Author/Authors
jeroundi, dounia sidi mohamed ben abdellah university - faculty of sciences and techniques - laboratory of applied organic chemistry, Fez, Morocco , sebbar, nada kheira université ibn zohr - faculté des sciences - laboratoire de chimie bioorganique appliquée, Agadir, Morocco , sebbar, nada kheira université mohammed v - pôle de compétence pharmacochimie, faculté des sciences, urac 21 - laboratoire de chimie organique hétérocyclique, Rabat, Morocco , hökelek, tuncer hacettepe university - department of physics, Ankara, Turkey , rodi, youssef kandri sidi mohamed ben abdellah university - faculty of sciences and techniques - laboratory of applied organic chemistry, Fez, Morocco , mazzah, ahmed universite lille1, France , renard, catherine université lille 1 - ecole nationale, supérieure de chimie de lille, umr 8181 - unité de catalyse et de chimie du solide (uccs), Villeneuve, France , chakroune, said sidi mohamed ben abdellah university - faculty of sciences and techniques - laboratory of applied organic chemistry, Fez, Morocco , essassi, el mokhtar université mohammed v - pôle de compétence pharmacochimie, faculté des sciences, urac 21 - laboratoire de chimie organique hétérocyclique, Rabat, Morocco
Title Of Article
Crystal structure, Hirshfeld surface analysis and interaction energy and DFT studies of 10-allyl-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione
شماره ركورد
45179
Abstract
The title compound, C15H16N2O2, consists of pyrrole and benzodiazepine units linked to an allyl moiety, where the pyrrole and diazepine rings adopt half-chair and boat conformations, respectively. In the crystal, weak C—HBnz···ODiazp (Bnz = benzene and Diazp = diazepine) hydrogen bonds link the molecules into infinite chains along the c-axis direction with the corrugated stacks along the a-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H ··· H (60.6%), H ··· C/C ··· H (18.0%) and H ··· O/O ··· H (17.4%) interactions. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing. Computational chemistry indicates that in the crystal, C—H···O hydrogen bond energy is 32.9 (for C—HBnz···ODiazp) kJ mol-1. Density functional theory (DFT) optimized structures at the B3LYP/ 6–311G(d,p) level are compared with the experimentally determined molecular structure in the solid state. The HOMO—LUMO behaviour was elucidated to determine the energy gap.
From Page
43
NaturalLanguageKeyword
Crystal structure , benzodiazepinedione , pyrrole , Hirshfeld surface
JournalTitle
Journal Marocain De Chimie Hétérocyclique
To Page
54
JournalTitle
Journal Marocain De Chimie Hétérocyclique
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