Research Article

Structural, Electronic, and Vibrational Properties of Isoniazid and Its Derivative N-Cyclopentylidenepyridine-4-carbohydrazide: A Quantum Chemical Study

Table 1

Optimized geometrical parameters of isoniazid and N-cyclopentylidenepyridine-4-carbohydrazide (CPPC) by (B3LYP)/ 6-311 G (d, p) and (B3LYP)/LANL2DZ methods.

IsoniazidN-Cyclopentylidenepyridine-4-carbohydrazide parameters
Bond lengths
ParametersCalculatedParameters Calculated Exp.
LANL2DZ6-311 G (d, p)Wilson GF (literature)LANL2DZ6-311 G (d, p)

(1, 2)1.40361.3933(1.470) (1, 2)1.40541.3905(1.3801)
(1, 6)1.35991.3355(1.358) (1, 6)1.35961.3381(1.3309)
(1, 7)1.08661.0866(1.100) (1, 7)1.08651.0862(0.95)
(2, 3)1.41461.3965(1.420) (2, 3)1.41001.3954(1.3836)
(2, 8)1.08451.0788(1.100) (2, 8)1.08501.0824(0.95)
(3, 4)1.41241.3972(1.420) (3, 4)1.41191.397(1.3904)
(3, 11)1.50981.5067(1.517) (3, 11)1.51141.5098(1.4973)
(4, 5)1.40881.3903(1.420) (4, 5)1.40791.3937(1.3768)
(4, 9)1.08061.0822(1.100) (4, 9)1.08681.084(0.95)
(5, 6)1.35631.3373(1.358) (5, 6)1.35641.3346(1.3360)
(5, 10)1.08721.0864(1.100) (5, 10)1.08701.0866(0.95)
(11, 12)1.26251.2198(1.208) (11, 12)1.24961.2106(1.2249)
(11, 13)1.39031.377(1.369) (11, 13)1.39201.3825(1.3484)
(13, 16)1.02031.0161(1.012) (13, 14)1.39771.369(1.3961)
(13, 17)1.40521.402(1.352) (13, 15)1.01751.0129(0.889)
(14, 17)1.01701.0152(—) (14, 16)1.29801.275(1.2759)
(15, 17)1.01701.0142(—) (16, 17)1.52201.5146(1.5076)
(16, 20)1.53291.5238(1.5035)
(17, 18)1.54951.5388(1.5243)
(17, 21)1.10021.0975(0.99)
(17, 22)1.09421.0904(0.99)
(18, 19)1.55291.5413(1.5227)
(18, 23)1.09851.0952(0.99)
(18, 24)1.09551.0915(0.99)
(19, 20)1.55371.5438(1.5333)
(19, 25)1.09551.0915(0.99)
(19, 26)1.09831.0946(0.99)
(20, 27)1.10201.0983(0.99)
(20, 28)1.10011.0955(0.99)
Bond angles
Parameters LANL2DZ6-311 G (d, p)Wilson GFParametersLANL2DZ6-311 G (d, p)Exp.
(2, 1, 6)123.156124.085(128.1) (2, 1, 6)123.207123.7612(124.11)
(2, 1, 7)120.854119.882(115.9) (2, 1, 7)120.864120.2359(117.9)
(6, 1, 7)115.989116.031(115.9) (6, 1, 7)115.927116.0026(117.9)
(1, 2, 3)119.423118.609(113.4) (1, 2, 3)119.086118.8914(118.76)
(1, 2, 8)121.333121.238(123.3) (1, 2, 8)121.357121.5728(120.6)
(3, 2, 8)119.243120.148(123.3) (3, 2, 8)119.553119.5347(120.6)
(2, 3, 4)117.688117.644(120.0) (2, 3, 4)118.003117.7332(118.04)
(2, 3, 11)115.580116.359(119.9) (2, 3, 11)117.887117.7499(119.94)
(4, 3, 11)126.731125.851(119.9) (4, 3, 1)124.079124.4757(121.87)
(3, 4, 5)118.793116.359(120.0) (3, 4, 5)118.940118.7973(118.51)
(3, 4, 9)120.388119.095(119.90) (3, 4, 9)122.012121.7783(120.7)
(5, 4, 9)120.818119.585(119.9) (5, 4, 9)119.000119.3816(120.7)
(4, 5, 6)123.709121.315(123.5) (4, 5, 6)123.267123.7549(124.23)
(4, 5, 10)120.395120.222(118.2) (4, 5, 1)120.733120.095(117.9)
(6, 5, 10)115.895116.119(118.2) (6, 5, 1)115.997116.1492(117.9)
(1, 6, 5)117.229116.890(115.9) (1, 6, 5)117.480117.0429(116.34)
(3, 11, 12)120.109120.608(123.5) (3, 11, 12)121.407121.7922(121.01)
(3, 11, 13)123.160120.465(113.2) (3, 11, 13)114.386113.8995(115.24)
(12, 11, 13)116.730116.119(123.10) (12, 11, 13)124.194124.3057(123.71)
(11, 13, 16)112.897110.815(118.3) (11, 13, 14)120.222120.4885(117.90)
(11, 13, 17)127.415123.657(120.9) (11, 13, 15)119.204118.6787(120.9)
(16, 13, 17)119.687120.608(120.9) (14, 13, 15)120.413120.0841(121.2)
(13, 17, 14)113.970112.315(—) (13, 14, 16)117.618117.4204(116.39)
(13, 17, 15)113.972109.553(—) (14, 16, 17)120.864121.3315(120.59)
(14, 17, 15)115.002109.146(—) (14, 16, 20)129.064128.9664(129.82)
(17, 16, 20)110.061109.6831(109.59)
(16, 17, 18)103.828103.7083(103.49)
(16, 17, 21)109.558109.1963(111.1)
(16, 17, 22)111.559111.673(111.1)
(18, 17, 21)110.424110.1309(111.1)
(18, 17, 22)114.254114.7737(111.1)
(21, 17, 22)107.188107.2821(109)
(17, 18, 19)103.849103.6438(103.09)
(17, 18, 23)110.096109.8783(111.1)
(17, 18, 24)112.690113.1144(111.1)
(19, 18, 23)110.044109.8696(111.1)
(19, 18, 24)112.485112.7897(111.1)
(23, 18, 24)107.663107.5175(109.1)
(18, 19, 20)104.367104.3214(103.63)
(18, 19, 25)112.900113.1836(111)
(18, 19, 26)109.818109.665(111)
(20, 19, 25)112.372112.7006(111)
(20, 19, 26)109.763109.5735(111)
(25, 19, 26)107.597107.3627(109)
(16, 20, 19)104.150104.3483(103.78)
(16, 20, 27)109.9266109.6136(111)
(16, 20, 28)112.6795112.4489(111)
(19, 20, 27)110.6596110.8512(111)
(19, 20, 28)112.2491112.6471(111)
(27, 20, 28)107.209106.9667(109)