scholarly journals 2-{(1E)-[(E)-2-(2,6-Dichlorobenzylidene)hydrazin-1-ylidene]methyl}phenol: crystal structure, Hirshfeld surface analysis and computational study

2019 ◽  
Vol 75 (10) ◽  
pp. 1423-1428 ◽  
Author(s):  
Rohit B. Manawar ◽  
Mitesh B. Gondaliya ◽  
Manish K. Shah ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Computational Study ◽  
Hirshfeld Surface ◽  
Stacking Interactions ◽  
Interaction Energies ◽  
Compound C ◽  
Hirshfeld Surfaces ◽  
Π Stacking ◽  
Schiff Base Compound ◽  
Van Der Waals Radii ◽  
Base Compound

The title Schiff base compound, C14H10Cl2N2O, features an E configuration about each of the C=N imine bonds. Overall, the molecule is approximately planar with the dihedral angle between the central C2N2 residue (r.m.s. deviation = 0.0371 Å) and the peripheral hydroxybenzene and chlorobenzene rings being 4.9 (3) and 7.5 (3)°, respectively. Nevertheless, a small twist is evident about the central N—N bond [the C—N—N—C torsion angle = −172.7 (2)°]. An intramolecular hydroxy-O—H...N(imine) hydrogen bond closes an S(6) loop. In the crystal, π–π stacking interactions between hydroxy- and chlorobenzene rings [inter-centroid separation = 3.6939 (13) Å] lead to a helical supramolecular chain propagating along the b-axis direction; the chains pack without directional interactions between them. The calculated Hirshfeld surfaces point to the importance of H...H and Cl...H/H...Cl contacts to the overall surface, each contributing approximately 29% of all contacts. However, of these only Cl...H contacts occur at separations less than the sum of the van der Waals radii. The aforementioned π–π stacking interactions contribute 12.0% to the overall surface contacts. The calculation of the interaction energies in the crystal indicates significant contributions from the dispersion term.

scholarly journals 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study

2020 ◽  
Vol 76 (5) ◽  
pp. 697-702
Author(s):  
David Chukwuma Izuogu ◽  
Jonnie Niyi Asegbeloyin ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Computational Study ◽  
Hirshfeld Surface ◽  
Stacking Interactions ◽  
Interaction Energies ◽  
X Ray ◽  
Hirshfeld Surfaces ◽  
Π Stacking ◽  
Centroid Distance ◽  
Dispersion Terms

The X-ray crystal structure of the title phthalazin-1-one derivative, C17H16N2O3S {systematic name: 2-[(2,4,6-trimethylbenzene)sulfonyl]-1,2-dihydrophthalazin-1-one}, features a tetrahedral sulfoxide-S atom, connected to phthalazin-1-one and mesityl residues. The dihedral angle [83.26 (4)°] between the organic substituents is consistent with the molecule having the shape of the letter V. In the crystal, phthalazinone-C6-C—H...O(sulfoxide) and π(phthalazinone-N2C4)–π(phthalazinone-C6) stacking [inter-centroid distance = 3.5474 (9) Å] contacts lead to a linear supramolecular tape along the a-axis direction; tapes assemble without directional interactions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of the C—H...O and π-stacking interactions but, also H...H and C—H...C contacts. The calculation of the interaction energies indicate the importance of dispersion terms with the greatest energies calculated for the C—H...O and π-stacking interactions.

scholarly journals Crystal structure and Hirshfeld surface analysis of ethyl (E)-4-[(4-hydroxy-3-methoxy-5-nitrobenzylidene)amino]benzoate

2018 ◽  
Vol 74 (8) ◽  
pp. 1079-1082
Author(s):  
Antony Samy Victoria ◽  
Palaniyappan Sivajeyanthi ◽  
Natarajan Elangovan ◽  
Kasthuri Balasubramani ◽  
Thathan Kolochi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Surface Analysis ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Compound C ◽  
High Propensity ◽  
Benzene Rings ◽  
Schiff Base Compound ◽  
Ring Motif ◽  
Base Compound

The title Schiff base compound, C17H16N2O6, has an E configuration with respect to the C=N bond, with a dihedral angle between the two benzene rings of 31.90 (12)°. There is an intramolecular O—H...Onitro hydrogen bond present forming an S(6) ring motif. In the crystal, molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers enclosing an R 2 2(4) ring motif. The dimers are linked about an inversion centre by pairs of C—H...O hydrogen bonds, which enclose R 2 2(22) loops, forming chains propagating along the [10\overline{3}] direction. Hirshfeld surface analysis and fingerprint plots show enrichment ratios for the H...H, O...H and C...H contacts, indicating a high propensity of such interactions in the crystal. Both the nitro group and the CH3–CH2–O– group are positionally disordered.

scholarly journals Crystal structure and Hirshfeld surface analysis of (E)-2,4-di-tert-butyl-6-[(3-chloro-4-methylphenylimino)methyl]phenol

2018 ◽  
Vol 74 (12) ◽  
pp. 1887-1890 ◽  
Author(s):  
Sevgi Kansiz ◽  
Mustafa Macit ◽  
Necmi Dege ◽  
Vadim A. Pavlenko
Keyword(s):  
Surface Analysis ◽  
Mirror Symmetry ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Mirror Plane ◽  
Compound C ◽  
Schiff Base Compound ◽  
Base Compound

The title Schiff base compound, C22H28ClNO, shows mirror symmetry with all its non-H atoms, except thetert-butyl groups, located on the mirror plane. There is an intramolecular O—H...N hydrogen bond present forming anS(6) ring motif. In the crystal, the molecules are connected by C—H...π interactions, generating a three-dimensional supramolecular structure. Hirshfeld surface analysis and two dimensional fingerprint plots were used to analyse the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H...H (68.9%) and C...H/H...C (11.7%) interactions.

scholarly journals Whole-molecule disorder of the Schiff base compound 4-chloro-N-(4-nitrobenzylidene)aniline: crystal structure and Hirshfeld surface analysis

2020 ◽  
Vol 76 (3) ◽  
pp. 417-422
Author(s):  
Sundararaman Leela ◽  
Ashokkumar Subashini ◽  
Philip Reji ◽  
Kandasami Ramamurthi ◽  
Helen Stoeckli-Evans
Keyword(s):  
Schiff Base ◽  
Surface Analysis ◽  
Crystal Packing ◽  
Minor Component ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Compound C ◽  
Schiff Base Compound ◽  
Whole Molecule Disorder ◽  
Base Compound

In the crystal of the title Schiff base compound, C13H9ClN2O2, [CNBA; systematic name: (E)-N-(4-chlorophenyl)-1-(4-nitrophenyl)methanimine], the CNBA molecule shows whole-molecule disorder (occupancy ratio 0.65:0.35), with the disorder components related by a twofold rotation about the shorter axis of the molecule. The aromatic rings are inclined to each other by 39.3 (5)° in the major component and by 35.7 (9)° in the minor component. In the crystal, C—H...O hydrogen bonds predominate in linking the major components, while weak C—H...Cl interactions predominate in linking the minor components. The result is the formation of corrugated layers lying parallel to the ac plane. The crystal packing was analysed using Hirshfeld surface analysis and compared with related structures.

scholarly journals Crystal structure and Hirshfeld surface analysis of (E)-N-[(2-ethoxynaphthalen-1-yl)methylidene]-5,6,7,8-tetrahydronaphthalen-1-amine

2018 ◽  
Vol 74 (10) ◽  
pp. 1513-1516 ◽  
Author(s):  
Sevgi Kansiz ◽  
Mustafa Macit ◽  
Necmi Dege ◽  
Galyna G. Tsapyuk
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Two Dimensional ◽  
Compound C ◽  
Schiff Base Compound ◽  
Base Compound

In the title Schiff base compound, C23H23NO, the two ring systems are twisted by 51.40 (11)° relative to each other. In the crystal, the molecules are connected by weak C—H...π interactions, generating a three-dimensional supramolecular structure. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H...H (67.2%), C...H/H...C (26.7%) and C...C (2.5%) interactions.

scholarly journals 2-[(1E)-[(Z)-2-({[(1Z)-[(E)-2-[(2-Hydroxyphenyl)methylidene]hydrazin-1-ylidene]({[(4-methylphenyl)methyl]sulfanyl})methyl]disulfanyl}({[(4-methylphenyl)methyl]sulfanyl})methylidene)hydrazin-1-ylidene]methyl]phenol: crystal structure, Hirshfeld surface analysis and computational study

2020 ◽  
Vol 76 (8) ◽  
pp. 1245-1250
Author(s):  
Georgiana Paulus ◽  
Huey Chong Kwong ◽  
Karen A. Crouse ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Torsion Angle ◽  
Computational Study ◽  
Hirshfeld Surface ◽  
Interaction Energies ◽  
Orthogonal Relationship ◽  
Hirshfeld Surfaces ◽  
Layer Region ◽  
Imine Bond ◽  
Dispersion Term

The complete molecule of the title hydrazine carbodithioate derivative, C32H30N4O2S4, is generated by a crystallographic twofold axis that bisects the disulfide bond. The molecule is twisted about this bond with the C—S—S—C torsion angle of 90.70 (8)° indicating an orthogonal relationship between the symmetry-related halves of the molecule. The conformation about the imine bond [1.282 (2) Å] is E and there is limited delocalization of π-electron density over the CN2C residue as there is a twist about the N—N bond [C—N—N—C torsion angle = −166.57 (15)°]. An intramolecular hydroxyl-O—H...N(imine) hydrogen bond closes an S(6) loop. In the crystal, methylene-C—H...π(tolyl) contacts assemble molecules into a supramolecular layer propagating in the ab plane: the layers stack without directional interactions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of H...H contacts, which contribute 46.7% of all contacts followed by H...C/C...H contacts [25.5%] reflecting, in part, the C—H...π(tolyl) contacts. The calculation of the interaction energies confirm the importance of the dispersion term and the influence of the stabilizing H...H contacts in the inter-layer region.

scholarly journals A new crystal form and antimicrobial activity of (E)-1-[3-(2-hydroxybenzylideneamino)phenyl]ethanone

2018 ◽  
Vol 74 (7) ◽  
pp. 884-888
Author(s):  
Nabila Moussa Slimane ◽  
Zakaria Bouhidel ◽  
Aouatef Cherouana
Keyword(s):  
Schiff Base ◽  
Salmonella Typhimurium ◽  
Crystal Form ◽  
Hirshfeld Surface ◽  
Space Group ◽  
Compound C ◽  
Graph Set ◽  
Schiff Base Compound ◽  
Supramolecular Chains ◽  
Base Compound

The title Schiff base compound, C15H13NO2, crystallizes in a new crystal form in the space group P212121, which is different from the monoclinic P21/n space group reported previously [De et al. (2009). Indian J. Chem. Sect. B, 48, 595–598]. An intramolecular O—H...N hydrogen bond occurs between the hydroxy and azomethine moieties. In the crystal, molecules are linked by weak C—H...O hydrogen bonds into supramolecular chains propagating along the b-axis direction with a C(8) graph-set motif. The contribution of these two contacts in Hirshfeld surface area are around 19 and 21%, respectively. The title compound was screened for its antibacterial activity against two gram-negative (Escherichia coli and Salmonella typhimurium) and one gram-positive (Staphyloccus aureus) bacteria. The results of this study reveal that this Schiff base shows good activity against only one bacterium, i.e. Salmonella typhimurium.

scholarly journals 4-Nitrobenzyl 3,4-bis(acetyloxy)-2-(4-methoxyphenyl)pyrrolidine-1-carboxylate: crystal structure, Hirshfeld surface analysis and computational chemistry

2020 ◽  
Vol 76 (7) ◽  
pp. 1080-1086
Author(s):  
Sofia Dallasta Pedroso ◽  
Ignez Caracelli ◽  
Julio Zukerman-Schpector ◽  
Monica Soto-Monsalve ◽  
Regina H. De Almeida Santos ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Title Compound ◽  
Hirshfeld Surface ◽  
The Other ◽  
Interaction Energies ◽  
Compound C ◽  
Hirshfeld Surfaces ◽  
Layer Region ◽  
Methylene Group ◽  
Dispersive Term

The title compound, C23H24N2O9, is a tetra-substituted pyrrolidine derivative with a twisted conformation, with the twist evident in the C—C bond bearing the adjacent acetyloxy substituents. These are flanked on one side by a C-bound 4-methoxyphenyl group and on the other by a methylene group. The almost sp 2-N atom [sum of angles = 357°] bears a 4-nitrobenzyloxycarbonyl substituent. In the crystal, ring-methylene-C—H...O(acetyloxy-carbonyl) and methylene-C—H...O(carbonyl) interactions lead to supramolecular layers lying parallel to (\overline{1}01); the layers stack without directional interactions between them. The analysis of the calculated Hirshfeld surfaces indicates the combined importance of H...H (42.3%), H...O/O...H (37.3%) and H...C/C...H (14.9%) surface contacts. Further, the interaction energies, largely dominated by the dispersive term, point to the stabilizing influence of H...H and O...O contacts in the inter-layer region.

scholarly journals Crystal structure and Hirshfeld surface analysis of 6,6′-((1E,1′E)-{[1,4-phenylenebis(methylene)]bis(azanylylidene)}bis(methaneylylidene))bis(2-methoxyphenol)

2022 ◽  
Vol 78 (1) ◽  
Author(s):  
Sevgi Kansiz ◽  
Semanur Yesilbag ◽  
Necmi Dege ◽  
Eiad Saif ◽  
Erbil Agar
Keyword(s):  
Surface Analysis ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Monoclinic Space Group ◽  
Bond Forming ◽  
Compound C ◽  
Intermolecular Contacts ◽  
Schiff Base Compound ◽  
O 18 ◽  
Base Compound

The Schiff base compound, C24H24N2O4, was synthesized by the interaction of 2-hydroxy-3-methoxy benzaldehyde and 1,4-benzene dimethanamine in ethanol, and crystallizes in the monoclinic space group P21/n with Z′ = 0.5. The molecule is not planar, the 1,4-diethylbenzene and the phenol rings are twisted with respect to each other, making a dihedral angle of 74.27 (5)°. The molecular structure is stabilized by an O—H...N hydrogen bond, forming an S(6) ring motif. In the crystal, molecules are linked by C—H...O hydrogen bonds, resulting in the formation of sheets parallel to the bc plane. A Hirshfeld surface analysis was undertaken to investigate the various intermolecular contacts controlling the supramolecular topology, suggesting the H...O (18%) contacts to be the most significant interactions, whereas the H...H (50.5%) and C...H (24.3%) interactions are less significant.

scholarly journals 2-[(E)-(1,10-Phenanthrolin-5-yl)iminomethyl]phenol methanol monosolvate

2012 ◽  
Vol 68 (4) ◽  
pp. o1173-o1174
Author(s):  
Sema Öztürk Yíldírím ◽  
Nebahat Demirhan ◽  
Fikriye Elmalí ◽  
Ray J. Butcher
Keyword(s):  
Hydrogen Bond ◽  
Schiff Base ◽  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Solvent Molecule ◽  
Stacking Interactions ◽  
Compound C ◽  
The Mean ◽  
Schiff Base Compound ◽  
Base Compound

In the title multi-donor Schiff base compound, C19H13N3O·CH3OH, the dihedral angle between the mean planes of the phenanthroline and phenol rings is 59.3 (1)°. The Schiff base molecule is linked to the solvent molecule by an O—H...O hydrogen bond. In the crystal, the components are linked by O—H...N hydrogen bonds, weak O—H...N interactions and π–π stacking interactions [centroid–centroid distances = 3.701 (1) and 3.656 (1) Å].

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