Table 2.

Calculated aromaticity indexes, dual descriptors, and energy of frontier orbitals of DTT, DTTMO, and DTTDO.

Compound	HOMA a	NICS(1)zz b	$\mathbf{∆}\mathit{f}\left(\mathit{r}\right)$ c S(4)	EHOMO c [eV]	ELUMO c [eV]	ELUMO—EHOMO c [eV]
DTT	A: 0.864 B: 0.788	A: −22.6 B: −17.8	−0.133	−6.04	−1.28	4.76
DTTMO	A: 0.919 B: 0.322	A: −21.2 (−21.6) d B: 6.5 (5.3) d	0.041	−6.39	−2.13	4.26
DTTDO	A: 0.932 B: 0.417	A: −21.0 B: 12.1	0.019	−6.60	−2.35	4.25

^a Calculated at the mp2/cc-pVTZ geometry; ^b Calculated at the m06L/cc-pVTZ//mp2/cc-pVTZ level; ^c Calculated at the pbe0/aug-cc-pVTZ//mp2/cc-pVTZ level; ^d Due to the non-planar geometry of the middle thiophene ring, NICS(1)zz values at the two sides of the ring are not equivalent.