Microsoft Word - 131-142 Chemistry | 131 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Metal (II) Complexes with Tridentate N, N,O Ligand: Synthesis, Characterization and Biological Studies  Ali N. Niseaf  Dept. of Chemistry/ College of Education for Pure Sciences ( Ibn Al-Haitham)/ University of Baghdad Received in:12/January/2016,Acceted in:28/June/2016 Abstract The preparation of some new coordination compounds for nikel (II), manganese (II), copper (II), cobalt (II)and mercury (II), with ligand obtained from Benzoinand2-amino pyridine.The ligand[6-(2-hydroxy-1,2-diphenylethylideneamino)pyridin-3-ylium)](L) was made from reactin ethanol with metal salts in (1:1)(metal : ligand)ratio.[MLCl] was the inclusive formula of the complexes where M= Mn(II),Co(II),Ni(II),Cu(II) and Hg(II). Metal analysis by electronic spectra, atomic absorption ,infrared spectra, 1H&13C-NMR(only ligand)spectral studies, magnetic moment and molar conductance measurements used to describe the compounds.The determinations indicated that the ligand coordinates with the metal (II) ion in neutral tridentate manner through the azomethine nitrogen atom, nitrogen atom for pyridine and oxygen atom of the benzoin, all the studies reveal coordination four for the metals in all the complexes. Tetrahedral and square planar structures were suggested for metal complexes. Key words: Schiff base, 2-amino pyridine, Characterization, Metal chelate complexes. Chemistry | 132 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Introduction Amino compounds as heterocyclic containing one or more possibilitygiver centers took asignificant assignment in the study of reaction of atridentate Schiff base system [1]. They are recognized to act ligands as bidentate or tridentate when chelated to metalion [2]. Schiff bases are a grade of significant compounds due to their broad domain of enforcements and qualities [3].Schiff base and its complexes have presented with a lot notice because of their use as models for biological arrangement and applications as i.e. in the areas of catalysis clinical application[4], pharmacologically and photochemical[5].Schiff bases are reported to possess antibacterial[6],antifungal[7],anticancer[8],herbicidal anticonvulsant [9] and diuretic activities[10].These ligands have ONO giver atom group were attracted the interest of many authors are well recognized to coordinate with various metal ions and this has [11]. In this study, Schiff base of 2-aminopyridine with benzoin has been synthesized,characterized and antibacterial activity study of the new complexes were prepared.Further more, the structures of prepared compounds were definite by spectral studies.The arrangement of the compounds is displayed in scheme(1) and(2). Experimental 2-amino pyridine and Benzoin were purchased from Sigma Chemical Co. (USA). Glacial acetic acidreagent from" (Aldrich and Sigma)".The all metal salts used were gave from (BDH). Instrumentation Melting point were determined on "Gallenkamp melting point Apparatus ".Elemental microanalysis C.H.N. were carried out using "Euro Vector EA 3000 A Analysis".FT-IR measurements were recorded on "Shimadzu- 8300 Spectrophotometer". Electronic spectra were recorded using "U.V-Vis. spectrophotometer type CECIL" .1H and13C-NMR spectra were recorded by using a Bruker 300 MHZ (Switzerland),Chemical shift . Conductivity measurements were obtained from WTW conductivity meter .The chloride content determined using potentiometric titration method on "686–Titro Processor –665 Dosim A– Metrohm/Swiss".rature. Atomic Absorptionof complexeswere obtained from a shimadzu PR- 5.ORAPHIC PRINTER atomic spectrophotometer". Synthesis of [6-(2-hydroxy-1,2-diphenylethylideneamino)pyridin-3-ylium)] (L) The [L]was prepared according tothe method published in literature [1]scheme (1)An ethanolic solution of (30 mL) 2-aminopyridine (0.094g, 0.001 mmole) was added to an ethanolic solution of benzoin (0.21, 0.01 mmole)and three drops from glacial acetic acid. The resultant mixture was refluxed for ca. 6 h. The solid product formed was filtered and recrystallized from ethanol [2] C H C O OH Benzoin + N + H2N 2-amino pyridine C HC N OH + N (Z)-6-(2-hydroxy-1,2-diphenylethylideneamino)pyridin-3- ylium ref lex 6 hrs. Ethanol/HAA Chemistry | 133 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Synthesis of M(II) Complexes A solution of metal (II) chlorides in ethanol (2mmole) was stirred with ethanolic solution of the Schiff base (2mmole)and three drops from KOH solution, for ca. 2 h on a magnetic stirrer at 50oC. The solid complex precipitated was filtered off and washed thoroughly with ethanol and dried in vacuous, recrystallized from a hot of (10mL) ethanol, a coloured precipitate was formed [5, 6].The physical properties of complexes were listed in Table (1).   Results and Discussion NMR spectrum The 1H NMR spectrum shows signals at: 1.15 ppm singlet for 1H benzoin H atome; singlet at 2.50 ppm due to DMSO solvent ;singlet signal at 3.385 for 1H hydroxylic proton ,the remaining [bands multiplied] from 5.6 to 8.2 ppm belong to the three aromatic ring protons that overlap with each other [10].  The 13C NMR spectrum: in the spectrum the 40.8 ppm signal is due to the solvent C atoms of DMSO; 73.2 attributed to C-OHmoiety; the aromatic carbon peaks appeared in the range from 124.43 to 149.88 ppm ,finely the two peaks above 160 ppm, returned to the two sp2 Carbone atom that linked with Nitrogen , the firs are for Schiff base band and the other one returns to α –imine pyridine [12]. M=Co,&Mn   M=Cu,Ni&Hg   C HC N + N O Cl C HC N OH + N MCl2 M=Cu,Ni&Hg MKOH C CH N + N O Cl M+ M=Co&Mn Chemistry | 134 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 The IR spectra for the ligand and its complexes The important IR absorption bands for the synthesized Schiff bases are listed. In the L, the band shows at 1604 cm-1that it was assigned to the v(C=N) stretching mode. In complexes this band was shifted to lower regions, 1598cm-1, 1593cm-1,1591cm-11595cm-1, and 1596cm-1 for Mn(II),Co(II),Ni(II),Cu(II) and Hg(II)complexes respectively, suggesting the coordination of azomethine nitrogen to metal atom in complexation [13].The (IR) spectra of the complexes showed band at the range(1576-1581) cm-1were assigned to υ(C=N) groups for the pyridine ring in 2-amino pyridine,which shifted the frequency to a lower in comparison with that of Schiff base was showed at (1588)cm-1,when coordination with the metal ion referring to share of two nitrogen'sv(-C=N).The bands show at 1531 cm-1 and 1498 cm-1were assigned to the v(C=C) stretching mode in the ligand.These bands prove the presence of benzene. IR spectrum of the ligand showed a board band at 3344 cm-1 due to v (OH) stretching mode in the ligand [14]. This band was absent in the spectra of complexes, they indicate the disappearing of the alcoholic proton on complexation and involvement of alcoholic anionic oxygen in coordination [15]. Moreover, the strong band at1187 cm−1is due to v(C-O) (alcoholic) in the ligand. Amedium band corresponding to pyridine nitrogen v(C-N) was observed at 1253 cm−1[16,17].The bands arising due to vibration v(C-O) mode at 1187 cm−1and the v(C-N) frequency in the free ligand at 1253 cm−1were observed to be shifted to higher or lower frequencies, at 1240–1257 cm-1 and 1183–1198 cm-1.Alsothe bands show at( 582-547) ,(460-482) due to v(M-O) and v(M-N), respectively.In the metal complexes indicating the involvement of nitrogen of pyridine ring and oxygen of the alcoholic group in the complex formation [18-19].   The UVSpectral Studies  The Cu(II), Co(II), Ni(II), Mn(II) and Hg(II) complexes of ligand L were subjected to their UV-Visible spectral studies at room temperature in the range of 200–1100nm by using DMF as a solvent, and the data of the ligand (L) were recording Table (5). The U.V-Vis spectrum of Schiff base, Fig.(3) in Table (5)displayed two absorptions. The first absorption at (280)nm (35714cm-1) may be assigned to π–σ* transition. The second peak at (312) nm (32051cm-1) was attributed to n–π* electronic transition [20]. The electronic spectrum of the Co (II)complex showed two peaks, the first peak (331)nm (30211cm-1)which was assigned to C.T transition.The second peak at (611) nm (16366) cm1 was allocated to(d-d) electronic transition type4A2 (F) → 4T1 (P).(5.71) B.M. is a magnetic sensibility of this complex. [21] It has been a tetrahedral environment [22]. The U.V-Vis spectrum of the Ni (II)complex displayed two peaks, the first peak (332) nm (30120cm-1) which was assigned to C Ttransition.The second peak at (770) nm (12987cm– 1)was allocated to(d-d) electronic transition type1A1g(F)→ 2Eg .It has been asquare planar configuration. Diamagnetic is amagnetic sensibility of this complex[23]. The U.V-Vis spectrum of the Copper (II)complex showed two peaks, the first peak(327)nm (30581cm-1)which was assigned to C.T. transition.The second peak at(543)nm(18416cm– 1)was referred to (d-d) transition type1B1g→ 2A1g . 1.76B.M is a magnetic moment.It has been asquare planar configuration of this complex.[24]. While the absorptions of manganese (II)complex showed three bands,the first bond (335)nm (29650cm-1)which was assigned to C Ttransition.The second and third bonds at 453nm (12903cm-1) and 586 nm (22075cm-1) which have been assigned to6A1→ 4A1 (G) and 6A1→ 4E (G) transitions respectively. 5.75B.M. is amagnetic sensibility of this complex.It has been a tetrahedral configuration [25]. Chemistry | 135 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 The complex mercury (II) is diamagnetic giving two peaks at 334 nm (29940cm-1) and 410 nm (24390cm-1) were allocated to C T transitions. The peaks disappear in the visible region. It has been a tetrahedral configuration[26]. Biological Activities Tridentate Schiff base ligand derived by the condensation2-amino pyridine with benzoin and its complexes showed biological activities against the type of bacterial(Bacillus) except[Cu(L)Cl].[27 and 28].The results indicate that the complexes showed more activity than the ligand under similar experimental conditions, table (6) DMF (which was used as a solvent and Controller) was a good solvent to prepare 1ppm of each tested sample  .All compounds ligand and its complexes have good biological activity against the type of bacterial (Escherichia coli), (Staphylococcusaureu) and (Escherichia coli) in Fig (5).Table (6) Diameter of zone of inhibition. Molar conductivity The conductance values in DMFof the complexes show in the ambit10 to 25 ohm- 1.cm2mol-1 which is quite lower than that expected for an electrolyte and appear their non- electrolytic nature as in Table(5) .  Conclusion The new ligand (L) and all complexes were synthesis. The metal (II) ions are coordinated by one amine (H-C=N) atom ,N of pyridine and O atom of benzoin . Spectroscopic and structural data display(4)-chelate in metal complexes obtaining to the bind of tridentates ligand groups with one chelated chloride in schemes (1&2). References 1. Aggar N.; wal, R. Kumar; Dureja, P.andRawat, D.S.;(2009), Schiff Base as Potential fungicides and Nitrification Inhibitors, J. Agric. Food Chem., 57, 8520-8525. 2. Banik, J. and Banik, B. N. ;(2003) Stereoselective -lactams with polyaromatic imines: Entry to new and Novel anticancer agents J. Med. Chem. 46, 12-15. 3. Silva, M. Da; Da Silva, D. L. ; Modolo, L. V. ; Alves, R. B. ; De Resende, M. A.; Martins, C. 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M.; Goering, R.V.; Roitt, I.; Wakelin, D. and Zuckerman, M. ;(2004), Medical microbiology, Elsevier Mosby, updated 3rd edition, 11-12. 8. Parekh, J.; Inamdhar, P.; Nair, R.; Baluja S. and Chanda, S.; (2005), Synthesis and Antibacterial Activity of Some Schiff Bases Derived from 4-Aminobenzoic acid, J. Serb. Chem. Soc., 70, 1155-1161. 9. Samadhiya, S. and Halve, A. ;(2001) Synthetic Utility of Schiff Bases as Potential Herbicidal Agents, Orient. J. Chem. 17, 119-122. 10. Schiff, W.; Szady- Chelmieniecka, A.; Grech, E.; Przybylski, P. and. Brzezinski, B.; (2002), Spectroscopic Studies of New Schiff and Schiff–Mannich Bases of Ortho- Derivatives of 4-Bromophenol, J. Mol. Struct., 643, 115- 121. 11. Ge, Shi, L.; Tan, H. M.; Li, H. Q.; Song, Y. C and Zhu, H. L. ; (2007) Synthesis and Antimicrobial Activities of Schiff Bases Derived from 5-Chloro-Salicyialdehyde., Eur. J. Med. Chem. 42, 558-564. 12. T’ang, A.; Lien, E. J. and Lai, M. M. C.; (1985), Optimization of The Schiff Bases of N-Hydroxy-N’-Aminoguanidine as Anticancer and Antiviral Agents.,J. Med. Chem. 28, 1103-1106. 13. Chakravarty, A.R.; Nreddy,A.P.; Santra, B.K.; and Thomas, A.M.;(2002) Copper Complexes as Chemical Nucleases ,J. Indian. Chem. Sci., 114, 319-401 . 14. Chandra,S. and Sangeetika, J.; (2004) EPR and Electronic Spectrum Studies on Copper (II) Complexes of Some N-O Donor Ligands; J. Indian Chem. Soc, 81, 203-206 . 15. Ferreira, E.I.andTavares, L.C.(2002) “Potential Tuber culostatic Agents Topliss Application on Benzoic Acid [(5-Nitro-thiophen-2-yl)-methylene]-hydrazide series”; Bioorg.Med. Chem.,10,557-560 16. Chaurasia, M.R.; Miss P. S. and Singh N.K.;(1982) Mixed Ligand Complexes of N- 6-Methyl Benzothiazol-2-yl-Salicylaldimine& 2-Methyl Benzimidazole with Cu(II),Ni(II), Co(II), Mn(II),Vo(II), Zn(II), Cd(II) and Hg(II), J. of Chem. Sci., 110-114 17. Chohan, Z.H.; Munawar, A. and Supuran, C.T.; (2001)Transition Metal Ion Complexes of Schiff’s-bases Synthesis; Characterization and Antibacterial Properties., Metal-based drugs,8: 137-143 . 18. Cotton, A.; FandWilkenson,G.;(1988) Advanced Inorganic Chemistry,5th edition; JohnWiley and Sons, USA, 37-50 . 19. Cozzi, P.G., Metal–Salen Schiff Base Complexes In Catalysis;(2004), Practical aspects. Chem. Soc. Rev., 33, 410-421 . 20. Al- Sha'alan, N. H.; (2007) Antimicrobial Activity, Spectral, Magnetic and Thermal studies of Some Transition Metal Complexes of a Schiff Base Hydrazine Containing Aquinoline Miety.Molecules..,12: 1080–1091. 21. Anjaneyula,Y. and Rao,R.P.;(1986) Preparation, Characterization and Antimicrobial Activity Studies on Some Ternary Complexes of Cu(II) with Acetylacetone and Various Salicylic Acids., Synth React Inorg Met-OrgChem. 16:257–272. Chemistry | 137 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 22. Hamurcu, F.; Gunduzalp, A. B.; CeteS.andErk, B.; (2008) The Synthesis, Characterization and Antimicrobial Activity of N,N’-bis (2-Thiophenecarboxamido)-1,3-Diaminopropane and N,N’-bis (2-Furan-Carboxamido)-1,3-diaminopropane and their Cu (II), Zn (II), Co(II) complexes, Trans. M.Chem., 33: 141. 23. A. A. Ahmed and S. A. BenGuzzi (2008); Synthesis and Characterization of Some Transition Metals Complexes of Schiff Base Derived From Benzidine and Acetylacetone. J. of Sci. and Appl., 2(1)83-90. 24. Osowle, A.A.; (2008) Syntheses and Characterization of Some Tetradentate Schiff-Base Complexes and Their Heteroleptic Analogues. E-Journal of Chemistry, 5(1) 130-135. 25. Garg, R.; Fahmi, N. and Singh, R.V.; (2009) Spectral and Biocidal Studies of Manganese (II), Dioxomolybdenum (VI) and Oxovanadium (V) Complexes with Monobasic Bidentate Schiff Base Ligands; J. Indian Chem. Soc., 86: 670. 26. Nishant, N.; Parveen, S.; Dhyani, S. and Asma; (2009) Antimicrobial Polyester Containing Schiff-Base Metal Complexes, J. Coord. Chem., 62(7): 1091. 27. Bukhari, I.H.; Arif, M.; Akbar, J. and Khan, A.H. ;(2005) Preparation, Characterization and Biological Evaluation of Schiff Base Transition Metal Complexes with Cephradine, Pak. J. Biol. Sci., 8(4): 614. 28. Avaji, P.G.; Kumar, C.H.V.; Patil, S.A.; Shivananda, K.N. and Nagaraju,C.; (2009) Europ J. of Med. chem.; doi:10.1016/j.ejmech.03.032 . Table (1) Some properties of prepared compounds Table (2)1H-NMR Shifts for Schiff base (in DMSO-d6) Table (3) 13C-NMR shifts for Schiff base (in DMSO-d6) Calc.) (% Found Colour M.Pº C Yield % Molecular Weight Chemical Formula Empirical Formula Metal Cl N H C - - (8.13) 8.42 (5.81) 5.40 (76.74) 76.50 yellow 140 60 358.43 C19H1N2O L (15.48) 11.20 (9.31) 9.63 (7.36) (3.71) 3.65 (59.94) 60.76 Blue 220 67 380.01 C19H14ClCoN2O [Co(L)Cl] (15.43) 11.30 (9.32) 9.24 (7.36)7. 05 (3.71) 3.78 (59.98) 60.16 Pule brown 254 76 380.47 C19H14ClN2NiO [[Ni(L)Cl] (14.58) 10.35 (9.41) 9.15 (7.44)7. 25 (3.75) 3.83 (60.58) 59.86 Greenth yellow 208 82 382.32 C19H14ClMnN2O [Mn(L)Cl] (16.49) 15.88 (9.20) 9.80 (7.27) 6.76 (3.66) 3.09 (59.23) 59.17 brown 219 73 385.33 C19H14ClCuN2O [Cu(L)Cl] (38.40) 38.52 (6.79) 6.20 (5.36)5. 41 (2.70) 3.34 (43.69) 43.43 Pule brown 241 84 522.37 C19H14ClHgN2O [Hg(L)Cl] CH-OH DMSO OH-CH Py-H Ar-H 1.15 2.5 3.82 5.39-6.18 6.83-8.12 DMSO C-OH Py=C Ar=C Py-C=N HC=N 40.80 73.29 124.70-129.61 130.20-141.56 160.39 164.47 Chemistry | 138 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Table (4) FT-IR data for Schiff base and the complexes Table (5) UV-Vis data of Schiff base and the complexes Comp. µeff ᴧmohm.cm 2mole-1 λnm υ'wave number cm–1 Assignments Proposed structure L - - 280 35714 π→π* - 312 32051 n→π* [Co(L)Cl] 5.71 10 331 30211 C.T tetrahedral 611 16366 4A2 (F)→ 4T1 (P) [Ni(L)Cl] Dai. 20 332 30120 C.T square planar 770 12987 1A1g(F)→ 2Eg [Cu(L)Cl] 1.76 15 327 30581 C.T square planar 543 18416 2B1g→ 2A1g [Mn(L)Cl] 5.75 19 335 29850 C.T tetrahedral 453 12903 6A1→ 4A1 (G) 586 22075 6A1→ 4E (G) [Hg(L)Cl] - 25 334 29940 C.T square planar 410 24390 C.T Table (6) Diameter of zone of inhibition (mm) Compound υ(O-H) υ( H - C)aromatic υ( H - C)aliphatic υ( N=C )imine υ( N=C )-py υ(O-C ) υ(N – M υ(O –M) L 3344 3059 2937 1604 1588 1240 - - [Co(L)Cl] - 3068 2937 1595 1579 1242 547 476 [Ni(L)Cl] - 3056 2924 1593 1581 1243 547 474 [Cu(L)Cl] - 3076 2926 1591 1578 1241 549 460 [Mn(L)Cl] - 3026 2924 1598 1576 1243 582 482 [Hg(L)Cl] - 3040 2927 1596 1578 1242 545 464 Hgcomplex Cucomplex Nicompl ex Mncom plex Co complex L DMF control Compound. 10 7 6 10 10 3 1 Escherichia. Coli 13 8 9 14 12 5 - Staphylococcus aureus 11 7 - 10 9 7 - Bacllus 12 14 10 13 8 6 1 Pseudmonas Chemistry | 139 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Figure (1) The IR spectrum of Schiff base Figure (2) The IR spectrum of Ni complex Figure (3) The UV spectrum of Schiff base Figure (4) The UV spectrum of Ni complex   Chemistry | 140 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017   Figure (5) The1H-NMR spectrum of Schiff base     Figure (6) The13C-NMR spectrum of Schiff base                          Figure (7) Effect of Escherichia .Coli gram negative 0 2 4 6 8 10 L[Co(L)Cl][Mn(L)Cl][Ni(L)Cl][Cu(L)Cl][Cu(L)Cl] D im e te r  o f  in h ib it io n  z o n Chemistry | 141 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 Figure (8) Effect of Staphylococcusaureus Figure (9) Effect of Bacillus gram   Figure (10) Effect of pseudmonas gram 0 5 10 15 L[Co(L)Cl][Mn(L)Cl][Ni(L)Cl][Cu(L)Cl][Cu(L)Cl] 0 5 10 15 L[Co(L)Cl][Mn(L)Cl][Ni(L)Cl][Cu(L)Cl][Cu(L)Cl] D im e te r  o f  in h ib it io n  z o n 0 5 10 15 m e te r  o f  in h ib it io n  z o n Chemistry | 142 2017عام ) 1(العدد 30المجلد مجلة إبن الھيثم للعلوم الصرفة والتطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 30 (1) 2017 دراسة تحضير :N,N,Oمعقدات الفلزات الثنائية مع ليكاند ثالثي السن وتشخيص والفعالية البايولوجية علي نبيل نصيف جامعة بغداد/ )ابن الھيثم(كلية التربية ابن الھيثم للعلوم الصرفة /قسم الكيمياء 2016/حزيران/28:قبل في ،2016/كانون األول/22:استلم في الخالصة مع (II) والزئبق (II) ، المنغنيز (II) ، النحاس(II) ، النيكل (II)عض المركبات التناسيقة الجديدة للكوبالت تحضير ب مذيبة حيث يتفاعل مع األمالح الفلزية في اإليثانول كمادة . امينو البيريدين والبنزوين -2الليكاند قاعدة شيف المستمدة من ، الكوبلت(II) ، النيكل(II) المنغنيز M = حيث [MLCI] المعقدات التي لھا الصيغة العامة). ليكاند: فلز(نسبة 1:1في (II) النحاس ، (II) والزئبق. (II) تم تشخيص الليكاند والمعقدات الفلزية وذلك باستخدام تحليل الفلزات عن طريق ،أطياف األشعة تحت الحمراء، )لليكاند فقط(ناطيسي البروتوني والكربوني االمتصاص الذري والرنين النووي والمغ وأشارت القياسات أن الليكاند تناسيق مع أيون الفلز. األطياف اإللكترونية، التوصيلية المولية وقياسات العزم المغناطيسي (II) ن البيريدين و ذرة األوكسجين من بطريقة ثالثي السن من خالل ذرة النيتروجين لالزموثين ، ذرة النيتروجين م واقترحت بنية رباعي السطوح ومربع . البنزوين جميع الدراسات تكشف أن التناسق رباعي للفلزات في جميع المعقدات .مستوي لمعقدات الفلزية امينو بيريدين ، تشخيص ومعقدات مخلبية فلزية-2قاعدة شيف، : المفتاحيةالكلمات .