ساختار بلوری ترکیب باز شیف 2-[(2-کلرو-4-نیتروفنیل)ایمینومتیل]فنول

نویسندگان

1 دانشگاه گلستان

2 انستیتو فیزیک ASCR

چکیده

تک بلورهای ترکیب باز شیف 2-[(2-کلرو-4-نیتروفنیل)ایمینومتیل]فنول (1) به کمک روش تبخیر آهسته­ی حلال در دمای اتاق رشد داده شدند. ساختار بلوری این ترکیب به کمک تکنیک پراش پرتو ایکس تعیین شد. این ترکیب به صورت سیستم مونوکلینیک و گروه فضایی P < /span>21 با دو مولکول با تقارن مجزا متبلور می شود. پیوند هیدروژنی درون­مولکولی O-H···N باعث ایجاد حلقه 6 ضلعی در هر مولکول می­شود. برهم­کنش­های بین­مولکولی C-H···O سبب اتصال مولکول­ها به یک­دیگر در یک شبکه سه­بعدی می­شوند.

کلیدواژه‌ها


عنوان مقاله [English]

Crystal Structure of Schiff base Compound 2-[(2-chloro-4-nitrophenyl) iminomethyl] phenol

چکیده [English]

Single crystals of Schiff base compound 2-[(2-chloro-4-nitrophenyl) iminomethyl] phenol (1) were grown by the slow evaporation technique at room temperature. The crystal structure of the title compound was determined by single crystal X-ray diffraction. The title compound crystallizes in the monoclinic system, space group P21, with two symmetry independent molecules. Intramolecular O-H···N hydrogen bonds form S(6) motifs in each molecule. Intermolecular C-H···O interactions connect the molecules into a three dimensional network.

کلیدواژه‌ها [English]

  • Schiff base
  • crystal structure
  • monoclinic
  • inter- and intra-molecular interactions
[1] Dziembowska T., Szafran M., Katrusika A., Rozwadowski Z. “Crystal structure and solvent effect on tautomeric equilibrium in Schiff base derived from 2-hydroxy-1-naphthaldehyde and methylamine studied by X-ray diffraction, DFT, NMR and IR methods”, J. Mol. Struct. 929 (2009) 32-42.

[2] Unver H., Yildiz M., Ozay H., Durlu T.N. “Spectroscopic atudy and structure of (E)-2-[(2-chlorobenzylimino)methyl]methoxyphenol”, Spectrochim. Acta A74 (2009) 1095-1099.

[3] Jeseentharani V., Selvakumar J., Dayalan A., Varghese B., Nagaraja K.S. “Preparation, characterization and crystal structure of some imino Schiff bases”, J. Mol. Struct. 966 (2010) 122-128.

[4] Sun Y., Wang Y., Liu Z., Huang C., Yu C., “Structural, proton-transfer, thermodynamic and nonlinear optical studies of (E)-2-((2-hydroxyphenyl)iminomethyl)phenolate”, Spectrochim. Acta A96 (2012) 42-50.

[5] Wang Y., Yu Z., Sun Y., Wang Y., Lu L., “Synthesis, vibrational spectral and nonlinear optical studies of N-(4-hydroxy-phenyl)-2-hydroxybenzaldehyde-imine: A combined experimental and theoretical investigation”, Spectrochim. Acta A79 (2011) 1475-1482.

[6] Dalapati, S., Akhtarul Alam, Md., Jana, S., Guchhait, N. “Nacked-eye detection of F- and AcO- ions by Schiff base receptor”, J. Flurine Chem. 132 (2011) 536-540.

[7] Chattopadhyay, B., Basu, S., Chakraborty, P., Kumar Choudhuri, S., Mukherjee, A.K., Mukherjee, M. “Synthesis, spectroscopic characterization, X-ray powder structure analysis, DFT study and in vitro anticancer activity of N-(2-methoxyphenyl)-3-methoxysalicylaldimine” J. Mol. Struct. 932 (2009) 90-96.

[8] Xu, H., Tao, X., Li, Y., Shen, Y., Wei, Y. “Synthesis, characterization and metal ion-sensing properties of two Schiff base derivatives”, Spectrochim. Acta A91 (2012) 375-382.

[9] Hijji Y.M., Barare, B., Kennedy A.P., Butcher R. “Synthesis and photophysical characterization of a Schiff base as anion sensor”, Sensors & Actuators B136 (2009) 297-301.

[10] Khalaji A.D., Najafi Chermahini A., Fejfarova K., Dusek M. “Synthesis, characterization, crystal structure, and theoretical studies on Schiff base compound 6-[(5-bromopyridin-2-yl)iminomethyl]phenol”, Struct. Chem. 21 (2010) 153-157.

[11] Khalaji, A.D., Mighani, H., Bijanzadeh, H.R., Gotoh, K., Ishida, H. “One dimensional hydrogen bonded arrangement in new Schiff-base compound (E)-2-(2,5-dimethoxybenzylideneamino)phenol (1): Synthesis, characterization, crystal structure and conformational studies”, J. Chem. Cryst. 41 (2011) 1515-1519.

[12] Khalaji A.D., Fejfarova K., Dusek M. “Synthesis and crystal structure of Schiff base compound (E)-4-methoxy-N-(4-hydroxybenzylidene)aniline”, Iran. J. Cryst. Miner. 21 (2013) 5-10.

[13] Khalaji A.D., Fejfarova K., Dusek M. “Synthesis and crystal structure of Schiff base compounds N-(3,4-dimethoxybenzylidene)-4-methoxyaniline (1) and N-(3,4-dimethoxybenzylidene)-4-ethoxyaniline (2)”, J. Cryst. Miner. 19 (2011) 41-46.

[14] Bhat K., Chang K.J., Aggarwal M.D., Wang W.S., Penn B.G., Frazier D.O., “Synthesis and characterization of various Schiff bases for non-linear optical applications”, Mater. Chem. Phys. 44 (1996) 261-266.

[15] Hadjoudis E, Vittorakis M, Moustakali-Mavridis I., “Photochromism and thermochromism of schiff bases in the solid state and in rigid glasses”, Tetrahedron 43 (1987) 1345-1360.



[16] Burla M.C., Camalli M, Carrozzini B, Cascarano G, Giacovazzo C, Polidori G, Spagna R, SIR2002 : the program, J. Appl. Cryst. 36 (2003) 1103.

[17] Petricek V, Dusek M, Palatinus L. Jana 2006. Structure determination software programs. Institute of Physics, Praha, Czech Republic (2008).

[18] Farrugia L.J., ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI), J. Appl. Cryst. 30 (1997) 565.