Electronic Structure, Spectroscopic (IR, Raman, UV-Vis, NMR), Optoelectronic, and NLO Properties Investigations of Rubescin E (C₃₁H₃₆O₇) Molecule in Gas Phase and Chloroform Solution Using Ab Initio and DFT Methods

Table 9

Some calculated scaled and unscaled vibrational frequencies (cm⁻¹), IR (km.mol⁻¹), and Raman scattering activities (Å⁴.amu⁻¹) of Rubescin E in gas phase and chloroform solution obtained at the B3LYP/6-311G(d,p) level.

Gas phase					Chloroform solution
Vibrational frequencies					Vibrational frequencies
Exp. [1]	Unscaled	Scaled	IR	Raman	Unscaled	Scaled	IR	Raman	Approximate descriptions
	3277.8244	3179.489668	0.1483	154.454	3277.3381	3179.017957	0.2265	260.5952	Sym C-H groups on furan ring
	3272.9127	3174.725319	1.6469	66.8185	3272.4528	3174.279216	1.0819	83.7804	Asym C-H groups on furan ring
	3240.2105	3143.004185	0.9505	45.7116	3240.612	3143.39364	1.6053	100.3155	Asym of (C53-H54; C55-H56)
	3189.511	3093.82567	3.5332	66.4094	3189.3244	3093.644668	8.3712	160.0412	C40-H41
	3175.4637	3080.199789	11.8025	201.1091	3175.3082	3080.048954	19.8811	372.2174	Sym (C34-H35; C32-H33)
	3172.7225	3077.540825	4.8286	43.2929	3170.4225	3075.309825	12.9561	111.1091	Asym of CH3 (C36)
	3164.5342	3069.598174	5.4628	42.0037	3160.4647	3065.650759	13.1398	103.7241	C64-H66
	3140.7401	3046.517897	10.7253	48.1146	3141.8739	3047.617683	28.9110	111.4035	Asym of CH3 (C36. C22)
	3096.4047	3003.512559	37.8710	128.8493	3103.9325	3010.814525	53.3513	256.448	Asym of (C29-H30; C29-H31)
	3087.0614	2994.449558	18.8484	62.1458	3094.289	3001.46033	37.2141	110.584	Asym of CH3 (C71); C12-H13
	3056.0169	2964.336393	13.0488	74.2148	3062.0737	2970.211489	17.9489	162.7148	Sym of CH3 (C22)
	3055.6408	2963.971576	14.4803	142.8654	3056.849	2965.14353	21.0392	234.8621	Asym of (C67-H69; C67-H70)
	3023.1661	2932.471117	14.1323	120.9272	3029.0714	2938.199258	23.4132	269.1079	Sym of CH3 (C71)
	3016.7818	2926.278346	23.9892	318.0136	3018.0608	2927.518976	25.8983	486.6073	Sym of CH3 (C67)
	2999.7383	2909.746151	1.0004	31.9507	2998.9246	2908.956862	3.4528	89.9972	of C20-H21
1720	1779.5912	1726.203464	172.5832	16.0679	1753.6214	1701.012758	326.2675	24.7567	of C62=O65 and of C62-C63=C64-C67
1664	1742.8596	1690.573812	191.5410	32.6047	1719.1678	1667.592766	374.9763	96.2937	of C2=O7 and of C1-C2-C34-H35
	1699.8624	1648.866528	90.7515	127.5998	1692.7491	1641.966627	159.0973	264.4437	C63=C64; H66-C64-C67-H68 and C62-C63-C71-H72
	1655.4051	1605.742947	20.9946	48.7257	1648.5716	1599.114452	54.0221	158.0979	C34=C32; of H33-C32-C8 and of H35-C34-C2
	1627.2588	1578.441036	1.1593	11.251	1625.9499	1577.171403	1.4847	24.0532	Asym of C=C on furan ring
	1532.8277	1486.842869	17.3545	52.0428	1530.1712	1484.266064	23.5845	101.1704	Sym of C=C on furan ring
	1531.0536	1485.121992	4.3738	6.1013	1522.5028	1476.827716	5.4574	13.4777	of (C29-H30; C29-H31)
	1518.4514	1472.897858	13.9129	13.9129	1514.0912	1468.668464	12.9483	27.3727	of CH3 (C22; C16) and of (C29-H30; C29-H31)
	1503.6728	1458.562616	9.8386	5.7612	1498.5877	1453.630069	19.7850	13.2898	of CH3 (C16; C22; C36)
	1499.3956	1454.413732	5.1940	7.4533	1492.6161	1447.837617	9.3270	17.4033	of CH3 (C42); of (C26-H27; C26-H28) and of (C48-H49; C48-H50)
	1488.4029	1443.750813	0.9776	2.8672	1485.682	1441.11154	6.7043	7.8167	of CH3 (C16; C22; C36) and of C20-H21
	1485.5561	1440.989417	2.9100	5.2938	1481.7402	1437.287994	4.3280	14.1082	of (C48-H49; C48-H50) and of CH3 (C42)
	1483.6563	1439.146611	0.4862	7.8554	1478.0624	1433.720528	1.4889	21.2082	of (C26-H27; C26-H28) and of CH3 (C42)
	1479.4465	1435.063105	7.9832	38.0149	1470.3189	1426.209333	12.7942	58.6094	of CH3 (C67; C71)
	1463.5075	1419.602275	2.5457	1.0126	1459.7847	1415.991159	4.0997	2.0734	of H21-C20-C9-H10 and of CH3 (C22)
	1442.8169	1399.532393	5.3126	6.5726	1441.0254	1397.794638	8.4482	14.8596	of C3-C40; of C5-C46; of (C26-H27; C40-H41) and of H10-C9-C20-H21
	1422.4074	1379.735178	42.8712	4.011	1420.5762	1377.958914	63.3216	10.8875	Sym CH3 umbrella mode
	1418.7082	1376.146954	0.6510	1.2396	1416.3711	1373.879967	0.6332	11.5796	Asym CH3 umbrella mode; (C34-H35;C32-H33); C51-H52
	1417.9087	1375.371439	6.7934	3.5193	1414.8341	1372.389077	5.2808	12.6492	of C14-C53; of H52-C51 and sym CH3 umbrella mode
	1411.6946	1369.343762	3.6967	24.766	1405.5801	1363.412697	6.3221	38.7377	asym CH3 umbrella mode (C67; C71) and of H66-C64
	1404.0182	1361.897654	5.7921	1.3462	1402.0625	1360.000625	12.7684	4.8755	of (H35-C34; C32-H33); CH3 umbrella mode (C22; C16) and of H21-C20-C9-H10
	1399.4114	1357.429058	7.3054	2.6928	1399.317	1357.33749	5.4113	6.6084	of H10-C9-C20-H21; of (H35-C34; C32-H33) and of H13-C12-O60
	1392.7814	1350.997958	4.4872	7.7674	1393.9199	1352.102303	8.7259	13.1186	of H10-C9-C20-H21; of (H35-C34; C32-H33) and of H13-C12-O6
	1381.3486	1339.908142	0.8619	1.6091	1378.5237	1337.167989	2.7575	3.5116	of (C29-H30; C29-H31); of H10-C9-C20-H21; of H13-C12-C9 and CH3 umbrella mode (C16)
	1373.7055	1332.494335	4.3307	9.0916	1371.0783	1329.945951	5.0163	17.666	of C63-C71; CH3 umbrella mode (C67; C71); of C64-H66 and of H10-C9-C20-H21
	1368.9888	1327.919136	4.4971	10.4931	1367.4102	1326.387894	5.4518	20.2257	of (H56-C55; C53-H54); of C51-H52; of (C48-H49; C48H50) and of (C26-H27; C26H28)
	1365.648	1324.67856	4.2088	1.0219	1364.8154	1323.870938	6.4354	2.7506	of H10-C9-C12-H13; of C64-H66; (H35-C34; C32-H33); of (C29-H30; C29H31) and CH3 umbrella mode (C16; C36)
	1351.6819	1311.131443	2.3942	1.8233	1351.4078	1310.865566	3.8793	2.9367	of (C26-H27; C26-H28); of C51-H52
	1343.0612	1302.769364	0.8245	6.8235	1343.2284	1302.931548	0.0396	7.8405	of H10-C9-C20-H21; of C12-H13; of C51-H52
	1326.3406	1286.550382	6.0965	5.2766	1322.4392	1282.766024	7.9781	13.8929	of C3-C40; of C40-H41
	1301.2149	1262.178453	4.1883	6.2643	1301.7097	1262.658409	7.1261	6.9678	of C5-C6; of (C26-H27; C26-H28); of (C48-H49; C48-H50); of H47-C46-C5; of (H56-C55; C53-H54)
	1297.0244	1258.113668	1.7948	7.1956	1297.4084	1258.486148	1.3878	21.5171	of C9-C12; of (C48-H49; C48-H50); of H47-C46-C48; of C51-H52; of (C26-H27; C26-H28)
	1288.4675	1249.813475	3.5313	1.5262	1287.909	1249.27173	1.5765	14.1367	of C46-H47; of C12-H13; of H10-C9-C20-H21 and of (C26-H27; C26-H28)
	1278.2074	1239.861178	1.4763	18.6173	1278.0044	1239.664268	2.9774	29.5326	of C14-C51; of C57-H58; of (C48-H49; C48-H50) and of C51-H52
	1273.4643	1235.260371	3.1680	10.1375	1271.8325	1233.677525	4.2401	20.9966	of C46-H47; of C12-H13; of C57-H58; of H10-C9-C20-H21 and of (C26-H27; C26-H28)
	1266.8541	1228.848477	3.8717	5.3878	1266.4233	1228.430601	6.8831	16.4996	of H10-C9-C20-C8 and of C32-H33
	1253.2129	1215.616513	59.1657	19.3282	1253.6896	1216.078912	120.7089	57.0914	of (C32-H33; C34-H35) and of C2-C1-C20-C9
	1252.2694	1214.701318	0.7185	4.8164	1251.9233	1214.365601	0.6008	8.7087	of CH on furan ring; of (C48-H49; C48-H50); of (C26-H27; C26-H28) and of H52-C51-C6-C42
	1245.9092	1208.531924	177.9705	5.7457	1246.65	1209.2505	254.8417	9.1404	of C62C63; of H66-C64-C67-H68; of (C29-H30; C29H31)
	1237.0891	1199.976427	12.8957	8.0876	1236.5792	1199.481824	11.7625	18.8578	of (C29-H30; C29-H31); of H21-C20-C8-C16 and of (C32-H33; C34-H35)
	1220.0711	1183.468967	14.9312	3.1637	1219.3148	1182.735356	19.5929	7.8591	of (C26-H27; C26-H28) and of (C48-H49; C48-H50); of C51-H52; of C55-H56 and of C6-C5-C4-C36
	1201.9071	1165.849887	3.4760	6.7455	1199.1897	1163.214009	8.0422	13.5718	of C40-H41; of C46-H47 and of H13-C12-C4-C3
	1185.406	1149.84382	15.4074	0.3306	1180.1007	1144.697679	18.7873	1.4104	of (C48-H49; C48-H50); of H52-C51-C14-C57; of (C55-H56; C53-H54)
	1179.6911	1144.300367	1.9628	1.119	1178.2209	1142.874273	2.8925	1.7435	of (C48-H49; C48-H50); of H28-C26-C40-H41; of C51-H52 and of C42-C6-C5-C4
	1166.7314	1131.729458	14.6259	5.1602	1164.8183	1129.873751	9.3342	9.3366	C1-C20-C8-C32   of (C29-H30; C29-H31); C3-C4-C12-C9
	1157.5523	1122.825731	15.5290	4.7107	1156.1874	1121.501778	28.1722	11.6347	of (C32-H33; C34-H35); of C9-H10 and C12-C4-C5-C6
	1148.5582	1114.101454	146.5450	3.5872	1149.5402	1115.053994	200.0358	6.6811	of C62-O60 and C63-C64-C67-H68
	1144.341	1110.01077	178416	3.5877	1144.4015	1110.069455	27.0332	7.8819	of (C26-H27; C26-H28); C4-C5-C6-C4; C10-C9-C20-C8
	1136.9705	1102.861385	1.6907	9.6148	1134.337	1100.30689	2.0658	19.6536	H28-C26-C40-H41; H37-C36-C46-C47; (C32-H33; C34-H35)
	1122.8634	1089.177498	21.5468	4.0892	1120.5923	1086.974531	35.6177	10.2656	H33-C32-C8-C20; C9-C12-C4-C36; C41-C40-C26-C28 and C42-C6-C51-C48
	1099.4941	1066.509277	48.0338	2.0757	1096.2182	1063.331654	62.1695	5.261	C12-O60; of C46-H47; of C51-H52; C9-C20-C1-C22 and of (C48-H49; C48-H50)
	1091.4985	1058.753545	28.1743	1.6861	1085.2223	1052.665631	29.9371	3.0875	C57-O15 and of (C53-H54; C55-H56)
	1080.7072	1048.285984	92.4087	0.7097	1080.9064	1048.479208	144.3970	1.9949	C12-O60; sym CH3; of (C32-H33; C34-H35) and C2-C1-C3-C40
	1071.7177	1039.566169	123.1938	6.7128	1073.0176	1040.827072	197.5919	15.9455	C62-O60; of C46-H47 and asym of CH3 (C71)
	1068.3452	1036.294844	9.8016	1.8104	1067.1028	1035.089716	24.1877	5.7115	C67C64C63C71
	1050.9373	1019.409181	13.3402	0.7713	1048.853	1017.38741	37.6705	1.8533	of C46-H47; of C64-H66; C67-C64-C63-C71
	1045.5983	1014.230351	69.2901	6.619	1044.7341	1013.392077	62.2356	12.9459	of (C71-H73; C71-H74); of C26-H27; of C53-H54; of C48-H50
	1027.1407	996.326479	1.7797	5.289	1027.2885	996.469845	30.2585	3.8663	(C34H35; C32H33)
	1022.4549	991.781253	0.9472	2.7037	1020.7406	990.118382	6.3182	4.1772	of C48-C51; asym of CH3; H66-C64-C63-C62 and H13-C12-C4-C5
	1017.7638	987.230886	30.0425	3.9798	1015.3161	984.856617	43.5319	8.8798	asym of CH3; of (C29-H30; C29-H31); C9-C20-C1-C3
	1011.5509	981.204373	4.8801	6.6943	1009.814	979.51958	6.3114	13.7312	C51-C14-C53-H54; asym of CH3 (C42); H58-C57-O15-C55
	1002.0581	971.996357	12.1626	2.5574	998.7131	968.751707	27.5923	6.2284	of C46-C48; H47-C46-C48-C49; C1-C3-C40-C26
	994.6222	964.783534	14.7581	1.7537	993.1115	963.318155	22.8186	4.3633	asym of CH3 groups; C3-C4-C5-C46; C48-C51-C6-C26
	984.7888	955.245136	9.9824	2.1081	982.8653	953.379341	23.0630	4.4849	C32-C8-C29-H31; asym of CH3 groups; H13-C12-C9-H10
	935.5082	907.442954	21.5974	1.5821	933.456	905.45232	35.1689	4.3679	of (C26-H27; C26-H28); asym of CH3; C40-C3-C1-C22
	894.4122	867.579834	6.7651	6.1001	892.2404	865.473188	16.1490	13.2213	(C67-H69; C67-H70) and C64-H66
	888.7652	862.102244	7.1646	2.8098	886.3304	859.740488	9.5352	6.1863	C64-H66; (C48-H49; C48-H50); (C67-H69; C67-H70)
	866.5271	840.531287	1.1709	0.6223	870.9888	844.859136	1.8110	2.3985	of (C53-H54; C55-H56)
	863.4892	837.584524	11.2475	6.7108	862.9942	837.104374	10.4041	13.1553	H52-C51-C48-H49; (C26-H27; C26-H28); (C22-H23; C22-H24); H45-C42-C6-H5
	843.0488	817.757336	17.4461	2.5204	843.0694	817.777318	32.2094	5.1332	(C34-H35; C32-H33) and O7=C2-C1-C22
	834.8182	809.773654	8.7574	3.1907	831.3156	806.376132	15.1706	6.936	H47-C46-C5-C4; C48-C51-C6-H42
	813.7477	789.335269	1.0138	6.0149	810.0882	785.785554	0.7347	13.0197	C26-C40-C3-C4
	801.2001	777.164097	32.6376	0.9129	802.8851	778.798547	51.1580	3.2321	Sym CH groups on furan ring
	772.7524	749.569828	40.1779	4.4199	769.619	746.53043	62.4072	8.3682	of C71-C63-C62-O60; of H66-C64-C67-H69
	765.4691	742.505027	7.1326	7.398	765.0018	742.051746	11.7201	14.1992	Sym CH on furan ring and C42-C6-C51-C48
	751.3513	728.810761	2.6045	2.4905	750.9877	728.458069	5.0319	4.4818	C5-C4-C12-C9 and C34-C32-C8-C29
	738.9121	716.744737	11.6448	0.2055	739.1239	716.950183	16.1963	0.0788	Asym CH on furan ring
	722.1832	700.517704	12.3489	2.6117	723.4458	701.742426	18.8683	4.4984	C1-C2-C34-C32; C4-C12-O60-C62
	686.9578	666.349066	5.4224	1.4738	685.8912	665.314464	10.7183	2.8493	H58-C57-C14-C53 and C48-C51-C6-C42
	668.865	648.79905	12.8788	0.9188	667.6324	647.603428	18.4726	1.8119	C9-C12-C4-C36
	646.4378	627.044666	11.8100	0.5746	646.7719	627.368743	21.9688	1.442	C67-C64-C63-C71
	619.5628	600.975916	14.5359	2.821	617.9459	599.407523	19.3158	4.5248	C53-C55-O15-C57
	616.8961	598.389217	4.4856	1.6795	615.6735	597.203295	10.3745	2.8885	C57-C14-C51-C48
	590.7602	573.037394	2.2255	8.0984	590.8644	573.138468	4.8686	15.7435	O60-C62-C63-C71; C26-C6-C5-C46
	545.9651	529.586147	0.9299	3.7502	549.5733	533.086101	3.8923	7.7962	C62-C63-C64-C67; of CH3 (C71)
	538.3894	522.237718	17.1612	0.4714	536.6383	520.539151	25.1977	1.1212	C4-C5-C6-C51
	508.9443	493.675971	1.2889	2.069	507.5983	492.370351	1.4410	4.1594	C3-C4-C5-C46; (C26-H27; C26-H28)
	475.643	461.37371	1.2962	4.5398	474.4059	460.173723	2.4947	10.7229	C16-C8-C29
	461.5318	447.685846	2.3465	0.597	461.4543	447.610671	4.0236	0.9512	C48-C46-C5-C4
	451.0159	437.485423	2.9275	4.0628	448.867	435.40099	4.9702	8.8493	C32-H33; C29-C8-C32-C34
	437.1112	423.997864	1.4877	1.6801	437.3603	424.239491	4.9702	2.869	O60-C62-C63-C64 and (C26-H27; C26-H28)
	416.2717	403.783549	7.0349	2.9785	413.098	400.70506	9.3286	5.9324	C62-C63-C64-C67
	376.4872	365.192584	0.6057	1.5014	375.9518	364.673246	0.8549	2.7432	C36-C4-C12
	359.436	348.65292	1.0513	0.2212	357.6319	346.902943	0.4099	3.4574	C22-C1-C3-C40
	347.1844	336.768868	0.2931	1.3363	346.0298	335.648906	0.6318	1.8682	Asym of CH3 groups
	309.437	300.15389	1.4908	0.891	306.2399	297.052703	1.5054	1.1169	C67-C64-C63-C71
	231.0043	224.074171	3.5498	0.8619	229.9752	223.075944	7.8008	1.6674	O60-C62-C63-C64
	42.7727	41.489519	0.3353	1.5162	39.5275	38.341675	0.5007	4.2131	of (C14-C57; C14-C53)

= bending; τ = out of plane deformation; β = in plane deformation; w = weak; m = medium; s = strong; wagg. = wagging; twist. = twisting; rock. = rocking; scis. = scissoring; ν = stretching; sym = symmetrical and asym = anti-symmetrical.