Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

Aboubacar Diop; Tidiane Diop; Mouhamadou Sembene Boye; Dame Seye; Paul Tinnemans; Cheikh Abdoul Khadir Diop

doi:doi:10.11648/j.sjc.20241205.13

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Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

Aboubacar Diop^*

, Tidiane Diop

, Mouhamadou Sembene Boye

, Dame Seye

, Paul Tinnemans

, Cheikh Abdoul Khadir Diop

Published in Science Journal of Chemistry (Volume 12, Issue 5)

Received: 7 August 2024 Accepted: 2 September 2024 Published: 20 September 2024

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Abstract

New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C₆H₁₇N₃) and 2,4-dichlorobenzaldehyde (C₇H₄Cl₂O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å³and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.

Published in	Science Journal of Chemistry (Volume 12, Issue 5)
DOI	10.11648/j.sjc.20241205.13
Page(s)	102-108
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Schiff Base, Crystal Structure, 3,3’-Iminidipropylamine, 2,4-Dichlorobenzaldeyde, Spectroscopic Technique, X-Ray Diffraction, Thermogravimetric Analysis

1. Introduction

Compounds containing an azomethine or imine group (>C=N-) are known as "Schiff base" in honor of Hugo Schiff (1834-1915) who first synthesized these types of compounds in 1864

[1]

They are formed by the condensation of a primary amine (R-NH₂) and a carbonyl compound as shown in the following reaction mechanism (Figure 1).

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Figure 1. Schiff base formation reaction mechanism.

The first step in this reaction consists of a nucleophilic attack of the non-bonding doublet of the nitrogen atom of the amine on the carbon of the carbonyl group, leading to an unstable intermediate in which one carbon atom carries two electro attracting functions namely the hydroxyl function and the amine function. Finally, when the hydroxyl group is eliminated, the imine function ˃C=N is immediately formed and the Schiff base is then obtained

[2]

Many factors can affect the condensation reaction such as the pH of the solution, the steric effect and electronic effects

[3]

. In an acidic environment, the amine is rapidly protonated, so that it can no longer function as a nucleophile agent and the reaction cannot take place. Furthermore, in a strongly basic medium, the reaction is prevented due to the absence of protons in the reaction medium which causes the attack of the carbinolamine hydroxyl leading to the formation of the Schiff base and water

[4]

Azomethin compounds involving aryl groups are more stable, while compounds having alkyl groups are comparatively unstable and disintegrate easily

[5]

. Compounds characterized by aromatic aldehydes are more stable and effective than aliphatic aldehydes

[6]

Schiff bases have recently attracted attention in various fields of research, including biological activities such as antibacterial activity

[7]

, cytotoxic activity

[8]

, antifungal activity

[9]

, antituberculosis activity

[10]

, antidiabetic activity

[11]

, anti-inflammatory activity

[12]

, anti-Alzheimer activity

[10]

2. Materials and Methods

2.1. Material and Physical Measurements

All chemicals used were of analytical grade, commercially available from different sources and used without further purification. Elemental analyses was performed on Perkin Elmer 2400 CHN. Infrared spectra were obtained on a FTIR (Fourier-transform infrared) Spectrum Two of Perkin Elmer spectrophotometer in the 4000-400 cm^-1 range. The ¹H NMR spectra in CDCl₃ was recorded at room temperature with a Bruker 200 MHz spectrometer. Thermal gravimetric (TG) analysis was conducted on a TGA SHIMADZU model 50 thermal gravimetric analyzer.

2.2. X-ray Data Collection, Structure Determination and Refinement

Reflections were measured on a Bruker D8 Quest Apex3 diffractometer with graphite monochromator Mokα radiation (λ = 0.71073Å). Software package used for the intensity integration was SAINT (v8.40A)

[13]

and absorption correction was performed with SADABS

[14]

. The structure were solved with direct methods using SHELXT-2014/5. Least-squares refinement was performed with SHELXL-2018/3

[15]

against

{{[F}_{h}^{o}]}^{2}

of all reflections. Non-hydrogen atoms were refined freely with anisotropic displacement parameters. Hydrogen atoms were placed on calculated positions or located in difference Fourier maps. All calculated hydrogen atoms were refined with a riding model

[16]

. The structures obtain were draw by the application Olex2

[17]

. Crystal data and details of structure refinement for the compound are summarized in Table 1.

2.3. Synthesis of the Schiff Base

To a solution of 2,4-dichlorobenzaldehyde (C₇H₄Cl₂O) (3.500 g; 20 mmol) in 15 mL of methanol was added a methanolic solution (15mL) of 3,3'-iminodipropylamine (C₆H₁₇N₃) (1.312 g; 10 mmol) and two drops of hydrochloric acid. The reaction mixture was refluxed at for 2 h. The solution obtained is left at room temperature under slow evaporation for 72 hours. White single crystals were collected.

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Figure 2. Synthesis scheme of the compound.

[C₂₀H₂₂N₃Cl₅]. Yield 76%. Analysis calculated, C: 47,17; H: 4,95; N: 8,67. Found, C: 47,87; H: 4.60; N: 8,72%.

3. Results and Discussion

3.1. FTIR Spectrum

The IR spectrum of the compound (Figure 3) shows the presence of vibration bands in the range 3500-2700 cm^-1 attributed to the ammonium cation

[18, 19]

The band at 1644.63 cm^-1 is assigned to the υ_(C=N) vibration, indicates the formation of the Schiff base. The valence vibrations υ_(C=C) of aromatic rings are observed in the region 1600-1450cm^-1. The weak band observed around 1340 cm^-1 is due to the valence vibration υ_(C-N). The hydrocarbon part is highlighted by the presence of asymmetric and symmetrical frequencies of aromatic C-H and aliphatic C-H observed respectively around 3100-3000 cm^-1 and 3000-2900 cm^-1

[19]

3.2. Thermal Analysis

TG curve of the compound was obtained at a heating rate of 5°C min^-1over a temperature range of 20-800°C.

The TG curve of the compound (Figure 4) shows that it is thermally stable up to approximately 180°C. The compound decomposed in two steps during the conversion. The first step was observed in the range 180°C - 460°C with a weight loss of 71% (calculated 71.80%) which assigned to partial elimination of two identical fragments of the ligand (2C₇H₄NCl₂) followed by a second step of the decomposition which is completed at 560°C, implying a mass loss of 29% (calculated 28.10%) corresponded to removal of C₆H₁₄NCl fragment. The residual is zero, which confirms the total loss of the Schiff base.

3.3. Crystal Structure

The compound consists of a cationic Schiff base with a chloride ion as counter ion. The compound is symmetrical bidentate and crystallizes in an orthorhombic system with a space group Pnma and a number of units per cell Z =4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. Disordered solvent was removed using the SQUEEZE procedure

[20].

The molecular geometry is illustred in Figure 5 and selected bond lengths and angles are listed in Table 1 are agreed with those observed in other related structure

[21]

In the molecule, the aromatic rings are oriented at a dihedral angle of around 77.42º. The C12 and C15 atoms are in the Trans position relative to the N05-C11 bond.

The aromatic rings C08/C06/C07/C10/C13/C09 are in the Trans position with the aliphatic group C11/C15/C14/N04/C14/C15/C11 relative to the C12-N05 bond and the angle formed around C12 is 120.78 (11)°. This angle is sufficient to maintain the cycles in Trans configuration. The length of the C12-N05 bond is of the order of 1.2631(16) Å, which corresponds to an imine double bond (>C=N) and is to comparable to that observed for 2-((2-chloro-4-nitrophenyl) iminomethyl) phenol 1,292 (3)

[22]

Furthermore, along the

\vec{c}

axis, the crystal structure reveals the existence of two polymeric chains formed by an alternating Schiff base ions and chloride ions. Chloride ions play an important role in crystal cohesion through the hydrogen bonds they form between Schiff base molecules (Figure 6).

In addition, there are π-π interactions [centroid – centroid distance is 3.806 Å] between adjacent aromatic rings, generating chains of molecules in the [010] direction (Figure 7). Figure 8 shows the crystal stacking seen along the

\vec{a}

axis.

Table 1. Crystal data and structure refinement for compound.

Formula	C₂₀H₂₂Cl₅N₃
Mr	481.65
Temperature (K)	150
Crystal system, Space group	Orthorhombic, Pnma
a, b, c (Å)	7.0681(2), 29.7679(10), 11.4545(4)
Crystal size (mm)	0.43 x 0.33 x 0.10
α = β = γ (°)	90
V(Å³)	2410.06 (14)
Z	4
Crystal size (mm)	0.43 x 0.33 x 0.10
Dcalc. (mg/m³)	1.327
Absorption correction μ/mm¹	0.61
F(000)	999
ϴ full (°)	2.7 – 28.8
Index ranges h, k, l	-8≤ h ≤ 10, -45 ≤ k≤ 45, -17 ≤ l ≤ 17
Reflections collected	46076
Independent reflections R(int)	4661 [R_int =0.022]
Parameters	134
Indices finaux R [I ≥ 2σ (I)]	R₁ = 0.038 Wr₂ = 0.101
Δρ_max, Δρ_min / e Å^-3	0.47/ -0.29

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Figure 3. FT-IR Spectrum.

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Figure 4. TG curve of the compound.

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Figure 5. Crystal structure of the compound.

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Figure 6. Crystal packing of the compound seen along the

\vec{c}

axis. C-H…Cl hydrogen bonds are shown in blue and red lines.

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Figure 7. A molecule pair showing the centroid – centroid distance of aromatic rings between two adjacent molecules in the crystal packing.

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Figure 8. Crystal packig of the compound along the

\vec{a}

axis.

4. Conclusions

Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) amine chloride, was successfully synthesized by the condensation reaction of 3,3'-iminodipropylamine and 2,4 -dichlorobenzaldehyde. The structure of the compound was characterized by elemental analyses (CHN), FT-IR and X-ray diffraction which revealed a thermally stable compound, formed of a symmetrical and bidentate Schiff base ion with a chloride ion as counter ion.

Abbreviations

FTIR	Fourier-Transform Infrared
TG	Thermogravimetric
IMM	Institute for Molecules and Materials

Acknowledgments

The authors are thankful Institute for Molecules & Materials (IMM) Solid State Chemistry, Huygens building, The Netherlands to the Department of Chemistry, University.

Supporting Information

CCDC-2376054 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via charge obtained free https://www.ccdc.cam.ac.uk/structures/, or by e-mailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0)1223-336033.

Author Contributions

Aboubacar Diop: Methodology, Software, Writing – original draft, Writing – review & editing

Tidiane Diop: Supervision, Validation, Visualization

Mouhamadou Sembene Boye: Supervision, Validation, Visualization

Dame Seye: Supervision, Validation, Visualization

Paul Tinnemans: Data curation, Formal Analysis, Resources, Software, Validation

Cheikh Abdoul Khadir Diop: Supervision, Validation, Visualization

Conflicts of Interest

The authors declare no conflicts of interest.

References

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Cite This Article

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APA Style

Diop, A., Diop, T., Boye, M. S., Seye, D., Tinnemans, P., et al. (2024). Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Science Journal of Chemistry, 12(5), 102-108. https://doi.org/10.11648/j.sjc.20241205.13

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ACS Style

Diop, A.; Diop, T.; Boye, M. S.; Seye, D.; Tinnemans, P., et al. Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Sci. J. Chem. 2024, 12(5), 102-108. doi: 10.11648/j.sjc.20241205.13

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AMA Style

Diop A, Diop T, Boye MS, Seye D, Tinnemans P, et al. Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Sci J Chem. 2024;12(5):102-108. doi: 10.11648/j.sjc.20241205.13

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@article{10.11648/j.sjc.20241205.13,
  author = {Aboubacar Diop and Tidiane Diop and Mouhamadou Sembene Boye and Dame Seye and Paul Tinnemans and Cheikh Abdoul Khadir Diop},
  title = {Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride
},
  journal = {Science Journal of Chemistry},
  volume = {12},
  number = {5},
  pages = {102-108},
  doi = {10.11648/j.sjc.20241205.13},
  url = {https://doi.org/10.11648/j.sjc.20241205.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20241205.13},
  abstract = {New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C6H17N3) and 2,4-dichlorobenzaldehyde (C7H4Cl2O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å3 and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.
},
 year = {2024}
}

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TY  - JOUR
T1  - Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

AU  - Aboubacar Diop
AU  - Tidiane Diop
AU  - Mouhamadou Sembene Boye
AU  - Dame Seye
AU  - Paul Tinnemans
AU  - Cheikh Abdoul Khadir Diop
Y1  - 2024/09/20
PY  - 2024
N1  - https://doi.org/10.11648/j.sjc.20241205.13
DO  - 10.11648/j.sjc.20241205.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 102
EP  - 108
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20241205.13
AB  - New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C6H17N3) and 2,4-dichlorobenzaldehyde (C7H4Cl2O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å3 and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.

VL  - 12
IS  - 5
ER  -

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Author Information

Aboubacar Diop

Department of Chemistry, Faculty of Science and Technology Cheikh Anta Diop University, Dakar, Senegal

Contact Email

http://orcid.org/0000-0002-9537-7921
Tidiane Diop

Department of Chemistry, Faculty of Science and Technology Cheikh Anta Diop University, Dakar, Senegal

Contact Email

http://orcid.org/0000-0003-1098-451X
Mouhamadou Sembene Boye

Department of Physics and Chemistry, Faculty of Education and Training Sciences and Technologies, Dakar, Senegal

Contact Email

http://orcid.org/0009-0000-8447-6409
Dame Seye

Department of Physics-Chemistry, UFR Science and Technology, Iba Der Thiam, Thies, Senegal

Contact Email

http://orcid.org/0009-0009-9431-1793
Paul Tinnemans

Institute for Molecules and Materials (IMM) Solid State Chemistry, Faculty of Science Radboud University, Nijmegen, Netherlands

Contact Email

http://orcid.org/0000-0002-3930-7056
Cheikh Abdoul Khadir Diop

Department of Chemistry, Faculty of Science and Technology Cheikh Anta Diop University, Dakar, Senegal

Contact Email

http://orcid.org/0000-0003-0001-9484

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Table 1

Table 1. Crystal data and structure refinement for compound.

Plain Text BibTeX RIS

APA Style

Diop, A., Diop, T., Boye, M. S., Seye, D., Tinnemans, P., et al. (2024). Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Science Journal of Chemistry, 12(5), 102-108. https://doi.org/10.11648/j.sjc.20241205.13

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ACS Style

Diop, A.; Diop, T.; Boye, M. S.; Seye, D.; Tinnemans, P., et al. Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Sci. J. Chem. 2024, 12(5), 102-108. doi: 10.11648/j.sjc.20241205.13

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AMA Style

Diop A, Diop T, Boye MS, Seye D, Tinnemans P, et al. Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride. Sci J Chem. 2024;12(5):102-108. doi: 10.11648/j.sjc.20241205.13

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@article{10.11648/j.sjc.20241205.13,
  author = {Aboubacar Diop and Tidiane Diop and Mouhamadou Sembene Boye and Dame Seye and Paul Tinnemans and Cheikh Abdoul Khadir Diop},
  title = {Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride
},
  journal = {Science Journal of Chemistry},
  volume = {12},
  number = {5},
  pages = {102-108},
  doi = {10.11648/j.sjc.20241205.13},
  url = {https://doi.org/10.11648/j.sjc.20241205.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20241205.13},
  abstract = {New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C6H17N3) and 2,4-dichlorobenzaldehyde (C7H4Cl2O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å3 and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.
},
 year = {2024}
}

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TY  - JOUR
T1  - Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium) Amine Chloride

AU  - Aboubacar Diop
AU  - Tidiane Diop
AU  - Mouhamadou Sembene Boye
AU  - Dame Seye
AU  - Paul Tinnemans
AU  - Cheikh Abdoul Khadir Diop
Y1  - 2024/09/20
PY  - 2024
N1  - https://doi.org/10.11648/j.sjc.20241205.13
DO  - 10.11648/j.sjc.20241205.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 102
EP  - 108
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20241205.13
AB  - New Schiff base compound N,N'-bis(2,4-dichlorobenzylidene-3-propylammonium)amine chloride obtained by a condensation reaction between 3,3’-iminidipropylamine (C6H17N3) and 2,4-dichlorobenzaldehyde (C7H4Cl2O) in 1:2 ratio in methanol. The compound is characterized by elemental analyze (CHN) and FT-IR (Fourier-transform infrared) spectroscopic technique which shows the presence of the imine group resulting from a condensation reaction and two potentiel donor sites. Crystal structure was obtained by single-crystal X-ray diffraction (RX). Compound crystallize in the orthorhombic system, space groupe Pnma with unit cell parameters: a = 7.0681(2) Å, b = 29,7679 (10) Å, c = 11.4545(4) Å, α =β =Ɣ = 90°, V = 2410.06 (14) Å3 and Z = 4. Due to a mirror plane through the molecule, the asymmetric unit consists of only half the molecule. In the crystal structure of the compound, the dihedral angle formed between an aromatic ring C08/C06/C07/C10/C13/C09 and the aliphatic group C11/C15/C14/N04/C14/C15/C11 is equal to 77.42°. In addition, the aromatic rings are in the Trans position with the aliphatic group compared to the imine bonds C12-N05 and the angle formed around C12 is 120.78 (11)° whose is sufficient to maintain the cycles in Trans configuration. Thermogravimetric analysis (TG) of the compound shows very good thermal stability and decomposition from 180°C.

VL  - 12
IS  - 5
ER  -

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