Affiliations: Department of Chemistry, Amirkabir University of Technology, Tehran, Iran | CEQUINOR (UNLP-CONICET, CCT La Plata), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina | Laboratorio de Servicios a la Industria y al Sistema Científico (UNLP-CIC-CONICET), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina
Note: [] Corresponding author: Zahra Shariatinia, Department of Chemistry, Amirkabir University of Technology, P.O. Box: 159163-43, Tehran, Iran. Tel.: +98 2164542766; Fax: +98 2164542762; E-mail: [email protected]
Note: [] Corresponding author: Carlos O. Della Védova, CEQUINOR (UNLP-CONICET, CCT La Plata), Laboratorio de Servicios a la Industria y al Sistema Científico (UNLP-CIC-CONICET), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina. Tel./Fax: +54 221 425 9485; E-mail: [email protected]
Abstract: The hydrogen bonding interactions between adrenaline (Drug) and 3-(trimethoxysilyl)-1-propanamine (TMSA) have been calculated using Gaussian 98 software. Ten possible forms (1–10) for the hydrogen bonding interactions were computed at HF and B3LYP levels of theory with 6-31 G(d) and 6-31 + G(d,p) standard basis sets. The binding energies, ΔE(binding), were obtained from the equation ΔE(binding) = E(complex) − [E(Drug) + E(TMSA)] + BSSE. The most stable forms (complexes 4 and 5) interact through O–H … N hydrogen bond, with calculated binding energies at B3LYP/6-31G* level equal to −10.93 and −12.84 kcal mol−1, respectively. Other compounds containing N–H … N (1), N–H … O (2, 3, 6, 9) and O–H … O (7, 8 and 10) hydrogen bonds show lower ΔE(binding) values. The nuclear quadrupole coupling constants (NQCCs or χs) were calculated for 17O, 14N and 2H nuclei about 10.0, 4.0–5.0 MHz and 180.0–360.0 kHz, respectively, that are in agreement with the experimental data.
