European Journal of Chemistry 2018, 9(2), 147-150 | doi: | Get rights and content


Crystal structure of (2E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

Fatma Yesilyurt (1) orcid , Abdullah Aydin (2,*) orcid , Halise Inci Gul (3) orcid , Mehmet Akkurt (4) orcid , Nefise Dilek Ozcelik (5) orcid

(1) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ataturk University, 25240 Erzurum, Turkey
(2) Department of Mathematics and Science Education, Faculty of Education, Kastamonu University, 37200 Kastamonu, Turkey
(3) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ataturk University, 25240 Erzurum, Turkey
(4) Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey
(5) Department of Physics, Arts and Sciences Faculty, Aksaray University, 68100 Aksaray, Turkey
(*) Corresponding Author

Received: 11 May 2018 | Revised: 25 May 2018 | Accepted: 25 May 2018 | Published: 30 Jun 2018 | Issue Date: June 2018


The compound, C16H14O3, (except H atoms) is almost planar [r.m.s. deviations for all non-H atoms = 0.001 Å] and the dihedral angle between the aromatic rings is 9.35 (7)°. In the crystal, molecules are linked by intermolecular O—H···O and C—H···O hydrogen bonds, forming a three-dimensional network structure. Furthermore, a weak π-π stacking interactions [centroid-to-centroid distance = 3.7055 (9) Å] contributes to the stabilization of the molecular packing. Crystal Data for C16H14O3 (= 254.27 g/mol): Orthorhombic, space group Pbca (no. 61), a = 13.4563(16) Å, b = 11.4986(14) Å, c = 16.720(2) Å, = 2587.1(5) Å3, Z = 8, T = 296(2) K, μ(MoKα) = 0.090 mm-1, Dcalc = 1.306 g/cm3, 61402 reflections measured (4.88° ≤ 2Θ ≤ 56.76°), 3240 unique (Rint = 0.0334, Rsigma = 0.0120) which were used in all calculations. The final R1 was 0.0438 (I≥2σ(I)) and wR2 was 0.1228 (all data).


Chalcones; π-π Stacking; Aromatic ring; Methoxyphenyl; Crystal structure; Geometric parameter

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DOI: 10.5155/eurjchem.9.2.147-150.1733

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Aksaray University, Science and Technology Application and Research Center, Aksaray, Turkey, for the use of the Bruker SMART BREEZE CCD diffractometer (Grant No. 2010K120480 of the State of Planning Organization)



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[1]. Das, U.; Gul, H. I.; Alcorn, J.; Shrivastav, A.; George, T.; Sharma, R. K.; Nienaber, K. H.; Clercq, E. D.; Balzarini, J.; Kawase, M.; Kan, N.; Tanaka, T.; Tani, S.; Werbovetz, K. A.; Yakovich, A. J.; Manavathu, E. K.; Stables, J. P.; Dimmock, J. R. Eur. J. Med. Chem. 2006, 41, 577-585.

[2]. Yerdelen, K. O.; Gul, H. I.; Sakagami, H.; Umemura, N.; Sukuroglu, M. Lett. Drug Des. Discov. 2015, 12, 643-649.

[3]. Gul, H. I.; Cizmecioglu, M.; Zencir, S.; Gul, M.; Canturk, P.; Atalay M.; Topcu, Z. J. Enzyme Inh. Med. Chem. 2009, 24, 804-807.

[4]. Gul, H. I.; Yerdelen, K. O.; Gul, M.; Das, U.; Pandit, B.; Li, P-K.; Secen H.; Sahin, F. Arch. Der Pharm. 2007, 340, 195-201.

[5]. Bilginer, S.; Gul, H. I.; Mete, E.; Das, U.; Sakagami, H.; Umemura, N.; Dimmock, J. R. J. Enzyme Inh. Med. Chem. 2013, 28, 974-980.

[6]. Bilginer, S.; Unluer, E.; Gul, H. I.; Mete, E.; Isik, S.; Vullo, D.; Ozensoy-Guler, O.; Beyaztas, S.; Capasso, C.; Supuran, C. T. J. Enzyme Inh. Med. Chem. 2014, 29, 495-499.

[7]. Yamali, C.; Tugrak, M.; Gul, H. I.; Tanc, M.; Supuran, C. T. J. Enzyme Inh. Med. Chem. 2016, 31, 1678-1681.

[8]. Singh, P.; Anand, A.; Kumar, V. Eur. J. Med. Chem. 2014, 85, 758-777.

[9]. Yerdelen, K. O. Synthesis and evaluation of the cytotoxic activities of the compounds 3-aryl-1-(4-hydroxyphenyl)-2-propen-1 ones and 1,5-diaryl-penta-1,4-dien-3-ones and their aminomethyl derivatives. PhD thesis, Institute of Medical Sciences, Ataturk University, Erzurum, Turkey, 2009.

[10]. Dimmock, J. R.; Kandepu, N. M.; Hetherington, M.; Quail, J. W.; Pugazhenthi, U.; Sudom, A. M.; Chamankhah, M.; Rose, P.; Pass, E.; Allen, T. M.; Halleran, S.; Szydlowski, J.; Mutus, B.; Tannous, M.; Manavathu, E. K.; Myers, T. G.; Clercq, E. D.; Balzarini, J. J. Med. Chem. 1998, 41, 1014-1026.

[11]. Bruker. APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA, 2007.

[12]. Bruker. SADABS. Bruker AXS Inc., Madison, Wisconsin, USA, 2012.

[13]. Sheldrick, G. M. Acta Cryst. A 2008, 64, 112-122.

[14]. Farrugia, L. J. J. Appl. Cryst. 2012, 45, 849-854.

[15]. Spek, A. L. Acta Cryst. D 2009, 65, 148-155.

[16]. Sarojini, B. K.; Yathirajan, H. S.; Mustafa, K.; Sarfraz, H.; Bolte, M. Acta Cryst. E 2007, 63, o4477-o4477.

[17]. Sathya, S.; Reuben Jonathan, D.; Prathebha, K.; Jovita, J.; Usha, G. Acta Cryst. E 2014, 70, o1158-o1159.

[18]. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. J. Chem. Soc. Perkin Trans. 1987, 2, S1-19.

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How to cite

Yesilyurt, F.; Aydin, A.; Gul, H.; Akkurt, M.; Ozcelik, N. Eur. J. Chem. 2018, 9(2), 147-150. doi:10.5155/eurjchem.9.2.147-150.1733
Yesilyurt, F.; Aydin, A.; Gul, H.; Akkurt, M.; Ozcelik, N. Crystal structure of (2E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one. Eur. J. Chem. 2018, 9(2), 147-150. doi:10.5155/eurjchem.9.2.147-150.1733
Yesilyurt, F., Aydin, A., Gul, H., Akkurt, M., & Ozcelik, N. (2018). Crystal structure of (2E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one. European Journal of Chemistry, 9(2), 147-150. doi:10.5155/eurjchem.9.2.147-150.1733
Yesilyurt, Fatma, Abdullah Aydin, Halise Inci Gul, Mehmet Akkurt, & Nefise Dilek Ozcelik. "Crystal structure of (2E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one." European Journal of Chemistry [Online], 9.2 (2018): 147-150. Web. 31 May. 2020
Yesilyurt, Fatma, Aydin, Abdullah, Gul, Halise, Akkurt, Mehmet, AND Ozcelik, Nefise. "Crystal structure of (2E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one" European Journal of Chemistry [Online], Volume 9 Number 2 (30 June 2018)

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