{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T18:42:12Z","timestamp":1785436932065,"version":"3.56.0"},"reference-count":29,"publisher":"International Union of Crystallography (IUCr)","issue":"3","license":[{"start":{"date-parts":[[2025,2,25]],"date-time":"2025-02-25T00:00:00Z","timestamp":1740441600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2025,2,25]],"date-time":"2025-02-25T00:00:00Z","timestamp":1740441600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"funder":[{"name":"Vission Group of Science and Technology","award":["GRD319."],"award-info":[{"award-number":["GRD319."]}]}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr E Cryst Commun","Acta Cryst E","Acta Cryst Sect E","Acta Crystallogr E","Acta Crystallogr Sect E","Acta Cryst E Cryst Commun","Acta Cryst Sect E Cryst Commun"],"accepted":{"date-parts":[[2025,2,19]]},"published-print":{"date-parts":[[2025,3,1]]},"abstract":"<jats:p>\n                    The title compound, C\n                    <jats:sub>21<\/jats:sub>\n                    H\n                    <jats:sub>25<\/jats:sub>\n                    NO\n                    <jats:sub>4<\/jats:sub>\n                    , was synthesized by S\n                    <jats:sub>N<\/jats:sub>\n                    2 reaction of bromomethyl coumarin with 4,4-dimethylpiperidine-2,6-dione. The molecule crystalizes in the monoclinic system with space group\n                    <jats:italic>C<\/jats:italic>\n                    2\/\n                    <jats:italic>c<\/jats:italic>\n                    . The coumarin unit is almost planar with a dihedral angle between the aromatic rings of 0.81\u2005(2)\u00b0 and an r.m.s deviation of 0.042\u2005\u00c5. The piperidine ring adopts a chair conformation with the two methyl groups, one methyl group occupying an axial position and the other an equatorial position, exhibiting maximum stability. In the crystal, C\u2014H...O interactions lead to the formation of head-to-head dimers with an\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>2<\/jats:sup>\n                    (8)graph-set motif and\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>1<\/jats:sup>\n                    (9) and\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>2<\/jats:sup>\n                    (10) ring motifs along [001] and [100]. \u03c0\u2013\u03c0 interactions [centroid\u2013centroid distances = 3.885\u2005(2) and 3.744\u2005(2)\u2005\u00c5] are also observed. A Hirshfeld surface analysis was carried out, with the two-dimensional fingerprint plots indicating that the major contributions to the crystal packing are from H...H(57%), O...H(29.3%) and C...H(8.1%) interactions. The energy framework calculations reveal that dispersion energy (\n                    <jats:italic>E<\/jats:italic>\n                    <jats:sub>dis<\/jats:sub>\n                    = \u2212267.7\u2005kJ\u2005mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ) dominates the other energies. The molecular structure was optimized by density functional theory calculations using the B3LYP\/6\u2013311+G(d,p) basis set. The HOMO and LOMO orbitals were generated to determine the energy gap, which is 4.245\u2005eV. Molecular docking studies were carried out for the title molecule as ligand and a protein as receptor giving binding affinities of \u22129.5 kcal mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    for PDB ID: 5HG8 and \u22128.2 kcal mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    for PDB ID:6 NLV. The compound was further subjected to biological studies against human cancer cell lines, namely cryopreserved triple negative human breast adenocarcinoma cells (MDA-MB-231cells) and adenocarcinomic human alveolar basal epithelial cells (A549 cells) giving IC\n                    <jats:sub>50<\/jats:sub>\n                    values of 11.57 and 9.34\u2005\u00b5\n                    <jats:italic>M<\/jats:italic>\n                    , respectively. The cytotoxicity results showed a good safety profile against HEK293 cell lines.\n                  <\/jats:p>","DOI":"10.1107\/s2056989025001550","type":"journal-article","created":{"date-parts":[[2025,2,24]],"date-time":"2025-02-24T02:17:50Z","timestamp":1740363470000},"page":"257-263","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structure, Hirshfeld surface, DFT, molecular docking of 1-[(6-\n                    <i>tert<\/i>\n                    -butyl-2-oxo-2\n                    <i>H<\/i>\n                    -chromen-4-yl)methyl]-4,4-dimethylpiperidine-2,6-dione and cytotoxic effects on breast cancer (MDA-MB 231), human alveolar basal epithelial (A549) cell lines"],"prefix":"10.1107","volume":"81","author":[{"given":"M.","family":"Sunitha Kumari","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M.","family":"Harish Kumar","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"D. 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