. 2020 Jul 11;13(14):3102. doi: 10.3390/ma13143102

Table 1.

Wavenumbers (cm⁻¹), intensities and assignments of bands occurring in the IR (KBr, density functional theory (DFT) and Hartree–Fock (HF)) and Raman spectra of cichoric acid, sodium salt and 3d metal complexes.

Cichoric Acid						Sodium Salt				Complexes *						Assignments
Cichoric Acid						Sodium Salt				Copper			Nickel	Zinc	Cobalt
Experimental		Theoretical				Experimental		Theoretical		Exp	Theoret		Exp	Exp	Exp
IR	Raman	DFT	Int	HF	Int	IR	Raman	HF	Int	IR	HF	Int	IR	IR	IR
3412 s		3758	109.22	3741	138.74	3423		3742	85.89	3454 vs	3742	3.66	3441 s	3452 vs	3406	νOH_caff
1746 m		1798	236.02	1809	331.95											ν_asCOOH_tart
1716 s		1788	352.52	1797	512.19											ν_asCOOH_tart
1682 vs	1681 s	1732	6.19	1744	18.96	1699 s	1703 w	1735	7.47	1721 s	1736	9.23	1698 s	1692 m		νC = O_caff, νC = C_alcaff
1624 s	1627 vs	1730	495.5	1742	697.97			1732	686.64		1731	669.21				νC = O_caff, νC = C_alcaff
						1627 vs		1580	1255.35	1625 s	1570	1105.71	1630 s	1629 vs	1626 s	ν_asCOO⁻
								1578	218.51		1568	184.99			1605 s	ν_asCOO⁻
1606 vs	1609 vs	1644	474.78	1640	680.3	1599 vs	1603 vs	1650	489.32		1649	529.87				νCC_ar, νC = C_alcaff
1517 s	1516 m	1605	901.82	1601	487.27	1522 s	1521 vw	1607	181.58	1522 m	1606	220.16	1522 m	1524 m	1521 m	νCC_ar, νC = C_alcaff, βC-H_ar, βC-H_alcaff,
1484 w	1482 m	1600	106.27	1593	122.69			1594	127.39		1594	132.35				βC-C_ar, βC-H_ar, νCC_ar,
1446 w		1528	266.54	1515	417.92	1449 m	1456 vw	1515	431.85	1446 m	1514	428.92	1446 m	1449 m	1445 m	βC-H_ar
						1385 s	1381 vw	1447	204.62	1385 m	1446	185.54	1385 m	1384 s	1385 m	ν_sCOO⁻
								1430	139.79		1430	129.3				ν_sCOO⁻
		1437	94.71	1415	171.64			1414	120.46		1414	122.76				νCC_ar, βC-H_ar,
1362 s	1364 m	1393	42.79	1412	41.26											βC-H_altart
1337 m	1342 vw	1386	1.94	1405	0.01											βC-H_altart
1300 s	1303 m	1354	15.64	1327	3.29		1304 vw	1324	343.53	1258 s	1325	329.41		1304 m		def_ring, νCC_ar, βC-H_ar, βC-H_altart
1280 m	1272 w	1335	9.92	1312	95.46		1287 vw	1312	54.87		1313	32.33	1285 m	1285 s		βC-H_ar, βC-H_altart
1246 vs	1249 m			1302	19.17	1259 vs	1262 vw	1303	140.18		1305	193.71	1260 m	1259 s	1260 s	βC-H_altart
1218 vs	1213 w	1306	216.72	1288	116.76		1203 vw	1286	67.15		1286	69.23				def_ring, βC-H_ar, βC-H_alcaff
1167 s	1170 w	1185	106.51	1164	72.74	1153 vs	1161 vw						1154 m	1154 s	1156 s	βC-H_ar, βC-H_alcaff
1120 s	1125 w	1169	35.07	1161	1263.96	1117 s	1120 vw			1117 m			1116 m	1117 s	1115 s	βC-H_ar, βO-H_caff
1078 m	1037 w	1166	473.39	1153	483.48	1048 m	1049 vw	1153	8.67	1052 m	1153	9.64	1049 w	1051 m	1051 m	βC-H_tart,βC-C_tart
990 m	992 vw	1067	215.16	1072	8.57			1066	168.31		1066	391.83				νC(2)-O(3), νC(2′)-O(3′),
976 s	976 vw	1055	10.8	1066	338.46	977 m	979 vw	1065	236.09	981 w	1065	4.89	979 w	979 m	976 m	δC(2)-C(2′)
		976	1.85	965	0.25			967	0.01		966	0.01				βC = C_alcaff
		961	41.67	963	18.6			965	43.22		964	42.67				def_ring, βC = C_alcaff
						930 vw	903 vw	956	24.73	924 w	956	25.84	930 vw	930 w	935 w	γ_sCOO⁻
		950	29.56	945	9.87			937	5.92		937	5.85				def_ring
898 w	896 vw	940	1.08	936	5.25		880 vw	929	19.11		928	19.28		896 vw		τC(2)-C(2′)
877 w	868 vw							896	18.1		895	19.28				def_{ring ou}
867 w	862 vw	870	12.29	885	17.44											γC-H_ar, γC-H_alcaff
						853 w	860 vw	870	18.44	868 w	871	10.97	851 w	853 w	851 m	β_sCOO⁻
								869	8.1		869	20.35				β_sCOO⁻
804 m	810 vw	835	66.84	862	96.44	810 m	812 vw	863	86.38		863	88.76	810 w	812 m	809 m	γC-H_ar, γC-H_alcaff
		826	52.13	826	15.3			813	80.19		813	82.51				τC(2)-C(2′)
		813	0.34	812	72.65			813	2.37		813	0.22				δC(2)-H, δC(2′)-H
		791	47.47	782	5.37			795	44.83		794	48.66				γC-H_ar
765 w	765 vw	787	41.02	779	66.92	782 w	787 vw							779 w	782 m	def_ring, βC(1)-C(2), βC(1′)-C(2′)
736 w	730 vw	772	49.56	762	12.51			763	14.81		763	13.91		729 w		def_ring, νC-C_ar
715 vw		731	5.87	740	5.32	715 w	719 vw							725 w		def_ring, γCOO, γC-H_alcaff
698 vw	699 vw	723	5.23	739	2.12			746	3.41		745	4.05	698 w	695 m		γCOOH
680 w	685 vw	703	1.14	727	4.36	688 w		727	1.11		726	2.16	691 m		685 m	def_ring, γCOOH
659 w	664 vw	692	0.32	712	11.57		659 vw	704	3.38		704	3.24	676 w			def_{ring ou}
A596 m	597 vw	587	30.45	574	113.89	596 w		573	16.53	591 m	586	4.11	598 m	598 m	595 m	def_{ring ou}
583 m	584 vw	579	46.79	566	118.25			562	1.28		562	1.42				def_ring
576 m	576 vw	569	79.93	553	170.63			560	34.96		559	37.81			566 m	def_ring
565 w	565 vw	563	24.82	549	19.81		546 vw	550	6.3	550 m	550	7.58	574 w	568 m		γO-H_caff
						521 w		539	40.51	521 m	536	39.39	520 m	520 m	521 m	β_asCOO⁻
								472	39.33		471	46.44				β_asCOO⁻
504 w	504 vw	542	0.55	517	7.63											γO-H_caff

ν—stretching vibrations, β—bending in-plane, γ—bending out-of-plane, δ—rotating, τ—swaying, def_ring—deformation of the ring in-plane, def_ringou—deformation of the ring out-of-plane, vs—very strong, s-strong, m—medium, w—weak, vw—very weak, s—symmetric oscillations, as—asymmetric oscillations, caff—caffeic acid, tart—tartaric acid, ar—aromatic, al.—aliphatic, complexes * are cations (2+).