Title of article :
Synthesis, crystal structure at 219 K and Hirshfeld surface analyses of 1,4,6-trimethylquinoxaline-2,3(1H,4H)-dione monohydrate
Author/Authors :
Zouitini, Ayman Laboratoire de Chimie Organique Appliquée - Université Sidi Mohamed Ben Abdallah - Faculté des Sciences et Techniques, Morocco , Haque Faizi, Md. Serajul Department of Chemistry - Langat Singh College, India , Ouzidan, Younes Laboratoire de Chimie Physique et Chimie Bio-organique - Faculté des Sciences et Techniques Mohammedia - Université Hassan II, Morocco , Chahdi, Fouad Ouazzani Laboratoire de Chimie Organique Appliquée - Université Sidi Mohamed Ben Abdallah - Faculté des Sciences et Techniques, Morocco , Marrot, Jérôme Institut Lavoisier de Versailles - UVSQ, CNRS, Université Paris-Saclay, France , Prim, Damien Institut Lavoisier de Versailles - UVSQ, CNRS, Université Paris-Saclay, France , Dege, Necmi Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Mashrai, Ashraf Department of Pharmacy - University of Science and Technology, Yemen
Abstract :
The asymmetric unit of the title compound, C11H12N2O2H2O, contains a molecule of 1,4,6-trimethyl-1,4-dihydroquinoxaline-2,3-dione and a solvent water molecule. Four atoms of the benzene ring are disordered over two sets of sites in a 0.706 (7):0.294 (7) ratio while the N-bound methyl groups are
rotationally disordered with occupancy ratios of 0.78 (4):0.22 (4) and -0.76 (5):0.24 (5). In the crystal, molecules are linked by O—HO and C—HO hydrogen bonds into layers lying parallel to (101). The Hirshfeld surface analysis indicates that the most important contributions to the packing
arrangement are due to HH (51.3%) and OH/HO (28.6%) interactions. The molecular structure calculated by density functional theory is compared with the experimentally determined molecular structure, and the HOMO–LUMO energy gap has been calculated.
Keywords :
hydrogen bonding , disorder , Hirshfeld surface analysis , quinoxaline-2,3-dione , crystal structure
