Crystal structure of methyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate monohydrate

Abstract

The title hydrate crystallizes with two formula units in the asymmetric unit (Z′ = 2). The organic mol­ecules form a dimer, linked by a pair of N—H⋯O hydrogen bonds. Further hydrogen bonding together with weak C—H⋯π and π–π inter­actions further consolidates the packing, generating a three-dimensional network.

Interplay of Halogen and Hydrogen Bonding through Co–Crystallization in Pharmacologically Active Dihydropyrimidines: Insights from Crystal Structure and Energy Framework

“…One structure (CUZVAW) [43] forms hydrogen bonding through N−H⋅⋅⋅O and O−H⋅⋅⋅O interactions and another structure (RAPJOI) [44] forms hydrogen bonding through N−H⋅⋅⋅O interaction only. From the CSD analysis, the five hydrated forms of DHPM were observed, i. e. (ESOVAL), [45] (POWXIJ), [46] (NOTKEO), [47] (XISMES), [48] and (GALBOL), [49] which form hydrogen bonding with a water molecule in the crystal structure.…”

“…One structure (CUZVAW) [43] forms hydrogen bonding through NÀ H•••O and OÀ H•••O interactions and another structure (RAPJOI) [44] forms hydrogen bonding through NÀ H•••O interaction only. From the CSD analysis, the five hydrated forms of DHPM were observed, i. e. (ESOVAL), [45] (POWXIJ), [46] (NOTKEO), [47] (XISMES), [48] and (GALBOL), [49] which form hydrogen bonding with a water molecule in the crystal structure. Furthermore, it is observed that (OZOHAO) [50] crystallizes with methanol solvent, (IVASII) [51] crystallizes with ethanol, and (GALJUB) [52] crystallized with acetic acid in their crystal structures.…”

Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X‐ray studies

“…The dihedral angles between the planes of the six‐membered tetrahydropyrimidine ring with its 4‐hydroxyphenyl and ester substituents are 86.78(0.10)° and 7.9(0.13)°, respectively. It is interesting to note that this monohydrated form exists as a new polymorph with two molecules in the asymmetric unit with Z ′ = 2 in the triclinic system with similar intermolecular hydrogen bonds, the detailed crystal structural analysis of Z ′ = 2 form is already reported …”