{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,20]],"date-time":"2026-09-20T17:07:26Z","timestamp":1789924046319,"version":"4.0.1"},"reference-count":29,"publisher":"International Union of Crystallography (IUCr)","issue":"12","license":[{"start":{"date-parts":[[2024,11,28]],"date-time":"2024-11-28T00:00:00Z","timestamp":1732752000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2024,11,28]],"date-time":"2024-11-28T00:00:00Z","timestamp":1732752000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"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":[[2024,11,23]]},"published-print":{"date-parts":[[2024,12,1]]},"abstract":"<jats:p>\n                    This study presents the synthesis, crystal structure, and a Hirshfeld-surface analysis of the bioactive compound 5-methyl-1\n                    <jats:italic>H<\/jats:italic>\n                    -pyrazol-3-yl 4-nitrobenzenesulfonate(C\n                    <jats:sub>10<\/jats:sub>\n                    H\n                    <jats:sub>9<\/jats:sub>\n                    N\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>5<\/jats:sub>\n                    S), a pyrazole derivative with pharmacological potential. Pyrazoles are known for diverse bioactivities, and recent research emphasizes their role as a \u2018privileged structure\u2019 in drug design. Here, the asymmetric unit of the title compound contains two distinct molecules,\n                    <jats:italic>A<\/jats:italic>\n                    and\n                    <jats:italic>B<\/jats:italic>\n                    , exhibiting differences in conformation resulting from variation in key torsion angles. These distinctions influence the molecular orientation and intermolecular interactions, with strong N\u2014H...N and N\u2014H...O hydrogen bonds forming a centrosymmetric tetramer stabilized by \u03c0\u2013\u03c0 stacking. Hirshfeld surface analysis readily confirms differing intermolecular contacts for\n                    <jats:italic>A<\/jats:italic>\n                    and\n                    <jats:italic>B<\/jats:italic>\n                    , primarily involving hydrogen atoms and differences in their close contacts to nitrogen and oxygen. This study offers further insight into the molecular architecture and potential interactions of pyrazole-based drug candidates.\n                  <\/jats:p>","DOI":"10.1107\/s205698902401140x","type":"journal-article","created":{"date-parts":[[2024,11,26]],"date-time":"2024-11-26T02:08:38Z","timestamp":1732586918000},"page":"1354-1358","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":3,"title":["Synthesis, crystal structure and Hirshfeld surface analysis of 5-methyl-1\n                    <i>H<\/i>\n                    -pyrazol-3-yl 4-nitrobenzenesulfonate at 90\u2005K"],"prefix":"10.1107","volume":"80","author":[{"family":"Vinaya","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Syida A.","family":"Yakuth","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thaluru M.","family":"Mohan Kumar","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Besagarahally L.","family":"Bhaskar","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thayamma R.","family":"Divakara","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9039-0273","authenticated-orcid":true,"given":"Hemmige S.","family":"Yathirajan","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yeriyur B.","family":"Basavaraju","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/012bxv356","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5777-3918","authenticated-orcid":true,"given":"Sean","family":"Parkin","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02k3smh20","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2024,11,28]]},"reference":[{"key":"nx2016_bb1","doi-asserted-by":"crossref","first-page":"16","DOI":"10.1039\/C6NJ03181A","volume":"41","author":"Ansari","year":"2017","journal-title":"New J. 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