Crystals 2016, 6, 164; doi:10.3390/cryst6120164
S1 of S2
Supplementary Materials: Raman and Terahertz
Spectroscopic Investigation of Cocrystal Formation
Involving Antibiotic Nitrofurantoin Drug and
Coformer 4-aminobenzoic Acid
Yong Du, Qiang Cai, Jiadan Xue and Qi Zhang
Table S1. Vibrational modes assignment for Raman characteristic peaks of the cocrystal between NF
and 4ABA.
Experimental
Wavenumber
/cm−1
V1
V2
V3
V4
V5
V6
V7
V8
V9
V10
Theoretical
Wavenumber
/cm-1
1684
1620
1584
1556
1492
1446
1392
1368
1337
1306
V11
1263
1286
V12
V13
V14
V15
V16
V17
V18
V19
V20
V21
V22
V23
V24
V25
1254
1225
1161
1103
1011
974
956
892
827
795
761
665
447
361
1251
1228
1172
Mode
1616
1602
1562
1487
1435
1392
1346
1315
1020
980
964
871
829/838
792
764
642
469
385
Mode Assignment
θ(C7=N15), ρ(C7-H8), Def(R3)
θ(C35=O24), ρ(O27-H39, N17-H23)
θ(C1=C2, O19-N14-O20), ρ(C2-H3, C4-H5)
Def(R3), θ(C7=N15, O19-N14-O20)
Def(R3), θ(C7=N15, C7-H8)
δ(H12-C11-H13)
θ(O19-N14-O20), θ(C26-C35-O27), ρ(N17-H23,C7-H8)
Def(R3), θ(C7-H8)
Def(R1), ρ(H38-N25-H40)
ρ(C7-H8), ω(H12-C11-H13)
Def(R3), θ(O19-N14-O20), ρ(C2-H3, C4-H5, C7-H8),
ω(H12-C11-H13)
θ(C26-C35-O27), ρ(O27-H39)
Def(R3), θ(C11-N16-N15), ω(H12-C11-H13)
ρ(C2-H3, C4-H5, C7-H8)
Def(R3, R2), ρ(C4-H5, C7-H8)
ρ(C2-H3, C4-H5)
Def(R3), ρ(C7-H8)
Def(R3), ρ(C7-H8), θ(O19-N14-O20)
Def(R1)
ω(C2-H3, C4-H5, C7-H8, N17-H23)
Def(R2,R3), θ(O19-N14-O20)
Def(R2,R3), ρ(C7-H8)
Def(R2), ρ(C7-H8)
ω(H38-N25-H40)
Def(R1)
Crystals 2016, 6, 164; doi:10.3390/cryst6120164
S2 of S2
Figure S1. Molecular structure of the cocrystal between nitrofurantoin (NF) and 4-aminobenzoic
acid(4ABA).
v12
v5
v9
v23
v25 v24
v16
v14
v10 v8 v6
v22 v19
v
13
v15
v20
v18
v11
v7
v17
v21
v1
v3
v4
800
1000
1200
Wavenumbers / cm
1435
1487
1510
1562
1602
764
792
829
838
853
626
642
672
688
600
1172
1228
1251
1286
1315
400
964
980
1020
200
552
(b)
469
385
1346
1392
1616
(a)
291
Raman Intensity / a.u.
v2
1400
1600
1800
-1
Figure S2. Raman vibrational modes of the cocrystal between NF and 4ABA. (a) theoretical
calculation based on form C shown in Figure S1; (b) experimental spectrum.