Title of article :
Molecular and crystal structure, lattice energy and DFT calculations of two 2′-(nitrobenzoyloxy)acetophenone isomers
Author/Authors :
Bogdanov, Georgii Department of Chemistry - New Mexico Highlands University, USA , Bustos, Jenna Department of Chemistry - New Mexico Highlands University, USA , Glebov, Viktor Department of Chemistry - New Mexico Highlands University, USA , Oskolkov, Evgenii Department of Chemistry - New Mexico Highlands University, USA , Timofeeva, Tatiana V. Department of Chemistry - New Mexico Highlands University, USA
Abstract :
The two isomers 2′-(4-nitrobenzoyloxy)acetophenone (systematic name: 2-acetylphenyl 4-nitrobenzoate) (I) and 2′-(2-nitrobenzoyloxy)acetophenone (systematic name: 2-acetylphenyl 2-nitrobenzoate) (II), both C15H11NO5, with para and ortho positions of the nitro substituent have been crystallized and studied. It is evident that the variation in the position of the nitro group causes a significant difference in the molecular conformations: the dihedral angle between the aromatic fragments in the molecule of I is 84.80 (4)°, while that in the molecule of II is 6.12 (7)°. Diffraction analysis revealed the presence of a small amount of water in the crystal of I. DFT calculations of the molecular energy demonstrate that the ortho substituent causes a higher energy for isomer II, while crystal lattice energy calculations show that the values are almost equal for two isomers.
Keywords :
2′-(nitrobenzoyloxy)acetophenone isomers , crystal structure , molecular conformation , DFT calculations , lattice energy
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
