Table 2.
Experimental and Theoretical (DFT B3LYP/6-311++G(d,p) basis set) vibrational spectroscopic data with vibrational assignments for title compound.
| Wavenumber(cm−1) |
IR intensity |
Raman activity |
Vibrational assignments(%PED) | |||||
|---|---|---|---|---|---|---|---|---|
| Experimental |
Theoretical |
|||||||
| IR | Raman | Unscaled | Scaled∗ | Absolute | Relative∗∗ | Absolute | Relative∗∗ | |
| 3205 | 3099 | 8 | 3 | 144 | 62 | as ʋ CH(99) | ||
| 3202 | 3096 | 4 | 1 | 131 | 56 | as ʋ CH(93) | ||
| 3188 | 3083 | 2 | 1 | 77 | 33 | as ʋ CH(92) | ||
| 3184 | 3079 | 6 | 2 | 113 | 48 | as ʋ CH(98) | ||
| 3061 (vw) | 3169 | 3064 | 6 | 2 | 61 | 26 | as ʋ CH(94) | |
| 3058 (vs) | 3167 | 3062 | 7 | 2 | 53 | 23 | as ʋ CH(94) | |
| 3009 (vw) | 3009 (ms) | 3135 | 3032 | 23 | 8 | 164 | 70 | as ʋ CH(92) |
| 2967 (vw) | 2941 (w) | 3066 | 2965 | 37 | 14 | 73 | 31 | as ʋ CH(100) |
| 2841 (w) | 3006 | 2907 | 71 | 26 | 207 | 89 | as ʋ CH(92) | |
| 1626 (m) | 1626 (w) | 1665 | 1610 | 81 | 30 | 95 | 41 | as ʋ CC(39) |
| 1581 (s) | 1574 (w) | 1627 | 1573 | 124 | 46 | 5 | 2 | as ʋ CC(47) |
| 1601 | 1548 | 2 | 1 | 42 | 18 | as ʋ CC(30) + δ CCC(17) | ||
| 1497 (s) | 1473 (w) | 1537 | 1486 | 98 | 36 | 13 | 6 | δ HCC(25) |
| 1506 | 1456 | 40 | 15 | 5 | 2 | δ HCH(58) + t HCOC(20) | ||
| 1448 (ms) | 1498 | 1449 | 8 | 3 | 38 | 16 | as ʋ CC(10) + δ HCC(16) | |
| 1433 (vw) | 1494 | 1445 | 9 | 3 | 18 | 8 | δ HCH(76) + t HCOC(16) | |
| 1405 (s) | 1475 | 1426 | 6 | 2 | 8 | 3 | δ HCH(68) | |
| 1388 (s) | 1388 (s) | 1437 | 1390 | 1 | 0 | 129 | 55 | as ʋ CC(37) |
| 1365 (ms) | 1400 | 1354 | 1 | 0 | 233 | 100 | as ʋ CC(41) + δ CCC(10) | |
| 1386 | 1340 | 27 | 10 | 0 | 0 | as ʋ CC(40) | ||
| 1361 | 1316 | 6 | 2 | 7 | 3 | as ʋ CC(15) + δ HCH(29) | ||
| 1262 (s) | 1296 | 1253 | 272 | 100 | 11 | 5 | as ʋ OC(28) + δ HCC(10) | |
| 1284 | 1242 | 8 | 3 | 0 | 0 | δ CCC(42) + δ HCC(14) | ||
| 1208 (s) | 1209 (vw) | 1245 | 1204 | 111 | 41 | 19 | 8 | as ʋ CC(17) + δ HCC(32) |
| 1162 (s) | 1163 (vw) | 1199 | 1159 | 10 | 3 | 6 | 2 | δ HCH(12) + t HCOC(42) |
| 1183 | 1144 | 55 | 20 | 12 | 5 | δ HCC(45) | ||
| 1178 | 1139 | 25 | 9 | 1 | 0 | s ʋ CC(14) + δ HCC(27) | ||
| 1166 | 1128 | 1 | 0 | 3 | 1 | δ HCH(28) + t HCOC(53) | ||
| 1161 | 1123 | 38 | 14 | 2 | 1 | as ʋ CC(13) + δ HCC(35) | ||
| 1072 (w) | 1065 (vw) | 1077 | 1041 | 22 | 8 | 29 | 12 | as ʋ CC(57) + δ HCC(14) |
| 1030 (s) | 1064 | 1029 | 59 | 22 | 1 | 0 | as ʋ OC(57) + δ HCC(12) | |
| 957 (w) | 974 | 942 | 1 | 0 | 0 | 0 | t HCCC(79) + t CCCC(11) | |
| 953 (w) | 966 | 934 | 5 | 2 | 15 | 6 | as ʋ CC(14) + δ CCC(39) | |
| 900 (vs) | 952 | 921 | 2 | 1 | 1 | 0 | t HCCC(77) + t CCCC(12) | |
| 901 | 871 | 51 | 19 | 2 | 1 | δ CCC(88) | ||
| 888 | 859 | 41 | 15 | 0 | 0 | t HCCC(60) | ||
| 851 (vs) | 880 | 851 | 13 | 5 | 0 | 0 | t HCCC(67) | |
| 814 (vs) | 797 (w) | 811 | 784 | 3 | 1 | 0 | 0 | t HCCC(66) |
| 800 (s) | 806 | 779 | 32 | 12 | 0 | 0 | t HCCC(61) | |
| 801 | 775 | 2 | 1 | 31 | 13 | as ʋ CC(17) + δ CCC(35) | ||
| 729 (vw) | 724 (w) | 746 | 721 | 0 | 0 | 0 | 0 | t CCCC(67) |
| 733 | 709 | 0 | 0 | 17 | 7 | s ʋ CC(17) + as ʋ OC(19) + δ HCC(24) | ||
| 655 (w) | 654 | 632 | 4 | 2 | 0 | 0 | t HCCC(11) + t CCCC(41) + t OCCC(16) | |
| 654 | 632 | 4 | 2 | 1 | 1 | s ʋ CC(13) + δ CCC(38) | ||
| 571 | 552 | 31 | 11 | 3 | 1 | δ CCC(20) + δ COC(23) + δ OCC(22) | ||
| 520 (w) | 546 | 528 | 0 | 0 | 1 | 0 | t HCCC(11) + γ BrCCC(13) + γ OCCC(22) | |
| 519 (w) | 529 | 512 | 1 | 0 | 11 | 5 | as ʋ CC(13) + δ HCC(32) | |
| 467 (vs) | 479 (vw) | 477 | 461 | 16 | 6 | 0 | 0 | t CCCC(81) |
| 401 (vw) | 443 | 428 | 2 | 1 | 1 | 0 | as ʋ BrC(12) + δ CCC(34) | |
| 413 | 399 | 0 | 0 | 2 | 1 | t CCCC(59) | ||
| 383 | 370 | 1 | 0 | 1 | 1 | as ʋ BrC(12) + δ CCC(26) + δ COC(26) + δ BrCC(11) | ||
| 350 | 338 | 0 | 0 | 0 | 0 | t CCCC(25) + γ BrCCC(25)+γ OCCC(14) | ||
| 282 (w) | 254 | 246 | 3 | 1 | 6 | 2 | δ OCC(32) + δ COC(20) + δ BrCC(20) | |
| 244 | 236 | 1 | 0 | 0 | 0 | t HOCC(72) | ||
| 208 (s) | 232 | 224 | 1 | 0 | 6 | 3 | s ʋ CC(10) + ʋ BrC(32) + δ CCC(10) + δ OCC(12) + δ BrCC(11) | |
| 187 | 181 | 0 | 0 | 1 | 1 | t CCCC(22) + γ BrCCC(17) +γ OCCC(14) | ||
| 175 | 169 | 1 | 1 | 1 | 0 | t CCCC(41) + γ BrCCC(12) +γ CCCC(14) | ||
| 104 (vs) | 139 | 134 | 0 | 0 | 1 | 0 | δ CCC(19) + δ OCC(17) + δ BrCC(44) | |
| 84 (vs) | 84 | 81 | 3 | 1 | 0 | 0 | t COCC(48) | |
| 49 | 47 | 1 | 0 | 0 | 0 | t CCCC(24) + t COCC(35) + γ CCCC(16) | ||
ʋ-stretching, δ-in-plane bending, γ - out-of-plane bending and t-torsion.
as-asymmetric stretching, s-symmetric stretching.
vs-very strong, s-strong, ms-medium strong, w-weak, vw-very weak.
∗
scaling factor 0.967 for B3LYP/6-311++G(d,p) basis set.
∗∗
Normalised to 100.