تهیه و تعیین ساختار بلوری یک تیوسمی کربازون جدید " اسنافتن کینون تیو سمی کربازون مونو متانول"

نویسندگان

1 دانشگاه علم و صنعت ایران

2 دانشگاه شهید بهشتی

چکیده

یک ترکیب تیوسمی کربازون جدید از واکنش اسنافتوکینون و تیوسمی کربازید به نسبت مولی 1:1 در متانول مطلق در °C70 به دست آمد. ساختار بلوری این ترکیب "اسنافتن کینون تیو سمی کربازون مونو متانول" از طریق تکنیک بلورشناسی با پراش پرتو ایکس تعیین شد. این ترکیب در سیستم مونوکلینیک و گروه فضایی P < /span>21/c متبلور  می شود. داده های ساختار بلوری این ترکیب به شرح زیر است:

a = 7.0384(14), b = 14.202(3), c = 14.270(3) Ǻ, β = 104.26(3)°, V = 1382.5(5) Ǻ3, Z = 4, R= 0.0738.

 مقدار  Rنهایی برای 2422 بازتاب مستقل 0738/0 است. پیوندهای هیدروژنی درون و بیرون مولکولی در این سیستم بلوری وجود دارد.

کلیدواژه‌ها


عنوان مقاله [English]

Synthesis and crystal structure of a new thiosemicarbzone, acenaphthenequinone thiosemicarbazone mono methanol

چکیده [English]

A new thiosemicarbzone compound was prepared by the reaction of acenaphthenequinone and thiosemicarbazide (1:1 molar ratio) in absolute methanol at 70°C. The crystal structure of this compound, acenaphthenequinone thiosemicarbazone mono methanol, was determined by X-ray crystallography. The unit cell parameters are as follows: a = 7.0384(14) Ǻ, b = 14.202(3) Ǻ, c = 14.270(3) Ǻ, β = 104.26(3)°. It crystallizes in a monoclinic system, with space group P21/c and four molecules in the unit cell. The final R value is 0.0738 for 2422 independent reflection.  Both inter and intramolecular hydrogen bonds exist in crystalline system.

کلیدواژه‌ها [English]

  • Thiosemicarbazone
  • C‍rystal Structure
  • Acenaphthenequinone
  • monoclinic
[1] Casas J.S., Garcia-Tasende M.S., Sordo J. "Main group metal complexes of semicarbazones and thiosemicarbazones. A structural review ", Coord. Chem. Rev., 209 (2000) 197-261.

[2] Chandra S., Kumar A. "Electronic, epr and magnetic studies of Co(II), Ni(II) and Cu(II) complexes with thiosemicarbazone (L1) and semicarbazone (L2) derived from pyrole-2-carboxyaldehyde ", Spectrochim. Acta A67 (2007) 697-701.

[3] Chandra S., Raizada S., Tyagi M., Sharma P. K. "Spectroscopic and biological approach of Ni(II) and Cu(II) complexes of 2-pyridinecarboxaldehyde thiosemicarbazone", Spectrochim. Acta A69 (2008) 816-821.

[4] Soares M.A., Lessa J.A., Mendes I.C., Silva J.G., dos Santos R.G., Salum L.B., Daghestani H., Andricopulo A.D., Day B.W., Vogt A., Pesquero J.L., Rocha W.R., Beraldo H. " N 4-Phenyl-substituted 2-acetylpyridine thiosemicarbazones: Cytotoxicity against human tumor cells, structure-activity relationship studies and investigation on the mechanism of action", Bioorg. Med. Chem. 20 (2012) 3396–3409.

[5] da Silva A.P., Martini M.V., de Oliveira C.M.A., Cunha S., de Carvalho J.E., Ruiz A.L.T.G., da Silva C.C. "Antitumor activity of (-)-α-bisabolol-based thiosemicarbazones against human tumor cell lines ", Eur. J. Med. Chem. 45 (2010) 2987–2993.

[6] Pavan F.R., Maia P.I.S., Leite S.R.A., Deflon V.M., Batista A.A., Sato D.N., Franzblau S.G., Leite C.Q.F. "Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: Anti -Mycobacterium tuberculosis activity and cytotoxicity", Eur. J. Med. Chem. 45 (2010) 1898–1905.

[7] Moamen R., Nashwa M. "Spectral, thermal and biological studies of Mn(II) and Cu(II) complexes with two thiosemicarbazide derivatives", Spectrochim. Acta A92 (2012) 336-346.

[8] de Lima G. E., Neto J. L., Beraldo H., Siebald H. G. L., Duncalf D. J. "Structural and spectral studies of thiosemicarbazones derived ftom 2-acetylthiophene", J. Mol. Struct. 604 (2002) 287–291.

[9] Tadjarodi A., Adhamei F., Hanifehpour Y. , Yazdi M., Moghaddamfard Z., Kickelbick G. " Structural characterization of a copper(II) complex containing oxidative cyclization of N-2-(4-picolyl)-N’-(4-methoxyphenyl)thiourea, new ligands of 4-picolylthiourea derivatives and the precursor molecular structure of oxidative cyclization of N-(2-pyridyl)-N’-(4-methoxyphenyl)thiourea ", Polyhedron 26 (2007) 4609-4618.

[10] Chan J., Thompson A. L., Jones M. W., Peach J. M. "Synthesis and structural studies of gallium(III) and indium(III) complexes of 2-acetylpyridine thiosemicarbazones", Inorg. Chim. Acta 363 (2010) 1140–1149.

[11] Khalaji A.D., Fejfarova K., Dusek M. "Synthesis and crystal structure of Zinc (II) complex [Zn(25-MBTSC)2I2]", J. Cryst. Miner. 19 (2013) 1-4.

[12] Khandani M., Sedaghat T., Erfani N., Haghshenas M. R., Khavasi H. R. "Synthesis, spectroscopic characterization, structural studies and antibacterial and antitumor activities of diorganotin complexes with 3-methoxysalicylaldehyde thiosemicarbazone", J. Mol. Struct. 1037 (2013) 136–143.

[13] Stoe, Cie, "Program for the Acquisition and Analysis of Data XeAREA", version 1.30. Stoe & Cie GmbH, Darmatadt, Germany, 2005.