Table 6.

Calculated IR frequencies (cm⁻¹) at B3LYP/6-31G(d,p).

Assignment	M1		M2		M3		M4		M5		M6		Ma
	Unscaled	Scaled	Unscaled	Scaled	Unscaled	Scaled	Unscaled	Scaled	Unscaled	Scaled	Unscaled	Scaled	Expt	Scaled
νN-Hsyn	3532	3394	3538	3399	3523	3385	3527	3389	3529	3391	3538	3399	3433	3452
νN-HAsyn	3696	3551	3697	3552	3687	3542	3694	3549	3696	3551	3696	3551	–
νC-Hsyn	3110	2988	3102	2980	3099	2978	3106	2984	3113	2991	3106	2984	2924	2980
νC-HAsyn	3239	3112	3250	3123	3195	3070	3234	3107	3233	3106	3231	3104	3071	3104
νC = O	1723	1655	1730	1662	1686	1620	1720	1653	1725	1657	1731	1663	1655	1646
νC = N	1642	1578	1637	1573	1632	1568	1634	1570	1634	1570	1639	1575	1619	1622
νC = C, βN-H	1345	1292	1347	1294	1349	1296	1344	1291	1346	1293	1345	1292	1398	1402
vC = C	1618	1555	1614	1551	1579	1517	1617	1554	1618	1555	1616	1553	1329	1353
βC-H	1192, 1177, 1172	1145, 1131, 1127	1213, 1188, 1176	1165, 1142, 1130	1197, 1189, 1178	1150, 1143, 1132	1203, 1188, 1176	1156, 1141, 1130	1201, 1183, 1171	1154, 1137, 1125	1203, 1183, 1177	1155, 1137, 1131	1165	1175
τC-H	998 920, 886	959, 884, 851	991, 948, 843	952, 910, 809	996, 952 856,	957, 915, 822	966, 956, 886	928, 918, 790	979, 964, 895	941, 926, 860	998, 964, 890	959, 926, 855	987	980
νC-F	1287	1237	1287	1237	–	–	–	–	–	–	–	–	1223	–
νC-NO2	1397	1342	1397	1342	1392	1337	1397	1342	1397	1342	1397	1342	1450a, 1394a	1489a, 1397a
νNO2	1671	1605	1668	1603	1631	1567	1671	1605	1670	1605	1669, 1619, 1616	1604, 1556, 1553
vNH2	1624	1560	1623	1559	1624	1560	1623	1559	1820	1556	1623	1559
vC-NH2	1658	1593	1662	1597	1654	1589	1664	1599	1663	1598	1661	1596
νOH							3819	3669

ν = stretching; β = in-plane bending: τ = out-of-plane bending, Sci = scissors; Ma and a = 4-(3-(2-amino-3,5-dibromophenyl)-1-(4-nitrobenzoyl)-4,5-dihydro-1H-pyrazol-5-yl)benzonitrile.²⁸.