(2E)-3-(6-Methoxynaphthalen-2-yl)-1-(pyridin-3-yl)prop-2-en-1-one and its cyclocondensation product with guanidine, (4RS)-2-amino-4-(6-methoxynaphthalen-2-yl)-6-(pyridin-3-yl)-3,4-dihydropyrimidine monohydrate: Two types of hydrogen-bonded sheet

Nayak, P. S. and Narayana, B. and Yathirajan, H. S. and Hosten, E. C. and Betz, Richard and Glidewell, Christopher (2014) (2E)-3-(6-Methoxynaphthalen-2-yl)-1-(pyridin-3-yl)prop-2-en-1-one and its cyclocondensation product with guanidine, (4RS)-2-amino-4-(6-methoxynaphthalen-2-yl)-6-(pyridin-3-yl)-3,4-dihydropyrimidine monohydrate: Two types of hydrogen-bonded sheet. Acta Crystallographica Section C: Structural Chemistry, 70. pp. 1011-1016. ISSN 2053-2296

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Abstract

The structures of a chalcone and of its cyclo­condensation product with guanidine are reported. In (2E)-3-(6-meth­oxy­naphthalen-2-yl)-1-(pyridin-3-yl)prop-2-en-1-one, C19H15NO2, (I), the planes of the pyridine and naphthalene units make dihedral angles with that of the central spacer unit of 23.61 (13) and 23.57 (15)°, respectively, and a dihedral angle of 47.24 (9)° with each other. The mol­ecules of (I) are linked into sheets by a combination of C-H...O and C-H...[pi](arene) hydrogen bonds. In the cyclo­condensation product (4RS)-2-amino-4-(6-meth­oxy­naphthalen-2-yl)-6-(pyri­din-3-yl)-3,4-dihydro­pyrimidine monohydrate, C20H18N4O·H2O, (II), the di­hydro­pyrimidine ring adopts a conformation best described as a shallow boat. The mol­ecular components are linked by two N-H...O hydrogen bonds, two O-H...N hydrogen bonds and one N-H...N hydrogen bond to form complex sheets, with the meth­oxy­naphthalene inter­digitated between inversion-related pairs of sheets.

Item Type:	Article
Uncontrolled Keywords:	Crystal structure, Hydrogen bonds, Dihedral angle, Naphthalene, chemical structure, chemistry, Molecular Structure, pyridine derivative, Pyridines, synthesis, Chalcones, Crystallography, hydrogen bond, Hydrogen Bonding, X ray crystallography, X-Ray, pyrimidine derivative, Pyrimidines, Complexation, 2-amino-4-(6-methoxynaphthalen-2-yl)-6-(pyridin-3-yl)-3, 3 4-dihydropyrimidine, 3-(6-methoxynaphthalen-2-yl)-1-(pyridin-3-yl)prop-2-en-1-one, 4-dihydropyrimidine monohydrate, Complex sheet, Cyclocondensation, guanidine, Guanidine, Hydrogen bonded sheets, Methoxynaphthalene, Molecular components, naphthalene derivative, Naphthalenes, prop-2-en-1-one
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Arshiya Kousar Library Assistant
Date Deposited:	01 Jul 2019 06:58
Last Modified:	21 Jul 2022 10:15
URI:	http://eprints.uni-mysore.ac.in/id/eprint/3937

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