DFT Calculations and Molecular Docking Studies on a Chromene Derivative
Table 2
Experimental and calculated frequencies (cm−1) using B3LYP/6-311++G(d, p) along with the vibrational assignments based on the percentage of the total energy distribution (TED).
No.
Experimental
Calculated
IRint
Assignments (% TED)d
υexpa
υexpb
υharmonic
υscaledc
1
3377
3379
3688
3533
105.74
νNH (99)
2
3305
3577
3427
175.24
νNH (99)
—
3285
—
—
—
—
—
3254
3259
—
—
—
—
—
3219
—
—
—
—
—
3180
3178
—
—
—
—
3
3093
3213
3078
7.1
νCH (86)
4
3206
3072
4.75
νCH (88)
5
3063
3196
3062
10.45
νCH (88)
6
3191
3057
23.67
νCH (95)
7
3184
3050
2.47
νCH (86)
8
3042
3180
3047
47.3
νCH (99)
9
3173
3039
9.97
νCH (96)
10
3030
3164
3031
3.71
νCH (98)
11
3019
3161
3028
7.33
νCH (97)
—
3001
—
—
—
—
—
—
2889
—
—
—
—
—
12
2851
2878
3047
2919
14.06
νCH (100)
13
2199
2199
2276
2180
342.09
νNC (94)
14
1715
1695
1733
1660
998.02
νOC (82)
15
1678
1685
1656
1462.28
νCC (64)
16
1637
1648
1620
42.41
νCC (43) βHNH (25)
17
1605
1603
1642
1614
237.72
νCC (65) βHCC (12)
18
1636
1608
3.88
νCC (58) βHCC (22)
19
1587
1587
1621
1594
0.56
νCC (66)
20
1578
1612
1585
177.78
νCC (19) βHNH (56)
21
1601
1573
42.88
νCC (56)
22
1491
1479
1522
1496
13.41
βHCC (63) νCC (12)
23
1517
1491
41.7
βHCC (44)
24
1452
1482
1457
16.89
νCC (27) βHCC (62)
25
1408
1481
1456
40.65
βHCC (44)
26
1383
1389
1420
1396
38.81
νNC (34)
27
1391
1367
515.9
νCC (16) τHCCC (29)
28
1373
1350
74.44
βHCC (78)
29
1336
1360
1336
45.6
νCC (82)
30
1329
1345
1322
7.88
νCC (54) βHCC (29)
31
1308
1319
1297
138.06
νCC (16) βHCC (29)
32
1274
1289
1267
169.56
νCC (12) βHCC (12) βHCC (10) τHCCC (15)
33
1258
1276
1255
29.73
νCC (22) βHCC (44)
34
1270
1248
94.62
νOC (37) τHCCC (12)
35
1211
1220
1200
60.38
νCH (28) βHNC (19)
36
1215
1194
127.13
νCC (23) νCC (29)
37
1201
1180
1.11
νCC (17) βHCC (73)
38
1173
1173
1195
1174
8.66
νCC (56)
39
1187
1166
57.88
νCC (18) βHCC (15)
40
1181
1161
67.71
νCC (11) νOC (32 βHCC (19
41
1177
1157
0.43
νCC (12) βHCC (78)
42
1170
1150
4.98
βHCC (55)
43
1113
1129
1109
106.54
νOC (10) βHCC (32) βCCC (25)
44
1076
1103
1085
27.76
νCC (57) βHCC (29)
45
1058
1051
1054
1036
19.48
νCC (43) βHCC (15)
46
1051
1033
250.8
νOC (57)
47
1044
1026
108.84
νCC (32) βHCC (12) βCCC (24)
48
1000
1020
1002
9.28
νOC (42) βHNC (16)
49
1015
998
5.57
νCC (23) βCCC (59)
50
1009
992
0.2
τHCCH (90)
51
1006
989
0.05
τHCCH (96)
52
990
973
0.11
τHCCC (93)
53
954
975
959
2.83
τHCCC (95)
54
963
946
87.65
νOC (45)
55
916
924
936
920
6.94
τHCCC (72)
56
899
911
896
33.7
νCC (10) βCCC (37)
57
859
879
864
1.55
τHCCC(84)
58
855
840
0.02
τHCCC (98)
59
831
837
843
828
22.38
βCCC (25) νCC (35)
60
804
813
800
3.79
βCCC (13) τHCCC (10)
61
791
777
2.77
τHCCC (11) γOCCC (26)
62
756
771
758
116.29
τHCCC (69)
63
755
742
31.51
τCCCC (11) (16) γOCCC (17)
64
739
732
748
735
35.64
τCCCC (11) τOCOC (13)
65
732
719
4.77
τOCOC (40)
66
705
715
702
67.54
βCCC (23) τHCCC (24)
67
709
697
40.64
τHCCC (53) τCCCC (26)
68
674
691
679
5.41
βCCO (34)
69
681
670
18.9
βCCC (26)
70
647
661
650
1.01
γOCCC (13) γCCCC (32)
71
630
634
623
10.07
βOCO (69)
72
628
617
3.89
βCCC (61)
73
607
617
622
611
13.24
βCCC (55)
74
578
588
578
12.01
βCCC (55)
75
559
572
562
18.07
τNCCC (19) τNCCC (14)
76
535
547
538
9.44
τNCCC (16)
77
520
535
526
6.72
τNCCC (10) τCCCC (52)
78
504
521
512
4.16
βCCN (18) τCCCC (18)
79
480
483
474
2.92
νCC (11) βCCC (16)
80
451
458
450
6.98
βCCC (16)
81
433
445
438
3.07
τCCCC (40) τCCCC (19)
82
416
421
414
167.42
τHNCC (89)
83
412
405
0.34
τCCCC (92)
84
386
380
49.63
βCCC (32) τHNCC (15)
85
363
357
223.41
τHNCC (62)
86
353
347
6.7
βCCC (32)
87
343
337
39.01
βCCC (14) βCCC (11) τHNCC (10)
88
300
295
24.04
νCC (10) τCCCC (19)
89
286
281
4.64
βCCC (22) τCCCC (19) s97 (11)
90
277
273
1.43
βCCC (22) τCCCC (25
91
248
244
0.04
βCCC (53)
92
211
207
3.43
τCCCC (11) γCCCC (39)
93
196
193
6.83
τCCOC (22) τCCCC (10)
94
178
175
7.22
βCCO (29) γCCCC (11)
95
130
127
4.63
βCCC (10) τCOCC (43)
96
112
110
7.73
βCCN (51)
97
99
97
1.56
τCOCC (66)
98
84
83
3.44
τCCCC (63)
99
59
58
0.88
βCCN (10) γCCCC (52)
100
38
38
0.62
τCOCC (59)
101
32
31
1.65
τCCCC (10) τCCCC (68)
102
26
26
6.55
τCCCC (58)
IRint: infrared intensity (in km/mol); ν: stretching; β: in-plane bending; γ: out-of-plane bending; τ: torsion; TED: total energy distribution. aThis work. bValues taken from [16]. cThe harmonic frequencies are scaled by 0.958 in the range of wavenumbers above 1700 cm−1 and 0.983 below 1700 cm−1. dTED more than 10%.