Crystal structure of methyl 4-(4-hy-droxy-phen-yl)-6-methyl-2-oxo-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate monohydrate

Keshab M Bairagi; Katharigatta N Venugopala; Pradip Kumar Mondal; Bharti Odhav; Susanta K Nayak

doi:10.1107/S2056989016013359

Crystal structure of methyl 4-(4-hy-droxy-phen-yl)-6-methyl-2-oxo-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate monohydrate

Acta Crystallogr E Crystallogr Commun. 2016 Aug 26;72(Pt 9):1335-1338. doi: 10.1107/S2056989016013359. eCollection 2016 Sep 1.

Authors

Keshab M Bairagi¹, Katharigatta N Venugopala², Pradip Kumar Mondal³, Bharti Odhav², Susanta K Nayak¹

Affiliations

¹ Department of Chemistry, Visvesvaraya National Institute of Technology, Nagpur, 440010, Maharashtra, India.
² Department of Biotechnology and Food Technology, Durban University of Technology, Durban 4001, South Africa.
³ Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal 462023, India.

Abstract

The title hydrate, C₁₃H₁₄N₂O₄·H₂O, crystallizes with two formula units in the asymmetric unit (Z' = 2). The dihedral angles between the planes of the tetra-hydro-pyrimidine ring and the 4-hy-droxy-phenyl ring and ester group are 86.78 (4) and 6.81 (6)°, respectively, for one mol-ecule and 89.35 (4) and 3.02 (4)° for the other. In the crystal, the organic mol-ecules form a dimer, linked by a pair of N-H⋯O hydrogen bonds. The hydroxy groups of the organic mol-ecules donate O-H⋯O hydrogen bonds to water mol-ecules. Further, the hy-droxy group accepts N-H⋯O hydrogen bonds from amides whereas the water mol-ecules donate O-H⋯O hydrogen bonds to the both the amide and ester carbonyl groups. Other weak inter-actions, including C-H⋯O, C-H⋯π and π-π, further consolidate the packing, generating a three-dimensional network.

Keywords: DHPM derivative; Z′ = 2; crystal structure; hydrogen bonding; monohydrate.