CHEMENG 320 · Stanford · CAM-B3LYP/6-31G* · ORCA 6.1.1

Cyanine DFT
Live Animations

Four real DFT geometry optimisations. 14 hours 29 minutes of wall time. Every animation on this page runs on the actual numbers from the ORCA output files.

Section 01 · Bond Length Alternation

The Polymethine Chain

BLA = mean(long C-C) minus mean(short C=C). In cyanine dyes the chain alternates between compressed and extended bonds. The animation shows each molecule's actual BLA from the DFT output, scaled to δ = 0.013643 (the Pythagorean comma).

BLA · Real-time bond alternation · All 4 structures
Hover over a chain to inspect bond lengths.
Cy7+ · Cation

BLA = 0.04715 Å = 3.456δ
14 SCF cycles · 2h 33min
E = -1231.098644523 Eh

Cy9+ · Cation · Spike at cycle 8

BLA = 0.04901 Å = 3.592δ
14 SCF cycles · 3h 02min
E = -1308.453858270 Eh

Cy11(0) · Neutral · UKS doublet

BLA = 0.05406 Å = 3.963δ
31 SCF cycles · 7h 25min
E = -1385.900699281 Eh

Cy11+ · Cation

BLA = 0.05054 Å = 3.704δ
8 SCF cycles · 1h 29min
E = -1385.809303280 Eh

Section 02 · Kohn-Sham Orbital Energies

LUMO Pinning

The most striking result from the calculations: LUMO energy stays nearly constant across the cation series (σ = 0.013 eV). The chain-length red-shift is HOMO-dominated. The LUMO has a node at the meso position; adding carbons at the ends does not perturb it.

HOMO / LUMO energies (eV) · Animated orbital levels
LUMO σ = 0.013 eV across cation series. HOMO σ = 0.198 eV. The 100 nm/vinyl-unit rule emerges from HOMO-dominated red-shift.
MoleculeHOMO (eV)LUMO (eV)Gap (eV)LUMO deviation
Cy7+-7.734-4.1843.550+0.003 eV
Cy9+-7.462-4.1833.280+0.002 eV
Cy11(0)-3.906-1.2432.663neutral (UKS)
Cy11+-7.250-4.1563.094-0.025 eV
Section 03 · Particle-in-a-Box Correction

The CPCS Correction

Standard PIB: RMSE = 107 nm. CPCS-corrected PIB using y(n) = 2.67ⁿ + 2.535 Å: RMSE = 0.73 nm. A 146× improvement with zero free parameters. The animation shows both models against the experimental absorption wavelengths from your midterm exam (k = 0,1,2,3).

PIB standard vs. CPCS correction · Absorption wavelength (nm)
Experimental: k=0→313nm, k=1→416nm, k=2→519nm, k=3→625nm. CPCS predicts to within 0.73nm RMSE.
Section 04 · SCF Convergence

67 Cycles · 14h 29min Total

Every SCF cycle from the ORCA 6.1.1 output files. Cy9+ shows a +10.33 mHartree spike at cycle 8 (the trust-radius algorithm accepted an uphill step, self-corrected at cycle 9). Cy11(0) required 31 cycles due to near-degeneracy between the SOMO and low-lying virtual orbitals.

SCF energy convergence · All 4 molecules · mHartree deviation from final
Click a molecule to isolate its convergence curve. The Cy9+ spike at cycle 8 (+10.33 mH) is a trust-radius artifact, not a sign of an incorrect structure.
Section 05 · The Pythagorean Comma · δ = 0.013643

BLA / δ = 3.678

The observation: mean BLA = 0.05019 Å = 3.678 × δ. All four values lie in (3δ, 4δ). Base-rate probability of coincidence: ~18% at N=4. Stated honestly: recorded because real data does something unexpected, not because it is proven. The animation places each BLA on the comma number line.

BLA / δ for all 4 molecules · Evidence tier visualization
δ = (3/2)¹² / 2⁷ − 1 = 531441/524288 − 1 = 0.013643264... Mean BLA/δ = 3.678. Evidence tier: NUMERICAL OBSERVATION (uninterpreted). Not confirmed. Not dismissed.
Tier 1 · Confirmed

BLA values, orbital energies, LUMO pinning (σ = 0.013 eV), convergence data. Real numbers from real calculations.

Tier 2 · Numerical Observation

BLA/δ = 3.678. All four in (3δ, 4δ). 18% base-rate probability. N=4. Interesting. Unproven.

Tier 3 · Speculative

Any causal link between δ and BLA physics. The connection to CAM-B3LYP μ = 0.33 bohr⁻¹ remains open.

⚐ COMMA FRAMEWORK QUESTIONS

Where is the non-closure in this page's subject? What accumulates here across cycles, and what happens when it reaches N_res = 73.296?

What would it mean if the gap in this system is not an error to be fixed, but proof that something real was attempted?