  • Boron Compounds
  • Coloring Agents
  • Quantum Theory*
  • Spectrum Analysis
  • Water*

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Coloring Agents
  • Water