ELECTRONIC SUPPLEMENTARY MATERIAL for
Investigation of aromatic hydrocarbons inclusion into
cyclodextrins by Raman spectroscopy and thermal analysis
Inga Tijunelytea, Nathalie Duponta, Irena Milosevica, Carole Barbeya Emmanuel Rinnertb Nathalie
Lidgi-Guiguia, Erwann Guenina, Marc Lamy de la Chapellea
a. Laboratoire CSPBAT UMR CNRS 7244, UFR Santé Médecine Biologie Humaine, Université. Paris13, 74 rue Marcel
Cachin, 93017 Bobigny, France
b. IFREMER, Laboratoire Détection, Capteurs et Mesures, Unité Recherches et Développements Technologiques, CS10070,
29280 Plouzané, France
Corresponding author: marc.lamydelachapelle@univ-paris13.fr
Submitted to Environmental Science and Pollution Research
S1
Table 6 Calculated frequencies and intensities for the most important normal modes of TOL (among 39
normal modes in Cs representation), experimental data for TOL alone and TOL engaged in complexes
with and CD
N°
Sym.
Calcul.
R.I.
Assigm.
TOL
R.I.
CD:TOL
CD: TOL
CD: TOL
1
A’
518
4,30
(CC stretch.)
516
1,54
520
519
518
2
A’
783
4,00
(ring breath.)
781
5,21
787
779
780
3
A’
999
4,19

999
5,20
997
998
998
4
A’
1031
1,55

1026
1,29
1027
1026
1026
5
A’
1157
0,44
 (CH sciss.)
1152
0,43
-
-
-
6
A’
1179
0,53
 (CH sciss.)
1175
0,38
-
-
-
7
A’
1203
1,09
(CC stretch.)
1206
1,52
-
1204
1204
8
A’
1594
0,38

1582
0,62
1580
1581
1582
9
A’
1616
1

1603
1,00
1603
1603
1603
10
A’
2933
1,92
-
(CH sym. stretch.
CH3)
11
A’
3060
2,39
2921
3,62
-
3058
5,53
3056
(CH sym. stretch.
ring)
3051
3053
out plane of the molecule
in plane of the molecule
S2
Table 7 Calculated frequencies and intensities for the most important normal modes of NAP (among 48 normal modes in D2h representation),
experimental data for NAP alone and NAP engaged in complexes with  and CD
R.I.
Assigm.
NAP
R.I.
CD:NAP
R.I.
CD:NAP
R.I.
CD:NAP
R.I.
1,25;2,32

508
0,42
509
2,07
510
1,19
510
1,50
758
2,33
(CC stretch.)
761
1,73
763
2,39
758
1,65
759
1,40
B2g
771
0,10

781
0,17
773
0,07
773
0,16
769
0,32
4
Ag
1025
1,00
 (CC stretch.)
1019
1,00
1025
1,00
1024
1,00
1025
1,00
5
Ag
1370
2,45
(CC stretch.)
1379
0,88
1381
2,09
1376
2,83
1376
2,80
6
Ag
1582
0,34

1575
0,52
1578
0,79
1576
0,37
1577
0,29
7
B3g
1637
0,08

1627
0,05
1630
0,16
1629
0,14
1629
0,14
(CH Sym. stretch.)
-
-
3044
0,17
3045
0,20
3039
0,16
(CH Sym. stretch.)
3050
0,72
3057
0,62
3055
0,47
3055
0,55
N°
Sym.
Calcul.
B3g
509 (2
Ag
bands)
2
Ag
3
1
8
9
Ag
3060
0,99
out plane of the molecule
in plane of the molecule
S3
Table 8 Calculated frequencies and intensities for the 72 normal modes of FL, experimental data for FL
alone and FL in complex. Vibrational modes which are most impacted (demonstrated important shift or
strongly vary in relative intensity) by complex formation are marked in bold
R.I.
FL
Calcul.
1
B1
101
0.04

2
A2
119
0.28

3
B1
163
0.02
 (Rings A)
4
B2
204
0.28

204
0.11
202
0.09
5
A2
251
---
 (Rings A)
261
0.31
268
0.29
6
B1
293
0.66

0.70
296
0.32
7
A1
349
0.45

352
0.50
350
0.39
8
B1
428
0.03
 (Ring B)
9
A2
429
0.15

428
0.26
---
---
10
B1
458
---
 (Rings A)
452
0.10
437
0.05
11
B2
468
0.46

471
0.39
469
0.27
12
A1
484
0.16
(Rings A)
484
0.40
479
0.77
13
B2
559
0.02

14
A1
560
0.58
 (Rings A)
560
1.41
559
0.62
15
A2
564
0.01

16
B2
615
---

17
B1
619
---
A
18
A2
638
0.01

19
A1
672
0.45
 (Ring B)
669
2.73
669
0.65
20
A2
736
0.01
 (Rings A)
734
0.11
21
B1
742
0.01
 (Ring B)
22
B2
762
0.01

23
B1
775
0.01
 (Rings A)
778
0.20
300
(reg.1101)
Complex
R.I.
Sym.
(reg.1101)
Assigm.
R.I.
N°
(reg.1102)
S4
24
A2
781
---

25
A1
801
0.20
 (Rings A)
801
0.58
802
0.24
26
B1
824
0.01
 (Rings A)
825
0.12
824
0.02
27
A2
867
0.01
 (Ring B)
28
A1
889
0.03

29
A2
897
---
 (Rings A)
30
B1
905
0.02
 (Rings A)
904
0.17
31
B1
929
---
 (Ring B)
32
A2
957
---
 (Rings A)
33
B1
966
0.01
 (Rings A)
34
A2
967
---
 (Ring B)
35
B2
970
0.01

970
0.01
36
B2
1018
0.01
 (Rings A)
37
A1
1023
0.34
 (Ring B)
1018
1.25
1016
0.35
38
A1
1041
0.12
 (Rings A)
1036
0.42
1033
0.10
39
B2
1084
---
 (Ring B)
40
A1
1101
1.00

1101
1.00
1102
1.00
41
B2
1139
0.07

1134
0.32
1135
0.11
42
A1
1159
0.03
 (Ring B)
1153
0.27
1155
0.05
43
B2
1161
0.01

44
A1
1184
0.10
 (Rings A)
1182
0.08
1182
0.03
45
B2
1210
0.13

1215
0.12
46
B2
1229
---
 (Rings A)
1236
0.10
47
A1
1267
0.79
 (Rings A)
1269
0.70
1267
0.70
48
B2
1291
0.02
 (Ring B)
1299
0.12
49
A1
1314
0.02

1309
0.14
50
B2
1369
0.06
 (Rings A)
1361
0.18
S5
51
A1
1375
0.18

1372
0.40
1372
0.40
52
A1
1414
0.48

1409
1.71
1410
0.67
53
A1
1425
0.31
 (Rings A)
1423
1.20
1424
1.07
54
B2
1443
0.02

1436
0.32
55
A1
1457
0.40

1455
0.90
1453
0.85
56
B2
1477
---

57
B2
1493
0.01

58
A1
1584
0.03
 (Ring B)
1587
0.21
1590
0.16
59
A1
1609
0.24
1601
0.67
1604
0.25
60
A1
1611
0.95
61
B2
1614
0.23
 CC str. (Ring B)
62
B2
1626
0.01
 CC str. (Rings A)
63
B2
3034
0.03
 CH str.
64
B2
3034
0.02
 CH str
65
A1
3034
---
 CH str. (Rings A)
66
A1
3040
0.02
 CH str. (Ring B)
67
B2
3044
0.02
 CH str. (Rings A)
68
A1
3045
0.08
 CH str. (Rings A)
69
B2
3050
0.05
 CH str. (Ring B)
70
B2
3056
0.02
 CH str. (Rings A)
71
A1
3057
0.16
 CH str. (Rings A)
72
A1
3061
0.15
CC str.+ CCC Scis. +
CCH Scis. (Rings A)
CC str.+ CCC.+ CCH
Scis. (Rings A)
1608
1.72
1610
1.14
1620
0.12
1621
0.26
3022
0.17
3037
0.05
3034
0.09
3051
0.24
3048
0.83
3059
0.05
3062
0.20
3068
0.04
 CH str. (Ring B)
out plane of the molecule
in plane of the molecule
S6