title: Molecular structure investigation of organic cocrystals of 1,10-phenanthroline-5,6-dione with aryloxyacetic acid: a combined experimental and theoretical study.
abstract: Two organic cocrystals namely, 1,10-phenanthroline-5,6-dione:2-naphthoxyacetic acid [(phendione)(2-naa)] (1) and 1,10-phenanthroline-5,6-dione:2-formylphenoxyacetic acid [(phendione)(2-fpaa)] (2) were synthesized and studied by single crystal XRD, FT-IR, NMR, thermogravimetric, and powder X-ray diffraction analysis. The molecular properties of cocrystals were studied using density functional theory (DFT), basis set B3LYP/6-31G(d,p). Both cocrystals are stabilized through intermolecular hydrogen bonding (OH⋯N). The total electron density and molecular electrostatic potential surfaces of the cocrystals were constructed by NBO analysis using B3LYP/6-31G(d,p) method to display the electrostatic potential (electron+nuclei) distribution. The energy gap between HOMO and LUMO was measured for both cocrystals.
authors.affiliation: Faculty of Chemistry, Department of Science and Humanities, Dr. Mahalingam College of Engineering and Technology (Dr. MCET), Udumalai Road, Pollachi 642 003, Tamil Nadu, India. Electronic address: shunsureshkumar@gmail.com.
authors.forename: G S
authors.initials: GS
authors.lastname: Suresh Kumar
authors.affiliation: Department of Chemistry, Manonmaniam Sundaranar University, Tirunelveli 627 012, Tamil Nadu, India.
authors.forename: A Antony
authors.initials: AA
authors.lastname: Muthu Prabhu
authors.affiliation: Department of Chemistry, Texas A & M University, College Station, TX 77842, USA.
authors.forename: N
authors.initials: N
authors.lastname: Bhuvanesh
authors.affiliation: Department of Chemistry, Manonmaniam Sundaranar University, Tirunelveli 627 012, Tamil Nadu, India.
authors.forename: X A V
authors.initials: XA
authors.lastname: Ronica
authors.affiliation: Department of Chemistry, Noorul Islam University, Kumaracoil, Thuckalay 629 180, Tamil Nadu, India.
authors.forename: S
authors.initials: S
authors.lastname: Kumaresan
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D018360:Crystallography, X-Ray; D004583:Electrons; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D010618:Phenanthrolines / Q000737:chemistry*; D011208:Powders; D066244:Proton Magnetic Resonance Spectroscopy; D017550:Spectroscopy, Fourier Transform Infrared; D013818:Thermogravimetry
chemical_list: D010618:Phenanthrolines; D011208:Powders; C037153:1,10-phenanthroline-5,6-dione; D019342:Acetic Acid
keywords: 1,10-Phenanthroline-5,6-dione; 2-Formylphenoxyacetic acid; 2-Naphthoxyacetic acid; DFT; MEP; NBO