Crystal structure and Hirshfeld surface analysis of (E)-3-(2-chloro-6-fluoro-phen-yl)-1-(3-fluoro-4-meth-oxy-phen-yl)prop-2-en-1-one.
ABSTRACT: In the title chalcone derivative, C16H11ClF2O2, the enone group adopts an E conformation. The dihedral angle between the benzene rings is 0.47?(9)° and an intra-molecular C-H?F hydrogen bond closes an S(6) ring. In the crystal, mol-ecules are linked into a three-dimensional network by C-H?O hydrogen bonds and aromatic ?-? stacking inter-actions are also observed [centroid-centroid separation = 3.5629?(18)?Å]. The inter-molecular inter-actions in the crystal structure were qu-anti-fied and analysed using Hirshfeld surface analysis.
Project description:The title compound, C13H12O2S2, crystallizes in the triclinic space group P . The mol-ecular structure is substanti-ally twisted, with a dihedral angle of 43.70?(2)° between the 2-(methyl-sulfan-yl)thio-phene and 4-meth-oxy-phenyl rings. In the crystal, mol-ecules are linked through C-H?O inter-actions and form a bifurcated layer stacking along the b-axis direction and enclosing R 2 2(10) ring motifs. The phenyl rings are involved in ?-? inter-actions with a centroid-centroid separation of 3.760?(2)?Å. The Hirshfeld surfaces were studied and the contributions of the various inter-molecular inter-actions were qu-anti-fied.
Project description:The title compound, C23H15NO3, adopts an s-cis conformation with respect to the ethyl-ene C=C and carbonyl C=O double bonds in the enone unit. The mol-ecule is significantly twisted with a dihedral angle of 48.63 (14)° between the anthracene ring system and the benzene ring. In the crystal, mol-ecules are linked into inversion dimers with an R 2 2(10) graph-set motif via pairs of C-H⋯O hydrogen bonds. The inter-molecular inter-actions were analysed and qu-anti-fied by Hirshfeld surface analysis. The mol-ecular structure was optimized and a small HOMO-LUMO energy gap of 2.55 eV was obtained using the DFT method at the B3LYP/6-311 G++(d,p) level of theory. This value is in close agreement with the experimental value of 2.52 eV obtained from the UV-vis analysis. The crystal used was a two-component merohedral twin with a refined ratio of 0.1996 (16):0.8004 (16).
Project description:The mol-ecular structure of the title chalcone derivative, C15H10FNO3, is nearly planar and the mol-ecule adopts a trans configuration with respect to the C=C double bond. The nitro group is nearly coplanar with the attached benzene ring, which is nearly parallel to the second benzene ring. In the crystal, mol-ecules are connected by pairs of weak inter-molecular C-H?O hydrogen bonds into inversion dimers. The dimers are further linked by another C-H?O hydrogen bond and a C-H?F hydrogen bond into sheets parallel to (104). ?-? inter-actions occur between the sheets, with a centroid-centroid distance of 3.8860?(11)?Å. Hirshfeld surface analysis was used to investigate and qu-antify the inter-molecular inter-actions.
Project description:The title compound, C16H13FO3·H2O, has a cis disposition of the carbonyl and olefin bonds about the enone single bond. The arene rings are inclined to one another by 10.05?(6)?Å. In the crystal, mol-ecules are linked via O-H?O hydrogen bonds involving the water mol-ecules, forming loops which are, in turn, linked via O-H.·O and C-H?F hydrogen bonds, forming sheets lying parallel to (103). These networks are linked via ?-? inter-actions [centroid-centroid distance = 3.641?(1)?Å] involving inversion-related 4-fluoro-phenyl and 4-hy-droxy-3-meth-oxy-phenyl rings.
Project description:The mol-ecular structure of the title compound, [Fe(C(5)H(5))(C(13)H(4)F(5))], consists of a ferrocenyl group and a 2,3,4,5,6-penta-fluoro-benzene group linked through an ethyne spacer. The crystal packing is dominated by inter-molecular C-H?F hydrogen bonds, C-F?? inter-actions between the penta-fluoro-benzene groups [F?centroid distances = 3.882?(2) and 3.884?(2)?Å] and ?-? inter-actions between the penta-fluoro-benzene and cyclo-penta-dienyl rings [centroid-centroid distance = 3.741?(1)?Å].
Project description:In the title compound, C16H9FO4, (I), the benzene ring is oriented at an acute angle of 59.03?(15)° relative to the coumarin plane (r.m.s deviation = 0.009?Å). This conformation of (I) is stabilized by an intra-molecular C-H?O hydrogen bond, which closes a five-membering ring. In the crystal, mol-ecules of (I) form infinite zigzag chains along the b-axis direction, linked by C-H?O hydrogen bonds. Furthermore, the crystal structure is supported by ?-? stacking inter-actions between neighbouring pyrone and benzene or coumarin rings [centroid-centroid distances in the range 3.5758?(18)-3.6115?(16)?Å], as well as C=O?? inter-actions [O?centroid distances in the range 3.266?(3)-3.567?(3)?Å]. The theoretical data for (I) obtained from quantum chemical calculations are in good agreement with the observed structure, although the calculated C-O-C-C torsion angle between the coumarin fragment and the benzene ring (73.7°) is somewhat larger than the experimental value [63.4?(4)°]. Hirshfeld surface analysis has been used to confirm and qu-antify the supra-molecular inter-actions.
Project description:The title chalcone derivative, C<sub>14</sub>H<sub>10</sub>Cl<sub>2</sub>O<sub>3</sub>, is almost planar, with a dihedral angle of 7.0?(2) ° between the 3,5-di-chloro-2-hy-droxy-phenyl and 5-methyl-furan rings. There is an intra-molecular O-H?O hydrogen bond present forming an <i>S</i>(6) ring motif. In the crystal, mol-ecules are linked by bifurcated C-H/H?O hydrogen bonds, enclosing an <i>R</i> <sub>1</sub> <sup>2</sup>(6) ring motif, forming a 2<sub>1</sub> helix propagating along the <i>b</i>-axis direction. The inter-molecular inter-actions were qu-anti-fied using Hirshfeld surface analysis.
Project description:The asymmetric unit of the title compound, 2C17H12N2O3·H2O comprises two mol-ecules of (E)-3-(1H-indol-2-yl)-1-(4-nitro-phen-yl)prop-2-en-1-one and a water mol-ecule. The main mol-ecule adopts an s-cis configuration with respect to the C=O and C=C bonds. The dihedral angle between the indole ring system and the nitro-substituted benzene ring is 37.64?(16)°. In the crystal, mol-ecules are linked by O--H?O and N-H?O hydrogen bonds, forming chains along . In addition, weak C-H?O, C-H?? and ?-? inter-actions further link the structure into a three-dimensional network. The optimized structure was generated theoretically via a density functional theory (DFT) approach at the B3LYP/6-311?G++(d,p) basis level and the HOMO-LUMO behaviour was elucidated to determine the energy gap. The obtained values of 2.70?eV (experimental) and 2.80?eV (DFT) are desirable for optoelectronic applications. The inter-molecular inter-actions were qu-anti-fied and analysed using Hirshfeld surface analysis.
Project description:In the title mol-ecule, C22H20O5, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 12.6?(4)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H?O hydrogen bond. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules into chains along . In addition, ?-? stacking inter-actions are present, with centroid-centroid distances of 3.6648?(15) and 3.8661?(15)?Å between the benzene and two naphthalene rings.
Project description:In the mol-ecule of the title compound, C17H14BrFO3, the aromatic rings are tilted with respect to the enone bridge by 13.63?(14) and 4.27?(15)°, and form a dihedral angle 17.91?(17)°. In the crystal, centrosymmetrically related mol-ecules are linked by pairs of C-H?O hydrogen bonds into dimeric units, forming rings of R22(14) graph-set motif. The dimers are further connected by weak C-H?O hydrogen inter-actions, forming layers parallel to (10). Hirshfeld surface analysis shows that van der Waals inter-actions constitute the major contribution to the inter-molecular inter-actions, with H?H contacts accounting for 29.7% of the surface.