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A multireference description of conjugated organic molecules within a low-computational cost framework remains a primary goal of electronic structure theory. Non-orthogonal configuration interaction (NOCI) can provide multireference ground and excited state energies by combining multiple mean-field reference states. This work introduces the development of Unrestricted Hartree–Fock (UHF) NOCI and its application onto weakly correlated chains of benzene rings and naphthyl oligomers with non-alternant or otherwise unconventional bonding patterns. We propose a general protocol for computing NOCI ground and excited state energies, where multiple UHF solutions compose of the basis. We consider each aromatic ring as strictly antiferromagnetic (AFM) and converge Sel-Consistent Field (SCF) solutions with inter-ring spin arrangements consistent with this constraint. We show that UHF NOCI is size extensive, recovers appreciable percentages of the ground state correlation energy, and tracks well the singlet-triplet gap and long-range magnetic ordering compared to Density Matrix Renormalization Group (DMRG) calculations. We further show that the magnitude of the spin-spin correlations appreciably decays between the moieties of the naphthyl oligomers, suggesting that the electronic structures of these systems exhibit weak inter-moiety coupling. We show that the inter-moiety spin correlations decay most acutely and by multiple orders of magnitude in a benzo[k]fluoranthene (BkF) oligomer, which motivates further investigation into the prospect of weak inter-moiety electronic coupling induced by an embedded 5-membered ring.

To this end, the electronic structure and optical properties of a small library of N-doped and k,π-extended fluoranthene derivatives are investigated using multireference methods in conjunction with absorbance and fluorescence spectroscopy. B3LYP/6-31G(d) ground- and excited-state geometries serve as the basis for computing ground-state correlation energies, vertical excitation energies, and natural transition orbitals (NTOs). Calculations explicitly assuming no coupling across the two cross-conjugated aromatic moieties are found to be in close agreement with full π-space treatments. Analysis of the NTOs further reveals that the lowest singlet excited state can be interpreted as a predominantly localized excitation on either the naphthyl or acene fragment. The lowest energy transitions are predicted to have 1Lb character and correspondingly small oscillator strengths. Absorbance and fluorescence measurements corroborate this picture, demonstrating a bathochromic, low absorptivity intensity peak which still yields fluorescence. Collectively, these results support a factorized description of the ground and low-lying excited states in fluoranthene and related derivatives as well as dual emission. The lowest-energy singlet transition in all cases is understood to be a dark 1Lb state predominantly localized on one side of the molecular framework. Taken together, this work preliminarily suggests that the electronic structures of systems rendered non-alternant and spin frustrated by an embedded 5-membered ring may exhibit weak inter-moiety coupling.

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