Structure Characterization of [N-Phenylamino(2-boronphenyl)-R-methyl]phosphonic Acid by Vibrational Spectroscopy and Density Functional Theory Calculations

Table 2

The calculated wavenumbers and potential energy distribution (PED, %) for the FT-Raman and FT-IR spectra of [PhN-(2-PhB(OH)₂)-𝑅-Me]PO₃H₂^a.

Calc.	Wavenumbers/cm^−1		Assignment
	Exp.
	FT-Raman	FT-IR	B3LYP/6-311G(d,p) (PED %; >5%)
449	432	430	𝛾as(𝜙)B(31), 𝛿oop(CCL(C𝛼)C)𝜙B, 𝛿𝑠(C𝛼PO3), 𝛿𝑝(bridge)
451	474		𝛾as(𝜙)B(29), 𝛿oop(CCL(𝐶𝛼)C)𝜙B, 𝛿𝑠(C𝛼PO3), 𝛾as(bridge)
499	490	491	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) ,   𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) ,   𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) ,   𝜹𝐨𝐨𝐩(𝐂𝐂𝐋(𝐂𝜶)𝐂)𝝓𝐁
531		533	𝛿𝑝(bridge), 𝛾𝑠(bridge), 𝛾as(bridge)
553	543		𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (48), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
581	591	591	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (36), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
627	617	617	𝜹as ( 𝝓 )(34), 𝜹𝐨𝐨𝐩 ( 𝐂𝐁𝐎𝟐 ), 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
659	635	636	𝛿𝑝(bridge)(25), 𝛾as(bridge), 𝛾𝑠(bridge)
696		688	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (46), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) ,  𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
717		710	𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) (32), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) ,  𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞)
720	722		𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (49), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) ,  𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
746	745	742	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (18), 𝜹𝐩(𝝓)𝐁 ,  𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
793	775	777	𝛿oop(CCL(C𝛼)C)𝜙B(36), 𝛿𝑝(𝜙)B, 𝛿oop(CLCB(OH)2(B)C)𝜙B
822	808	809	𝛿𝑝(bridge)(43), 𝛾𝑠(bridge), 𝛾as(bridge)
823	826	827	𝜈(PO)(12), 𝛾as(bridge)
886	884	882	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (35), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
919	899	903	𝝂 (PO)(30), 𝜹𝐨𝐨𝐩(𝐂𝐂𝐋(𝐂𝜶)𝐂)𝝓𝐁
924		924	𝝂 (PO)(22), 𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞)
952	934		𝛿oop(CB(OH)2C(H)C)𝜙B(27), 𝛿oop(CLC(H)C)𝜙B, 𝛿oop(CC(H)C)𝜙B, 𝛾as(𝜙)𝐵
987	999	983	𝛿oop(CC(H)C)𝜙B(48), 𝛿𝑝(𝜙)B
999	1008	998	𝜹𝐭𝐫𝐢𝐠(𝝓) (40), 𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝝆𝐛 (POH), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1036	1031	1021	𝝂(𝐂𝐂)𝝓 (51)
1045		1042	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (31), 𝝂(𝐂𝐂)𝝓𝐁 , 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1084	1074	1073	𝜈(C𝛼N)(14), 𝛿𝑝(bridge)
1106		1090	𝛾as(bridge)(48), 𝛾𝑠(bridge), 𝛿𝑝(bridge)
1165	1161	1162	𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓 (58), 𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1171	1181	1177	𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓𝐁 (60), 𝝆𝐫(𝐂𝐋𝐂(𝐇)𝐂)𝝓𝐁
1194	1188	1189	𝝆𝐫(𝐂𝐋𝐂(𝐇)𝐂)𝝓 (34), 𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓
1216		1206	𝝂 (P=O)(16), 𝝆𝐫 ( 𝐂𝐋𝐂𝜶 (H)P), 𝝆𝐫 ( 𝐂𝜶 (H,P)N), 𝝆𝐫 ( 𝐂𝐋𝐂𝜶 (H,P)N)
1234		1227	𝝂 (P=O)(46), 𝝆𝐫 ( 𝐂𝐋𝐂𝜶 (H)P), 𝝆𝐫 ( 𝐂𝜶 (H,P)N), 𝝆𝐫 ( 𝐂𝐋𝐂𝜶 (H,P)N)
1244	1242		𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (36), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝝂 (P=O), 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1271		1264	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (42), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1286		1285	𝛿𝑝(bridge)(39), 𝛾𝑠(bridge), 𝛾as(bridge)
1346	1330	1330	𝜹𝐩(𝐛𝐫𝐢𝐝𝐠𝐞) (26), 𝜸𝐬(𝐛𝐫𝐢𝐝𝐠𝐞) , 𝝆𝐫(𝐂𝐋𝐂(𝐇)𝐂)𝝓 , 𝜸𝐚𝐬(𝐛𝐫𝐢𝐝𝐠𝐞)
1349		1363	𝛾as(bridge)(38), 𝛾𝑠(bridge), 𝜈(BO), 𝛿𝑝(bridge)
1446	1428	1428	𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓 (36), 𝝂(𝐂𝐂)𝝓 , 𝝆𝐫 ( 𝐂𝜶 N(H) 𝐂𝐋 )
1450		1450	𝜌𝑟(CC(H)C)𝜙B(43), 𝜈(CC)𝜙B, 𝜈(CLC)𝜙B
1510		1495	𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓( 28), 𝝆𝐫(𝐂𝐋𝐂(𝐇)𝐂)𝝓 , 𝝂(CC)𝝓
1519	1509		𝝆𝐫 ( 𝐂𝜶 N(H) 𝐂𝐋 )(50)
1587	1588	1590	𝝂(𝐂𝐂)𝝓𝐁 (40), 𝝂(𝐂𝐋𝐂𝐁(𝐎𝐇)𝟐)𝝓𝐁 , 𝝆𝐫(𝐂𝐂(𝐇)𝐂)𝝓𝐁
1620	1606	1604	𝝂(𝐂𝐂)𝝓𝐁 (30), 𝝂(𝐂𝐋𝐂)𝝓𝐁
1625		1635	𝝂(𝐂𝐂)𝝓( 42), 𝜹𝐚𝐬(𝝓)
2938	2922	2924	𝝂 ( 𝐂𝜶 H)(99)
2938		2957	𝝂 ( 𝐂𝜶 H)(99)
3107	3059	3058	𝝂(𝐂𝐇)𝝓𝐁 (91)
3145	3069		𝝂(𝐂𝐇)𝝓 (67), 𝝂(𝐂𝐇)𝝓𝐁
3405	3482		ν(NH)(96)
3500	3503		𝜈(OH)BOHbrigde(83), 𝜈(OH)POH

aAbbreviations: 𝜈: stretching; 𝜌_𝑟: rocking; 𝛿: deformation; 𝛾: torsion; 𝑝: puckering; 𝛿_trig: trigonal deformation; s: symmetric; as: antisymmetric; oop: out-of-plane vibrations; 𝜙: aromatic ring; 𝜙B: phenylboronic acid ring; bridge: hydrogen bonds [(HOBO)₂]; C_L: carbon atom of the aromatic ring connected to the aliphatic chain; C_𝛼: tetrahedral carbon atom; bold: vibrations related to band with Raman Intensity > 0.4 (%).