Article

Crystal structure and Hirshfeld surface analyses, intermolecular interaction energies and energy frameworks of methyl 6-amino-5-cyano-2-(2-methoxy-2-oxoethyl)-4-(4-nitrophenyl)-4<i>H</i>-pyran-3-carboxylate

Farid N. NaghiyevDepartment of Chemistry, Baku State University, Z. Khalilov Str. 23, Az 1148 Baku, AzerbaijanTuncer HökelekHacettepe University, Department of Physics, 06800 Beytepe-Ankara, TürkiyeVictor N. KhrustalevN. D. Zelinsky Institute of Organic Chemistry RAS, Leninsky Prosp. 47, Moscow 119991, Russian FederationH. M. MamedovFaculty of Physics, Baku State University, Z. Khalilov Str. 23, Az 1148 Baku, AzerbaijanAlebel N. BelayDepartment of Chemistry, Bahir Dar University, PO Box 79, Bahir Dar, EthiopiaJamshid AshurovInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, M. Ulugbek St. 83, Tashkent, 100125, UzbekistanI. G. MamedovDepartment of Chemistry, Baku State University, Z. Khalilov Str. 23, Az 1148 Baku, Azerbaijan

Acta Crystallographica Section E Crystallographic Communicationsjournal2025en

ABI

Abstract

The title compound, C 17 H 15 N 3 O 7 , contains pyran and phenyl rings, with the pyran ring exhibiting a flattened-boat conformation. In the crystal, intermolecular N—H...N hydrogen bonds link the molecules into centrosymmetric dimers, forming R 2 2 (12) ring motifs. These dimers are linked through N—H...O hydrogen bonds into a three-dimensional architecture. A Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H...O/O...H (29.7%), H...H (28.7%), H...C/C...H (16.0%) and H...N/N...H (12.9%) interactions. In addition to van der Waals interactions and N—H...N and N—H...O hydrogen bonds, halogen bonds, tetrel bonds and pnictogen bonds also play an important role in the cohesion of the crystal structure.

Topics

Crystal structures of chemical compounds Synthesis and biological activity Crystallography and molecular interactions

Identifiers

DOI: 10.1107/s2056989025001276

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