Crystal and Molecular Structure Studies of Ethyl 4-(4-Hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate and Ethyl 4-(3-Bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate

Crystals

Manpreet Kaur⁴  Jerry P. Jasinski¹  Ray J. Butcher³  Hemmige S. Yathirajan⁴  Anil N. Mayekar² 

[1] Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435, USASeQuent Scientific Limited, Baikampady, Mangalore-575 011, India;Department of Chemistry, Howard University, 525 College Street NW, Washington DC 20059, USA;Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570 006, India;

关键词: cyclohexenecarboxylates;    X-ray crystal structure;    disorder;    weak intermolecular interactions;   

DOI  :  10.3390/cryst2031239

来源: mdpi

【 摘 要 】

The crystal and molecular structures of the title compounds, ethyl 4-(4-hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (I) and ethyl 4-(3-bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (II), are reported and confirmed by single crystal X-ray diffraction data. Compound (I), C₂₆H₂₄O₅, crystallizes from a methanol solution in the monoclinic C2/c space group with eight molecules in the unit cell. The unit cell parameters are: a = 25.4114(5) Å, b = 8.47440(10) Å, c = 20.6921(4) Å, β = 108.328(2)° and V = 4229.92(13) ų. Disorder is observed throughout the entire molecule with an occupancy ratio 0.690(2):0.310(2). Compound (II), C₂₆H₂₃O₄Br, crystallizes from an ethyl acetate solution in the monoclinic P2₁/c spacegroup with four molecules in the unit cell. The unit cell parameters are a = 17.8991(9) Å, b = 11.4369(6) Å, c = 10.8507(5) Å, β = 92.428(4)° and V = 2219.25(19) ų. Disorder is observed in the cyclohexenone ring and the carboxylate group with an occupancy ratio 0.830(6):0.170(6). Weak O–H...O (I) or C–H...O (II) intermolecular interactions are observed which influence crystal packing stability. These chalcone derivative types of molecules are important in their ability to act as activated unsaturated systems in conjugated addition reactions of carbanions in the presence of basic catalysts which exhibit a multitude of biological activities.

【 授权许可】

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© 2012 by the authors; licensee MDPI, Basel, Switzerland.