Journal of Spectroscopy / 2013 / Article / Tab 3 / Research Article
Density Functional Theory Study on Conformers of Benzoylcholine Chloride Table 3 Experimental and calculated vibrational frequencies of two lower-energy conformers of BzChCl. ν shows stretching,
𝛿
bending, γ out of plane bending,
𝜌
𝑟
rocking,
𝑡
twisting, τ torsion, and
𝑤
wagging modes.
Mode no. Assignments Experimental frequencies Calculated frequencies (cm−1 ) BzChCl [19 ] (cm−1 ) B3LYP 6-31++G(d) IR R Conformer I Conformer II 96 Ring ν (CH)sym 3107 3109 95 Ring ν (CH)sym 3091vw 3100 3098 94 Ring ν (CH)asym 3086 3086 93 Ring ν (CH)asym 3085 3078 92 ν (CH3 )asym 3073s 3077 3076 91 Ring ν (CH)asym 3068sh 3066 3065 90 ν (CH3 )asym 3065w 3065 3058 89 ν (CH3 )asym 3053 3053 88 ν (CH3 )asym 3050 3048 87 ν (CH3 )asym + ν (CH2 )asym 3037w 3046 3044 86 ν (CH2 )asym + ν (CH3 )asym 3034vw 3023m 3026 3024 85 ν (CH3 )asym + ν (CH2 )asym 3018 3018 84 ν (CH2 )asym 2994sh 2997m 2998 3015 83 ν (CH3 )sym + ν (CH2 )sym 2979m 2988 2980 82 ν (CH2 )sym + ν (CH3 )sym 2956.2927vs 2951m 2972 2975 81 ν (CH3 )sym + ν (CH2 )sym 2932m 2919 2920 80 ν (CH3 )sym + ν (CH2 )sym 2871sh 2892w 2906 2904 79 ν (CH2 )sym + ν (CH3 )sym 2855vs 2836vw 2809 2887 78 ν (C=O)1725vs 1726vs 1687 1688 77 Ring ν (C=C) + Ring δ (CH) 1598m 1601s 1588 1589 76 Ring ν (C=C) + Ring δ (CH) 1583w 1584w 1569 1569 75 γ (CH3 ) + δ (CH2 ) 1498 1493 74 γ (CH3 ) + δ (CH2 )1486m 1489vw 1485 1479 73 δ (CH2 ) + γ (CH3 ) + Ring δ (CCH) 1481 1476 72 Ring δ (CCH) + δ (CH2 ) + γ (CH3 ) 1471sh 1475 1474 71 γ (CH3 ) + δ (CH2 ) 1466 1464 70 γ (CH3 ) + δ (CH2 ) 1464 1458 69 δ (CH3 ) + δ (CH2 )1459, 1451s 1455m 1458 1455 68 Ring δ (CH) + γ (CH3 ) + δ (C–CH2 ) + δ (CH2 ) 1443w 1445 1448 67 δ (CH2 ) + γ (CH3 ) 1437 1444 66 γ (CH3 ) + δ (CH3 ) 1435 1434 65 Ring δ (CH) + ν (Ring) + δ (CCC) 1434sh 1434 1434 64 δ (CH3 ) + δ (C–CH2 )1411w 1413vw 1413 1412 63 δ (CH3 ) + δ (C–CH2 ) 1404vw 1402 1402 62 δ (CH3 ) + δ (C–CH2 ) 1385vw 1394 1391 61 δ (C–CH2 ) + δ (CH3 )1381ms 1374 1362 60 δ (C–CH2 ) + δ (CH3 ) + δ (CH) + ν (Ring)1341w 1346w 1338 1319 59 δ (C–CH2 ) + δ (CH3 ) + δ (CH)1311m 1311w 1314 1314 58 δ (CH) + δ (CCC) 1283m 1299 1300 57 δ (N–CH3 ) + δ (C–CH2 ) + ν (N–CH2 )1280.1261s 1269sh 1272 1281 56 δ (C–CH2 ) + δ (N–CH3 )1249sh 1261m 1259 1262 55 δ (C–CH2 ) + δ (CH) + ν (C–O) ν (C–C) + δ (CC=O) 1249sh 1239 1246 54 δ (N–CH3 ) + δ (C–CH2 ) + ν (N–CH3 )1219vw 1221w 1231 1227 53 δ (N–CH3 ) + δ (C–CH2 ) 1206 1209 52 δ (CH)1172m 1163m 1160 1162 51 δ (CH)1161w 1143vw 1148 1148 50 δ (NCH)1141vw 1135 1139 49 δ (NCH)1118s 1121vw 1115 1119 48 δ (CCC) + ν (CO) + δ (NCH)1103w 1089vw 1093 1094 47 δ (CCH)1076m 1067 1066 46 τ (HCCH) + δ (NCH)1041vw 1058 1060 45 δ (NCH)1033w 1042w 1055 1051 44 δ (NCH) + Ring ν (CC)1018m 1011 1026 43 δ (CCH) + ν (O–C) 1002s 1003 1012 42 δ (Ring) + ν (O–CH2 ) + δ (NCH) 992vw 983 979 41
𝜏
(HCCH) 979 978 40
𝜏
(HCCH) 978 976 39
𝜏
(HCCH)951ms 959, 953w 961 961 38 ν (N–CH3 ) + δ (NCH) 929 940 37
𝜏
(Ring) 927 927 36 δ (CCH) + ν (N–CH3 )902m 903w 906 924 35 ν (N–CH3 ) + δ (NCH)869w 871w 861 883 34 Ring γ (CH) 836m 835 835 33 δ (N–CH3 ) + δ (Ring) + δ (OC=O)812vw 811vw 828 825 32
𝜏
(HCCH) + Ring γ (CH) + γ (OC=O) 793 788 31
𝜏
(HCCH) + Ring γ (CH) + γ (OCC) 785 778 30 Breathing (choline) 714s 724m 698 717 29 Ring γ (CH) + γ (CC=O) 688vw 680m 673 699 28 γ (Ring)679w 671 670 27 δ (Ring) + δ (COC) 657 663 26 δ (Ring)619vw 619m 606 606 25 δ (N–CH3 ) + δ (NCC) + δ (OCC)544w 544vw 526 516 24 δ (N–CH3 ) + δ (NCC) + δ (OCC)474w 495vw 471 465 23 δ (N–CH3 ) + δ (N–CH2 ) 476w 454 459 22 δ (N–CH3 ) 455vw 440 441 21 γ (Ring) + γ (OC=O) 423w 431 434 20 γ (Ring) 409 399 19 δ (N–CH3 ) 399 390 18 δ (N–CH3 ) +
𝜌
𝑟
(CH2 ) 369w 369 374 17
𝜌
𝑟
(CH2 ) +
𝜌
𝑟
(CH3 ) 356 357 16
𝜌
𝑟
(CH3 ) out of plane 344 329 15
𝜌
𝑟
(CH3 ) out of plane 324 322 14
𝑤
(CH3 ) 303 293 13
𝜌
𝑟
(CH3 ) out of plane 261w 266 266 12
𝜌
𝑟
(Ring) +
𝑤
(CH3 ) 255 236 11
𝜌
𝑟
(CH2 ) +
𝑤
(Ring) 209m 236 226 10 ν (N–Cl) +
𝜌
𝑟
(CH3 ) out of plane 185 177 9
𝑤
(Ring) + ν (N–Cl) 166w 166 161 8
𝜌
𝑟
(CH3 ) +
𝜌
𝑟
(CH2 ) 138 149 7
𝜌
𝑟
(CH2 ) +
𝑤
(Ring) 132 130 6
𝜌
𝑟
(CH2 ) +
𝜌
𝑟
(CH3 ) 111w 106 114 5
𝑤
(CH2 ) +
𝑤
(C=O) 84 72 4
𝜌
𝑟
(Ring) +
𝑤
(CH2 ) +
𝜌
𝑟
(CH3 ) 63 54 3
𝑤
(Ring) +
𝑤
(C=O) +
𝑤
(Cl) 38 33 2
𝑤
(Ring) +
𝜌
𝑟
(CH3 ) out of plane 25 26 1
𝜌
𝑟
(Ring) out of plane +
𝑤
(CH3 ) 19 20
𝑅
2
0.9998 0.9998 RMSE 12.8726 12.6161
MAE 8.8888 9.6111
w: weak, m: medium, s: strong, v: very, sh: shoulder, and br: broad.
