Note: the E(HOMO) of TCE used for evaluating nucleophilicity index is the value evaluated at B3LYP/6-31G* level Hirshfeld charges, condensed Fukui functions and condensed dual descriptors Units used below are "e" (elementary charge) Atom q(N) q(N+1) q(N-1) f- f+ f0 CDD 1(O ) -0.2096 -0.3268 -0.1532 0.0564 0.1172 0.0868 0.0608 2(O ) -0.2096 -0.3268 -0.1532 0.0564 0.1172 0.0868 0.0608 3(C ) 0.0036 -0.0221 0.0530 0.0493 0.0257 0.0375 -0.0236 4(C ) 0.0036 -0.0221 0.0530 0.0493 0.0257 0.0375 -0.0236 5(C ) -0.0245 -0.0392 0.0155 0.0400 0.0147 0.0274 -0.0253 6(C ) -0.0245 -0.0392 0.0155 0.0400 0.0147 0.0274 -0.0253 7(C ) 0.1395 0.0569 0.1502 0.0107 0.0827 0.0467 0.0720 8(C ) 0.1395 0.0569 0.1502 0.0107 0.0827 0.0467 0.0720 9(C ) -0.0397 -0.0655 0.0111 0.0508 0.0258 0.0383 -0.0250 10(C ) -0.0397 -0.0655 0.0111 0.0508 0.0258 0.0383 -0.0250 11(C ) -0.0213 -0.0562 0.0202 0.0415 0.0349 0.0382 -0.0066 12(C ) -0.0213 -0.0562 0.0202 0.0415 0.0349 0.0382 -0.0066 13(C ) -0.0274 -0.0844 0.0133 0.0407 0.0570 0.0488 0.0163 14(C ) -0.0274 -0.0844 0.0133 0.0407 0.0570 0.0488 0.0163 15(C ) -0.0367 -0.0788 0.0552 0.0919 0.0422 0.0670 -0.0498 16(C ) -0.0367 -0.0788 0.0552 0.0919 0.0422 0.0670 -0.0498 17(H ) 0.0487 0.0294 0.0731 0.0244 0.0193 0.0218 -0.0051 18(H ) 0.0487 0.0294 0.0731 0.0244 0.0193 0.0218 -0.0051 19(H ) 0.0566 0.0358 0.0830 0.0264 0.0209 0.0236 -0.0055 20(H ) 0.0566 0.0358 0.0830 0.0264 0.0209 0.0236 -0.0055 21(H ) 0.0552 0.0240 0.0850 0.0297 0.0313 0.0305 0.0015 22(H ) 0.0552 0.0240 0.0850 0.0297 0.0313 0.0305 0.0015 23(H ) 0.0556 0.0271 0.0936 0.0381 0.0285 0.0333 -0.0096 24(H ) 0.0556 0.0271 0.0936 0.0381 0.0285 0.0333 -0.0096 Condensed local electrophilicity/nucleophilicity index (e*eV) Atom Electrophilicity Nucleophilicity 1(O ) 0.19826 0.12597 2(O ) 0.19826 0.12597 3(C ) 0.04347 0.11017 4(C ) 0.04347 0.11017 5(C ) 0.02486 0.08938 6(C ) 0.02486 0.08938 7(C ) 0.13987 0.02387 8(C ) 0.13987 0.02387 9(C ) 0.04361 0.11342 10(C ) 0.04361 0.11342 11(C ) 0.05908 0.09262 12(C ) 0.05908 0.09262 13(C ) 0.09640 0.09089 14(C ) 0.09640 0.09089 15(C ) 0.07132 0.20525 16(C ) 0.07132 0.20525 17(H ) 0.03263 0.05450 18(H ) 0.03263 0.05450 19(H ) 0.03531 0.05893 20(H ) 0.03531 0.05893 21(H ) 0.05291 0.06640 22(H ) 0.05291 0.06640 23(H ) 0.04818 0.08500 24(H ) 0.04818 0.08500 Condensed local softness (e/Hartree), relative electrophilicity/nucleophilicity (dimensionless) and condensed local hyper-softness (e/Hartree^2) Atom s- s+ s0 s+/s- s-/s+ s(2) 1(O ) 0.2167 0.4502 0.3335 2.0771 0.4814 0.8968 2(O ) 0.2167 0.4502 0.3335 2.0771 0.4814 0.8968 3(C ) 0.1896 0.0987 0.1441 0.5208 1.9202 -0.3490 4(C ) 0.1896 0.0987 0.1441 0.5208 1.9202 -0.3490 5(C ) 0.1538 0.0565 0.1051 0.3671 2.7240 -0.3739 6(C ) 0.1538 0.0565 0.1051 0.3671 2.7241 -0.3739 7(C ) 0.0411 0.3176 0.1793 7.7336 0.1293 1.0623 8(C ) 0.0411 0.3176 0.1793 7.7334 0.1293 1.0623 9(C ) 0.1951 0.0990 0.1471 0.5075 1.9705 -0.3692 10(C ) 0.1951 0.0990 0.1471 0.5075 1.9705 -0.3692 11(C ) 0.1594 0.1341 0.1468 0.8418 1.1879 -0.0968 12(C ) 0.1594 0.1341 0.1468 0.8418 1.1879 -0.0968 13(C ) 0.1564 0.2189 0.1876 1.3998 0.7144 0.2402 14(C ) 0.1564 0.2189 0.1876 1.3998 0.7144 0.2402 15(C ) 0.3531 0.1619 0.2575 0.4586 2.1807 -0.7345 16(C ) 0.3531 0.1619 0.2575 0.4586 2.1807 -0.7345 17(H ) 0.0938 0.0741 0.0839 0.7901 1.2656 -0.0756 18(H ) 0.0938 0.0741 0.0839 0.7901 1.2656 -0.0756 19(H ) 0.1014 0.0802 0.0908 0.7909 1.2644 -0.0815 20(H ) 0.1014 0.0802 0.0908 0.7909 1.2645 -0.0815 21(H ) 0.1142 0.1202 0.1172 1.0518 0.9508 0.0227 22(H ) 0.1142 0.1202 0.1172 1.0518 0.9508 0.0227 23(H ) 0.1462 0.1094 0.1278 0.7481 1.3367 -0.1415 24(H ) 0.1462 0.1094 0.1278 0.7481 1.3367 -0.1415 E(N): -687.997595 Hartree E(N+1): -688.047351 Hartree E(N-1): -687.687527 Hartree E_HOMO(N): -0.253143 Hartree, -6.8884 eV E_HOMO(N+1): 0.009756 Hartree, 0.2655 eV E_HOMO(N-1): -0.406105 Hartree, -11.0507 eV First vertical IP: 0.310067 Hartree, 8.4374 eV First vertical EA: 0.049757 Hartree, 1.3539 eV Mulliken electronegativity: 0.179912 Hartree, 4.8957 eV Chemical potential: -0.179912 Hartree, -4.8957 eV Hardness (=fundamental gap): 0.260311 Hartree, 7.0834 eV Softness: 3.841562 Hartree^-1, 0.1412 eV^-1 Softness^2: 14.757597 Hartree^-2, 0.0199 eV^-2 Electrophilicity index: 0.062172 Hartree, 1.6918 eV Nucleophilicity index: 0.082055 Hartree, 2.2328 eV