Table 6.
Exp. | Exp. (This Work; Also [58]) | Calc. | Approximate Description b |
Sym- metry |
||
---|---|---|---|---|---|---|
Gas Phase | Xe Matrix, 20 K | B3LYP. | ||||
ν | ν | ν | I IR | |||
3566 | 3542/3522/3519/3512/3507 | 3662 | 87.5 | ν(O–H) | A | |
n.obs. | n.obs. | 3141 | 0.5 | ν(CH) +++ | A | |
n.obs. | n.obs. | 3137 | 0.4 | ν(CH) +0– | A | |
3083 | 2976 | 3116 | 3.6 | ν(CH) +–+ | A | |
1779 | 1770 | 1776 | 356.3 | ν(C=O) | A | |
1602 | 1611 | 1607 | 67.0 | ν(CC) +–++–+ | A | |
1580 | 1581/1579 | 1575 | 72.6 | ν(CC) +0–+0– | A | |
1455 | 1464 | 1450 | 35.2 | ν(CC) +0– –0+, δ(CH) +– – | A | |
1455 | 1457/1454 | 1446 | 88.1 | ν(CC) ++0– –0, δ(CH) ++0 | A | |
1362/1331 c | 1376/1371/1364/1356/1332/1327 | 1324 | 96.3 | ν(C–O), δ(COH) | A | |
1300 | 1301/1291 | 1291 | 1.5 | ν(CC) +–+–+– | A | |
1258 | 1258/1255 | 1239 | 64.7 | ν(CF), δ(CH) +++ | A | |
1195 | 1203/1198/1194 | 1192 | 70.9 | δ(COH), δ(CH) +00 | A | |
1175 | 1178/1173/1172/1169 | 1167 | 117.9 | ν(C–O), δ(COH), δ(CH) +–+ | A | |
1151 | 1149 | 1142 | 26.9 | ν(CCl), δ(CH) 0+0 | A | |
1093 | 1101/1098/1096/1094 | 1093 | 90.3 | ν(C–O), δ(ring)1, δ(CH) +0+ | A | |
1052 | 1055/1054/1052 | 1049 | 27.7 | δ(ring)2 | A | |
964 | n.obs. | 956 | 0.9 | γ(CH) +–+ | A | |
909 | 912/910/908/907 | 887 | 103.8 | ν(CCl), ν(CF) | A | |
n.obs. | n.obs. | 880 | 0.4 | γ(CH) +0– | A | |
786 | 792/791/788/785 | 778 | 46.1 | γ(CH) +++, γ(C=O) | A | |
779 | 777 | 768 | 11.2 | ν(C–C), δ(OCO) | A | |
779 | 767 | 760 | 26.0 | γ(C=O), γ(CH) +++ | A | |
737 | 735 | 715 | 32.5 | τ(ring)1 | A | |
662 | 661/659 | 653 | 34.0 | δ(OCO) | A | |
582 | 583/580/575/572 | 591 | 82.9 | τ(C-O) | A | |
n.obs. | n.obs. | 565 | 0.6 | τ(ring)2 | A | |
n.i. | 569/567 | 554 | 5.2 | τ(ring)3 | A | |
n.i. | 545/543/542 | 538 | 23.7 | δ(ring)3 | A | |
n.i. | 469 | 463 | 4.8 | δ(ring)4, τ(C–O) | A | |
n.i. | n.i. | 418 | 4.4 | δ(CFCl) asym | A | |
n.i. | n.i. | 388 | 0.3 | γ(C-[CCC]) | A | |
n.i. | n.i. | 343 | 1.2 | δ(ring)4 | A | |
n.i. | n.i. | 230 | 0.5 | δ(CFCl) sym | A | |
n.i. | n.i. | 225 | 0.3 | γ(CF) | A | |
n.i. | n.i. | 174 | 2.0 | γ(CCl) | A | |
n.i. | n.i. | 141 | 0.4 | w(COOH) | A | |
n.i. | n.i. | 85 | 1.6 | γ(COOH) | A | |
n.i. | n.i. | 24 | 2.3 | τ(C–C) | A |
a Wavenumbers (ν) in cm−1, calculated infrared intensities (IIR) in km·mol−1; n.obs., not observed; n.i., not investigated; ?, uncertain. b Approximate description was obtained using the vibrations animation module of Chemcraft [63]; ν, stretching; δ, bending; w, wagging; γ, rocking; τ, torsion; the symbols +, – and 0 placed in front of the ν(CC), ν(CH), δ(CH) and γ(CH) ring coordinates indicate the movement (distending, compressing, staying, respectively) of the related bonds, starting from that located ortho to the C=O bond of the carboxylic group and proceeding anti-clockwise through the ring. c Fermi interaction with 2 × δ(OCO).