ABSTRACT
In the title mol-ecule, C12H13N3O2S, the benzo-thia-zine moiety is slightly non-planar, with the imidazolidine portion twisted only a few degrees out of the mean plane of the former. In the crystal, a layer structure parallel to the bc plane is formed by a combination of O-HHydethyâ¯NThz hydrogen bonds and weak C-HImdzâ¯OImdz and C-HBnzâ¯OImdz (Hydethy = hy-droxy-ethyl, Thz = thia-zole, Imdz = imidazolidine and Bnz = benzene) inter-actions, together with C-HImdzâ¯π(ring) and head-to-tail slipped π-stacking [centroid-to-centroid distances = 3.6507â (7) and 3.6866â (7)â Å] inter-actions between thia-zole rings. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from Hâ¯H (47.0%), Hâ¯O/Oâ¯H (16.9%), Hâ¯C/Câ¯H (8.0%) and Hâ¯S/Sâ¯H (7.6%) inter-actions. Hydrogen bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. Computational chemistry indicates that in the crystal, C-Hâ¯N and C-Hâ¯O hydrogen-bond energies are 68.5 (for O-HHydethyâ¯NThz), 60.1 (for C-HBnzâ¯OImdz) and 41.8â kJâ mol-1 (for C-HImdzâ¯OImdz). Density functional theory (DFT) optimized structures at the B3LYP/6-311â G(d,p) level are compared with the experimentally determined mol-ecular structure in the solid state.
ABSTRACT
The title compound, C24H27Cl2NOS, contains 1,4-benzo-thia-zine and 2,4-di-chloro-phenyl-methyl-idene units in which the di-hydro-thia-zine ring adopts a screw-boat conformation. In the crystal, inter-molecular C-HBnzâ¯OThz (Bnz = benzene and Thz = thia-zine) hydrogen bonds form chains of mol-ecules extending along the a-axis direction, which are connected to their inversion-related counterparts by C-HBnzâ¯ClDchlphy (Dchlphy = 2,4-di-chloro-phen-yl) hydrogen bonds and C-HDchlphyâ¯π (ring) inter-actions. These double chains are further linked by C-HDchlphyâ¯OThz hydrogen bonds, forming stepped layers approximately parallel to (012). The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from Hâ¯H (44.7%), Câ¯H/Hâ¯C (23.7%), Clâ¯H/Hâ¯Cl (18.9%), Oâ¯H/Hâ¯O (5.0%) and Sâ¯H/Hâ¯S (4.8%) inter-actions. Hydrogen-bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. Computational chemistry indicates that in the crystal, C-HDchlphyâ¯OThz, C-HBnzâ¯OThz and C-HBnzâ¯ClDchlphy hydrogen-bond energies are 134.3, 71.2 and 34.4â kJâ mol-1, respectively. Density functional theory (DFT) optimized structures at the B3LYP/6-311â G(d,p) level are compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap. The two carbon atoms at the end of the nonyl chain are disordered in a 0.562â (4)/0.438â (4) ratio.
ABSTRACT
In the title mol-ecule, C24H21N5O·H2O, the di-hydro-benzo-diazole moiety is not quite planar, while the whole mol-ecule adopts a U-shaped conformation in which there is a close approach of the two benzyl groups. In the crystal, chains of alternating mol-ecules and lattice water extending along [201] are formed by O-HUncoordWâ¯ODhyr and O-HUncoordWâ¯NTrz (UncoordW = uncoordinated water, Dhyr = di-hydro and Trz = triazole) hydrogen bonds. The chains are connected into layers parallel to (010) by C-HTrzâ¯OUncoordW hydrogen bonds with the di-hydro-benzo-diazole units in adjacent layers inter-calating to form head-to-tail π-stacking [centroid-to-centroid distance = 3.5694â (11)â Å] inter-actions between them, which generates the overall three-dimensional structure. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from Hâ¯H (52.1%), Hâ¯C/Câ¯H (23.8%) and Oâ¯H/Hâ¯O (11.2%) inter-actions. Hydrogen-bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. Density functional theory (DFT) optimized structures at the B3LYP/ 6-311â G(d,p) level are compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap.
ABSTRACT
In the title mol-ecule, C11H10N2O, the di-hydro-benzimidazol-2-one moiety is essentially planar, with the prop-2-yn-1-yl substituent rotated well out of this plane. In the crystal, C-HMthyâ¯π(ring) inter-actions and C-HPropâ¯ODhyr (Mthy = methyl, Prop = prop-2-yn-1-yl and Dhyr = di-hydro) hydrogen bonds form corrugated layers parallel to (10), which are associated through additional C-HBnzâ¯ODhyr (Bnz = benzene) hydrogen bonds and head-to-tail, slipped, π-stacking [centroid-to-centroid distance = 3.7712â (7)â Å] inter-actions between di-hydro-benzimidazol-2-one moieties. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from Hâ¯H (44.1%), Hâ¯C/Câ¯H (33.5%) and Oâ¯H/Hâ¯O (13.4%) inter-actions. Hydrogen-bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. Computational chemistry calculations indicate that in the crystal, C-Hâ¯O hydrogen-bond energies are 46.8 and 32.5 (for C-HPropâ¯ODhyr) and 20.2 (for C-HBnzâ¯ODhyr) kJ mol-1. Density functional theory (DFT) optimized structures at the B3LYP/6-311â G(d,p) level are compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap.