{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T00:05:50Z","timestamp":1773014750195,"version":"3.50.1"},"reference-count":33,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2025,4,29]],"date-time":"2025-04-29T00:00:00Z","timestamp":1745884800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,4,29]],"date-time":"2025-04-29T00:00:00Z","timestamp":1745884800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp;amp; Biodiversity"],"published-print":{"date-parts":[[2025,9]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    In the context of research into new synthetic possibilities under the conditions of catalytic olefination reaction (COR), based on (E)\u20102\u2010((2\u2010(p\u2010tolyl)hydrazineylidene)methyl)phenol (an N\u2010substituted phenylhydrazone), (E)\u20102\u2010(2,2\u2010dichloro\u20101\u2010(phenyldiazenyl)vinyl)phenol (dichlorovinyldiazene) was synthesized. This compound undergoes a one\u2010step conversion with ethyl alcohol to yield the corresponding (Z)\u20103\u2010(2\u2010(p\u2010tolyl)hydrazineylidene)benzofuran\u20102(3H)\u2010one. To assess its interactions with biological targets, a single\u2010crystal X\u2010ray diffraction structure analysis and Hirshfeld surface analysis were conducted. It was established that the molecule is nearly planar, with its conformation stabilized by intramolecular N\u2014H\u2026O hydrogen bonding, forming an S(6) ring motif. Intermolecular C\u2014H\u2026O hydrogen bonds link molecular pairs to form inversion dimers. Additionally, \u03c0\u22ef\u03c0 stacking interactions were observed between the positively charged carbon of the furan ring (due to the oxygen injection effect) and the negatively charged center of an adjacent benzene ring. A comparative analysis of antibacterial activity was conducted in vivo against\n                    <jats:italic>Acinetobacter baumannii<\/jats:italic>\n                    BDU32,\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    BDU12,\n                    <jats:italic>Pseudomonas aeruginosa<\/jats:italic>\n                    BDU49,\n                    <jats:italic>Klebsiella pneumoniae<\/jats:italic>\n                    BDU44, and\n                    <jats:italic>Staphylococcus aureus<\/jats:italic>\n                    BDU23.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.202403048","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T01:00:41Z","timestamp":1744678841000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis, Single\u2010Crystal X\u2010ray diffraction, Hirshfeld Surface Analysis, Supramolecular Properties, and Antibacterial Activity Studies of (Z)\u20103\u2010(2\u2010(p\u2010tolyl)hydrazineylidene)Benzofuran\u20102(3H)\u2010one"],"prefix":"10.1002","volume":"22","author":[{"given":"Ulviyya","family":"Askerova","sequence":"first","affiliation":[{"name":"Baku State University Baku Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Abel","family":"Maharramov","sequence":"additional","affiliation":[{"name":"Baku State University Baku Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mehmet","family":"Akkurt","sequence":"additional","affiliation":[{"name":"Department of Physics Faculty of Sciences Erciyes University Kayseri Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Aygun","family":"Israyilova","sequence":"additional","affiliation":[{"name":"Baku State University Baku Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Namiq","family":"Shikhaliyev","sequence":"additional","affiliation":[{"name":"Department of Chemical Engineering Baku Engineering University Absheron Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nigar","family":"Ahmadova","sequence":"additional","affiliation":[{"name":"Baku State University Baku Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vagif","family":"Farzaliyev","sequence":"additional","affiliation":[{"name":"Laboratory of Physiologically Active Compounds Institute of Chemistry of Additives Baku Azerbaijan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4135-9568","authenticated-orcid":false,"given":"Afsun","family":"Sujayev","sequence":"additional","affiliation":[{"name":"Laboratory of Physiologically Active Compounds Institute of Chemistry of Additives Baku 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