Structural and energetics of weak non-covalent interactions in two chemically distinct classes of O/N-heterocycles: X-ray and theoretical exploration

Thamotharan, Subbiah; Kumari, Subramaniyan Prasanna; Ganesan, Subramaniapillai Selva; Kumar, Shankar; Percino, M. Judith; Lokanath, N.K.

doi:10.1016/j.molstruc.2020.129694

Cited by 5 publications

(1 citation statement)

References 47 publications

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“…The bond lengths in the N1-C8-C9-C10-O2 and N1-C18-C17-C22-O chains indicate -conjugation of N1 with the carbonyl groups C10 O2 and C22 O1 (Table 1). All other bond lengths and angles in the title structure are within the ranges normal for analogous compounds (Allen et al, 1987;Thamotharan et al, 2021;Allah et al, 2021;Mohamed et al, 2013;Akkurt et al, 2014).…”

Section: Structural Commentarysupporting

confidence: 54%

Crystal structure, Hirshfeld surface and frontier molecular orbital analysis of 10-benzyl-9-(4-hydroxy-3-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione

Sughanya¹,

Loganathan²,

Praveenkumar

et al. 2022

Acta Cryst E

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In the fused ring system of the title molecule, C31H35NO4, the conformation of the central dihydropyridine ring is intermediate between boat and envelope with the N and the opposite C atoms lying out of the basal plane. The conformations of terminal rings are close to envelope, with the atoms substituted by two methyl groups as the flaps. In the crystal, the molecules are linked by O—H...O hydrogen bonds into helical chains. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (63.2%), O...H/H...O (20.1%) and C...H/H...C (14.4%) contacts. Quantum chemical calculations of the frontier molecular orbitals were carried out to characterize the chemical reactivity of the title compound.

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