{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,25]],"date-time":"2025-11-25T20:40:55Z","timestamp":1764103255620,"version":"3.33.0"},"reference-count":10,"publisher":"International Union of Crystallography (IUCr)","issue":"11","license":[{"start":{"date-parts":[[2021,11,16]],"date-time":"2021-11-16T00:00:00Z","timestamp":1637020800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2021,11,16]],"date-time":"2021-11-16T00:00:00Z","timestamp":1637020800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["IUCrData","IUCr Data","International Union Crystallogr Data","Int Union Cryst Data"],"accepted":{"date-parts":[[2021,11,10]]},"published-print":{"date-parts":[[2021,11,28]]},"abstract":"<jats:p>In the title compound, C<jats:sub>20<\/jats:sub>H<jats:sub>15<\/jats:sub>ClN<jats:sub>2<\/jats:sub>O, the non-aromatic six-membered ring adopts a distorted envelope conformation with methylene-C atom nearest to the five-membered ring being the flap atom. The dihedral angle between the phenyl and chlorobenzene rings is 74.5\u2005(1)\u00b0. The heterocyclic ring forms dihedral angles of 37.9\u2005(1) and 64.3\u2005(1)\u00b0 with the phenyl and chlorobenzene rings, respectively. In the crystal, weak C\u2014H...O interactions feature predominantly within the three-dimensional architecture. The intermolecular interactions are further analysed with the calculation of the Hirshfeld surfaces highlighting the prominent role of C\u2014H...O interactions, along with H...H (36.8%) and C...H\/H...C (26.5%) contacts.<\/jats:p>","DOI":"10.1107\/s2414314621011950","type":"journal-article","created":{"date-parts":[[2021,11,18]],"date-time":"2021-11-18T14:51:04Z","timestamp":1637247064000},"update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":1,"title":["(<i>E<\/i>)-5-(4-Chlorobenzylidene)-1-phenyl-4,5,6,7-tetrahydro-1<i>H<\/i>-indazol-4-one: crystal structure and Hirshfeld surface analysis"],"prefix":"10.1107","volume":"6","author":[{"given":"C. Selva","family":"Meenatchi","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S.","family":"Athimoolam","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J.","family":"Suresh","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S. Raja","family":"Rubina","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"R. Ranjith","family":"Kumar","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S. R.","family":"Bhandari","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2021,11,16]]},"reference":[{"key":"tk4071_bb1","doi-asserted-by":"crossref","first-page":"1555","DOI":"10.1002\/anie.199515551","volume":"34","author":"Bernstein","year":"1995","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"tk4071_bb2","unstructured":"Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA."},{"key":"tk4071_bb3","first-page":"1","volume":"131(8)","author":"Faisal","year":"2019","journal-title":"J. Chem. Sci."},{"key":"tk4071_bb4","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"tk4071_bb5","doi-asserted-by":"crossref","first-page":"226","DOI":"10.1107\/S1600576719014092","volume":"53","author":"Macrae","year":"2020","journal-title":"J. Appl. Cryst."},{"key":"tk4071_bb6","first-page":"1497","volume":"42","author":"Popat","year":"2003","journal-title":"Indian J. Chem. Sect. B"},{"key":"tk4071_bb7","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. A"},{"key":"tk4071_bb8","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"tk4071_bb9","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1107\/S2056989019016244","volume":"76","author":"Spek","year":"2020","journal-title":"Acta Cryst. E"},{"key":"tk4071_bb10","unstructured":"Wolff, S. K., Grimwood, D. J., McKinnon, J. J., Turner, M. J., Jayatilaka, D. & Spackman, M. A. (2012). Crystal Explorer, University of Western Australia, Crawley."}],"container-title":["IUCrData"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/x\/issues\/2021\/11\/00\/tk4071\/tk4071.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/x\/issues\/2021\/11\/00\/tk4071\/tk4071.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T10:46:28Z","timestamp":1736765188000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2414314621011950"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,11,16]]},"references-count":10,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2021,11]]}},"alternative-id":["S2414314621011950"],"URL":"https:\/\/doi.org\/10.1107\/s2414314621011950","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2414314621011950\/tk4071sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2414314621011950\/tk4071Isup2.hkl","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2414314621011950\/tk4071Isup3.cml","asserted-by":"subject"}]},"ISSN":["2414-3146"],"issn-type":[{"type":"electronic","value":"2414-3146"}],"subject":[],"published":{"date-parts":[[2021,11,16]]},"assertion":[{"value":"IUCrData","order":0,"name":"journal","label":"Publication","explanation":{"URL":"http:\/\/journals.iucr.org\/x"},"group":{"name":"general","label":"General"}},{"value":"data reports","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/x\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"https:\/\/scripts.iucr.org\/cgi-bin\/citedin?tk4071","order":2,"name":"article_metrics","label":"Article metrics","group":{"name":"general","label":"General"}},{"value":"Yes","order":0,"name":"peer_reviewed","label":"Peer reviewed","group":{"name":"peer_review","label":"Peer review"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review process","group":{"name":"peer_review","label":"Peer review"}},{"value":"2 November 2021","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"10 November 2021","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"16 November 2021","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This data article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"https:\/\/scripts.iucr.org\/cgi-bin\/sendsup?tk4071"}},{"value":"\u00a9 2021 Meenatchi et al.","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}},{"value":"Creative Commons Attribution (CC-BY)","order":1,"name":"license","label":"Licence","explanation":{"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}],"article-number":"x211195"}}