Author/Authors :
saber, asmaa université mohammed v - faculté des sciences, pôle de compétence pharmacochimie - laboratoire de chimie organique hétérocyclique urac 21, Rabat, Morocco , sebbar, nada kheira université mohammed v - faculté des sciences, pôle de compétence pharmacochimie - laboratoire de chimie organique hétérocyclique urac 21, Rabat, Morocco , sebbar, nada kheira université ibn zohr - faculté des sciences - laboratoire de chimie bioorganique appliquée, Agadir, Morocco , hökelek, tuncer hacettepe university - department of physics, ankara, turkey , ouzidan, younes université sidi mohamed ben abdallah - faculté des sciences et techniques - laboratoire de chimie organique appliquée, Fez, Morocco , kandri rodi, youssef université sidi mohamed ben abdallah - faculté des sciences et techniques - laboratoire de chimie organique appliquée, Fez, Morocco , elhafi, mohamed université mohammed v - faculté des sciences, pôle de compétence pharmacochimie - laboratoire de chimie organique hétérocyclique urac 21, Rabat, Morocco , mague, joel t. tulane university - department of chemistry, New Orleans, USA , essassi, el mokhtar université mohammed v - faculté des sciences, pôle de compétence pharmacochimie - laboratoire de chimie organique hétérocyclique urac 21, Rabat, Morocco , essassi, el mokhtar moroccan foundation for advanced science, innovation and research (mascir), Rabat, Morocco
Abstract :
The dihydrobenzodiazolone skeleton of the title compound, C10H8N2O, is planar with the prop-2-ynyl substituent rotated well out of this plane. In the crystal, the molecules are linked via the pairs of the intermolecular N—HBnzdaz···ODhybnzdaz (Bnzdaz= benzodiazole and Dhybnzdaz = dihydrobenzodiazolone) hydrogen bonds, forming inversion dimers with R2^2(8) ring motifs. The dimers form oblique stacks extending along the a-axis direction through the offset π-stacking interactions between the 5- and 6-membered rings with a centroid···centroid distance of 3.5634(11)Å. The stacks are connected through C—HPrpyl···ODhybnzdaz (Prpyl = prop-2-ynyl) hydrogen bonds. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H ··· H (40.3%), H ··· C/C ··· H (31.5%), H ··· O/O ··· H (15.7%) and C ··· C (5.1%) interactions.
NaturalLanguageKeyword :
Crystal structure , dihydrobenzodiazolone , hydrogen bond , π , stacking , Hirshfeld surface
