Table 2.
Observed and calculated vibrational frequency of 2-chloroquinoline-3-carboxaldehyde at B3LYP with 6–311++G (d,p) basis set.
| SI. No |
Experimental |
Theoretical |
IR |
Raman |
Raman Intensity c(IRaman) |
dAssignments | ||||
|---|---|---|---|---|---|---|---|---|---|---|
| Frequency (cm−1) |
Frequencies (cm−1) |
Intensity |
Activity |
|||||||
| FT-IR | FT-Raman | Unscaled | ascaled | bRelative | Absolute | cRelative | Absolute | |||
| 1 | 3107(w) | 3062 (vs) | 3203 | 3078 | 5 | 1 | 202 | 57 | 0.399 | ʋCH(95) |
| 2 | 3058(w) | 3040 (vw) | 3192 | 3067 | 13 | 3 | 216 | 61 | 0.433 | ʋCH(100) |
| 3 | 3041(m) | 3176 | 3052 | 7 | 2 | 115 | 32 | 0.235 | ʋCH(88) | |
| 4 | 2928(m) | 3020 (vw) | 3167 | 3043 | 2 | 0 | 56 | 16 | 0.116 | ʋCH(90) |
| 5 | 2870(s) | 2873(s) | 3153 | 3030 | 4 | 1 | 65 | 18 | 0.137 | ʋCH(99) |
| 6 | 2750 (vw) | 2767(m) | 2869 | 2757 | 108 | 30 | 137 | 39 | 0.411 | ʋCH(100) |
| 7 | 1685(s) | 1682 (vs) | 1786 | 1717 | 367 | 100 | 212 | 60 | 2.952 | ʋOC(90) |
| 8 | 1612(s) | 1661(m) | 1654 | 1590 | 79 | 21 | 106 | 30 | 1.831 | ʋCC(57) |
| 9 | 1577 (vs) | 1612 (vs) | 1625 | 1561 | 165 | 45 | 42 | 12 | 0.764 | ʋNC(18)+ʋCC(32)+βHCC(13) |
| 10 | 1489(s) | 1579 (vs) | 1593 | 1530 | 80 | 22 | 46 | 13 | 0.878 | ʋNC(13)+ʋCC(23)+βCCC(10) |
| 11 | 1454(m) | 1490(s) | 1522 | 1463 | 19 | 5 | 10 | 3 | 0.222 | ʋCC(11)+βHCC(11) |
| 12 | 1456(m) | 1485 | 1427 | 12 | 3 | 7 | 2 | 0.158 | ʋNC(11)+ʋCC(10)+βHCC(36) | |
| 13 | 1370(s) | 1413(w) | 1450 | 1394 | 8 | 2 | 40 | 11 | 0.987 | βHCO(57) |
| 14 | 1332(s) | 1383 (vs) | 1423 | 1367 | 41 | 11 | 355 | 100 | 9.278 | ʋCC(10)+ʋNC(11)+βHCO(10)+βCCC(11) |
| 15 | 1329(m) | 1383 | 1329 | 15 | 4 | 36 | 10 | 1.000 | ʋCC(19)+βHCO(16) | |
| 16 | 1370 | 1317 | 39 | 11 | 39 | 11 | 1.134 | ʋNC(22)+ʋCC(33)+βHCC(16) | ||
| 17 | 1212(m) | 1218(w) | 1331 | 1279 | 4 | 1 | 15 | 4 | 0.465 | ʋCC(14)+ʋNC(13)+βHCC(20) |
| 18 | 1167(m) | 1274 | 1224 | 4 | 1 | 2 | 1 | 0.084 | ʋCC(11)+βHCC(38) | |
| 19 | 1165 (vs) | 1143(m) | 1247 | 1198 | 10 | 3 | 4 | 1 | 0.141 | ʋCC(26)+ʋNC(20)+βHCC(12) |
| 20 | 1131(s) | 1192 | 1146 | 44 | 12 | 27 | 8 | 1.111 | ʋCC(14)+βHCC(38) | |
| 21 | 1171 | 1125 | 6 | 2 | 11 | 3 | 0.479 | βHCC(56) | ||
| 22 | 1045 (vs) | 1156 | 1111 | 31 | 9 | 3 | 1 | 0.115 | βHCC(51) | |
| 23 | 970(m) | 1016(s) | 1060 | 1019 | 152 | 41 | 2 | 1 | 0.116 | ʋCC(10)+ʋClC(11)+βCNC(21) |
| 24 | 939(m) | 1037 | 996 | 0 | 0 | 30 | 9 | 1.789 | ʋCC(54)+βHCC(13) | |
| 25 | 1018 | 979 | 2 | 0 | 4 | 1 | 0.230 | τHCCC(49)+τOCCC(33) | ||
| 26 | 911(s) | 950 (vw) | 1007 | 968 | 0 | 0 | 0 | 0 | 0.013 | τHCCC(81)+τCCCC(11) |
| 27 | 981 | 943 | 3 | 1 | 0 | 0 | 0.024 | τHCCC(78) | ||
| 28 | 872(w) | 900 (vw) | 935 | 899 | 14 | 4 | 0 | 0 | 0.005 | τHCCC(76) |
| 29 | 909 | 874 | 7 | 2 | 1 | 0 | 0.070 | ʋCC(11)+ʋNC(10)+βCCC(38) | ||
| 30 | 806(m) | 808(s) | 879 | 845 | 5 | 1 | 0 | 0 | 0.005 | τHCCC(80) |
| 31 | 776(w) | 750(s) | 809 | 778 | 14 | 4 | 33 | 9 | 3.483 | βCCC(23) |
| 32 | 760(s) | 784 | 753 | 25 | 7 | 0 | 0 | 0.008 | τHCCC(16)+τCNCC(20)+τCCCC(35)+ωNCCC(12) | |
| 33 | 769 | 739 | 66 | 18 | 8 | 2 | 0.980 | βOCC(27)+βCCC(15) | ||
| 34 | 767 | 738 | 38 | 10 | 0 | 0 | 0.014 | τHCCC(51)+τCCCC(11) | ||
| 35 | 678(m) | 640 (vw) | 696 | 669 | 1 | 0 | 0 | 0 | 0.072 | τCCCC(32)+τClCNC(24) |
| 36 | 621(w) | 600 (vw) | 671 | 644 | 14 | 4 | 5 | 1 | 0.794 | ʋClC(11)+βCNC(13)+βCCC(20)+βNCC(13) |
| 37 | 592(w) | 621 | 596 | 15 | 4 | 2 | 0 | 0.304 | βCCC(48) | |
| 38 | 550 (vw) | 599 | 576 | 2 | 0 | 3 | 1 | 0.653 | ʋClC(15)+βCCC(34) | |
| 39 | 543 | 522 | 1 | 0 | 0 | 0 | 0.052 | τHCCC(21)+τCNCC(12)+τCCCC(11)+ωClCNC(19) | ||
| 40 | 486(w) | 476(w) | 492 | 473 | 5 | 1 | 0 | 0 | 0.001 | τCCCC(11)+ωNCCC(17)+ωCCCC(36) |
| 41 | 450(w) | 456 | 439 | 11 | 3 | 4 | 1 | 1.435 | βOCC(11)+βCCC(26)+βClCN(17) | |
| 42 | 410(w) | 424 | 407 | 1 | 0 | 2 | 1 | 0.825 | τCCCC(41)+ωClCNC(10)+ωCCCC(19) | |
| 43 | 320(s) | 378 | 363 | 3 | 1 | 18 | 5 | 10.85 | ʋClC(18) | |
| 44 | 348 | 335 | 3 | 1 | 5 | 1 | 3.733 | ʋCC(14)+ʋClC(24)+βOCC(16) | ||
| 45 | 250(w) | 298 | 286 | 0 | 0 | 0 | 0 | 0.422 | τHCCC(13)+ωClCNC(21)+ωCCCC(38) | |
| 46 | 240(w) | 271 | 260 | 0 | 0 | 1 | 0 | 0.680 | τCNCC(16)+τCCCC(47) | |
| 47 | 200(m) | 227 | 218 | 0 | 0 | 1 | 0 | 1.728 | βNCC(20)+βClCN(47) | |
| 48 | 194 | 187 | 5 | 1 | 0 | 0 | 0.177 | βOCC(12)+βCCC(60) | ||
| 49 | 110(s) | 145 | 140 | 9 | 3 | 1 | 0 | 3.242 | τHCCC(12)+τOCCC(26)+τCCCC(22)+ωCCCC(16) | |
| 50 | 80(s) | 98 | 94 | 0 | 0 | 0 | 0 | 4.771 | τCCCC(36)+ωNCCC(25) | |
| 51 | 48 | 46 | 3 | 1 | 2 | 1 | 100.0 | τOCCC(20)+τCNCC(18)+τCCCC(10)+ωCCCC(17) | ||
a
Scaling factor: 0.961 for B3LYP/6–311++G (d,p).
b
Relative absorption intensities normalized with higher peak absorption equal to 100.
c
Relative Raman activities normalized to 100. Relative Raman intensities calculated by Eq. (1) and normalized to 100.
d
ʋ-Stretching β-in plane bending ω-out plane pending τ-torsion.