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

Author(s):  
Nabila Moussa Slimane ◽  
Zakaria Bouhidel ◽  
Aouatef Cherouana

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.

Author(s):  
Sundararaman Leela ◽  
Ashokkumar Subashini ◽  
Philip Reji ◽  
Kandasami Ramamurthi ◽  
Helen Stoeckli-Evans

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.


2014 ◽  
Vol 70 (5) ◽  
pp. o603-o603
Author(s):  
Nadir Ghichi ◽  
Mohamed Amine Benaouida ◽  
Ali Benosmane ◽  
Ali Benboudiaf ◽  
Hocine Merazig

In the title aromatic Schiff base compound, C15H15ClN2O, the molecule exists in atransconformation with respect to the C=N bond. The dihedral angle between the benzene rings is 14.49 (6)°. In the crystal, weak C—H...π interactions link molecules into supramolecular chains propagated along thea-axis direction.


2009 ◽  
Vol 65 (6) ◽  
pp. o1254-o1254
Author(s):  
Chunbao Tang

In the molecule of the title Schiff base compound, C19H15ClN2O2, the dihedral angle between the benzene ring and naphthyl ring system is 77.1 (2)°. In the crystal structure, centrosymmetrically related molecules are linked into dimers through pairs of intermolecular N–H...O hydrogen bonds, generating rings of graph setR22(8).


2017 ◽  
Vol 73 (11) ◽  
pp. 1683-1686 ◽  
Author(s):  
H. Purandara ◽  
Sabine Foro ◽  
B. Thimme Gowda

The molecule of the title Schiff base compound, C16H16N4O5S·C3H7NO, displays atransconformation with respect to the C=N double bond. The C—N and N—N bonds are relatively short compared to their normal bond lengths, indicating some degree of delocalization in the molecule. The molecule is bent at the S atom, with an S—N—C—C torsion angle of 164.48 (11)°. The dihedral angle between the two aromatic rings is 84.594 (7)°. Intermolecular N—H...O and C —H...O hydrogen bonds connect centrosymmetrically related molecules into dimers forming rings ofR33(11) andR22(10) graph-set motif stacked along theaaxis into a columnar arrangement. The molecular columns are further linked into a three-dimensional network by C—H...π interactions.


2018 ◽  
Vol 74 (8) ◽  
pp. 1079-1082
Author(s):  
Antony Samy Victoria ◽  
Palaniyappan Sivajeyanthi ◽  
Natarajan Elangovan ◽  
Kasthuri Balasubramani ◽  
Thathan Kolochi ◽  
...  

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.


2012 ◽  
Vol 68 (6) ◽  
pp. o1696-o1696 ◽  
Author(s):  
Kürşat Efil ◽  
Fatih Şen ◽  
Yunus Bekdemir ◽  
Orhan Büyükgüngör

In the title Schiff base compound, C13H9Cl2NO, the molecule displays an E conformation about the imine C=N double bond, with a dihedral angle of 8.09 (11)° between the two benzene rings. In the crystal, molecules are linked by a single O—H...O hydrogen bond, giving one-dimensional chains which extend along (100).


2015 ◽  
Vol 71 (11) ◽  
pp. o819-o819 ◽  
Author(s):  
Farook Adam ◽  
Md Azharul Arafath ◽  
Rosenani Anwaeul Haque ◽  
Mohd Rizal Razali

The molecule of the title Schiff base compound, C14H14N2O2, displays anEconformation with respect the imine C=N double bond. The molecule is approximately planar, with the dihedral angle formed by the planes of the pyridine and benzene rings being 5.72 (6)°. There is an intramolecular hydrogen bond involving the phenolic H and imine N atoms.


2018 ◽  
Vol 74 (12) ◽  
pp. 1887-1890 ◽  
Author(s):  
Sevgi Kansiz ◽  
Mustafa Macit ◽  
Necmi Dege ◽  
Vadim A. Pavlenko

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.


2018 ◽  
Vol 74 (10) ◽  
pp. 1513-1516 ◽  
Author(s):  
Sevgi Kansiz ◽  
Mustafa Macit ◽  
Necmi Dege ◽  
Galyna G. Tsapyuk

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.


2006 ◽  
Vol 62 (5) ◽  
pp. o2017-o2018
Author(s):  
Heng-Yu Qian ◽  
Cheng Liu ◽  
Zhi-Gang Yin ◽  
Seik Weng Ng

The title Schiff base compound, C21H16N4O4, features a crystallographically imposed planar —NH—N= linkage of an E configuration.


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