{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,7]],"date-time":"2025-02-07T05:08:53Z","timestamp":1738904933884,"version":"3.37.0"},"reference-count":24,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2025,1,17]],"date-time":"2025-01-17T00:00:00Z","timestamp":1737072000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2025,1,17]],"date-time":"2025-01-17T00:00:00Z","timestamp":1737072000000},"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":[[2025,1,10]]},"published-print":{"date-parts":[[2025,2,1]]},"abstract":"<jats:p>The title salt (systematic name: 2-methyl-4-oxo-3,4-dihydroquinazolin-1-ium chloride), C<jats:sub>9<\/jats:sub>H<jats:sub>9<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sup>+<\/jats:sup>\u00b7Cl<jats:sup>\u2212<\/jats:sup>, has orthorhombic (<jats:italic>Pbcm<\/jats:italic>) symmetry. Except for two methyl H atoms, all atoms of the molecular cation are located about a mirror plane, making the quinazolinium moiety exactly planar. Individual molecules are arranged in (001) layers in the crystal. Supramolecular features include N\u2014H...Cl hydrogen-bonding interactions, leading to zigzag chains along [010] with <jats:italic>D<\/jats:italic>\n                  <jats:sub>1<\/jats:sub>\n                  <jats:sup>1<\/jats:sup>(2) and <jats:italic>C<\/jats:italic>\n                  <jats:sub>1<\/jats:sub>\n                  <jats:sup>2<\/jats:sup>(6) graph-set motifs. Additionally, weak \u03c0\u2013\u03c0 stacking interactions occur between benzene rings in adjacent layers. Hirshfeld surface analysis revealed that the most important contributions to the surface contacts are from H...H (36.1%), H...C\/C...H (25.8%), and H...O\/O...H (17.7%) interactions.<\/jats:p>","DOI":"10.1107\/s2056989025000258","type":"journal-article","created":{"date-parts":[[2025,1,17]],"date-time":"2025-01-17T07:34:51Z","timestamp":1737099291000},"page":"144-147","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structure and Hirshfeld surface analysis of 2-methylquinazolin-4(3<i>H<\/i>)-one hydrochloride"],"prefix":"10.1107","volume":"81","author":[{"given":"Muzaffar","family":"Davlatboev","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sevara","family":"Allabergenova","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fazliddin","family":"Zulpanov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ubaydullo","family":"Yakubov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8061-0914","authenticated-orcid":true,"given":"Akmaljon","family":"Tojiboev","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tulkinjon","family":"Sattarov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2025,1,17]]},"reference":[{"key":"wm5743_bb1","doi-asserted-by":"crossref","first-page":"978","DOI":"10.3390\/molecules28030978","volume":"28","author":"Alsibaee","year":"2023","journal-title":"Molecules"},{"key":"wm5743_bb13","doi-asserted-by":"crossref","first-page":"3337","DOI":"10.1021\/acs.orglett.9b01082","volume":"21","author":"Arachchige","year":"2019","journal-title":"Org. Lett."},{"key":"wm5743_bb2","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":"wm5743_bb3","doi-asserted-by":"crossref","first-page":"59","DOI":"10.1107\/S2053273314022207","volume":"71","author":"Bourhis","year":"2015","journal-title":"Acta Cryst. A"},{"key":"wm5743_bb4","doi-asserted-by":"crossref","first-page":"454","DOI":"10.1107\/S0108270183005090","volume":"39","author":"Chadwick","year":"1983","journal-title":"Acta Cryst. C"},{"key":"wm5743_bb5","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1107\/S0021889808042726","volume":"42","author":"Dolomanov","year":"2009","journal-title":"J. Appl. Cryst."},{"key":"wm5743_bb6","doi-asserted-by":"crossref","first-page":"115","DOI":"10.1039\/p29830000115","volume":"2","author":"Etter","year":"1983","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"wm5743_bb7","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1107\/S2052520616003954","volume":"72","author":"Groom","year":"2016","journal-title":"Acta Cryst. B"},{"key":"wm5743_bb9","doi-asserted-by":"crossref","first-page":"129","DOI":"10.1007\/BF00549096","volume":"44","author":"Hirshfeld","year":"1977","journal-title":"Theor. Chim. Acta"},{"key":"wm5743_bb10","doi-asserted-by":"crossref","first-page":"1884","DOI":"10.1002\/slct.202000137","volume":"5","author":"Kalogirou","year":"2020","journal-title":"ChemistrySelect"},{"key":"wm5743_bb11","doi-asserted-by":"crossref","first-page":"M1233","DOI":"10.3390\/M1233","volume":"2021","author":"Kalogirou","year":"2021","journal-title":"Molbank"},{"key":"wm5743_bb12","doi-asserted-by":"crossref","first-page":"5702","DOI":"10.1021\/acs.joc.1c00206","volume":"86","author":"Kalogirou","year":"2021","journal-title":"J. Org. Chem."},{"key":"wm5743_bb8","doi-asserted-by":"crossref","unstructured":"Li, G., Jing, X., Zhang, P. & De Clercq, E. (2021). Encyclopedia of Virology, 4th ed. edited by D. Bamford & M. Zuckerman, pp. 121-130. Amsterdam: Elsevier.","DOI":"10.1016\/B978-0-12-814515-9.00126-0"},{"key":"wm5743_bb14","doi-asserted-by":"crossref","first-page":"e1800152","DOI":"10.1002\/cbdv.201800152","volume":"15","author":"Liao","year":"2018","journal-title":"Chem. Biodivers."},{"key":"wm5743_bb15","doi-asserted-by":"crossref","first-page":"3956","DOI":"10.1016\/j.tetlet.2013.05.065","volume":"54","author":"Moghimi","year":"2013","journal-title":"Tetrahedron Lett."},{"key":"wm5743_bb16","unstructured":"Rigaku OD (2020). CrysAlis PRO. Rigaku Oxford Diffraction, Wroclaw, Poland."},{"key":"wm5743_bb17","doi-asserted-by":"crossref","first-page":"3913","DOI":"10.1021\/cg400584w","volume":"13","author":"Rybarczyk-Pirek","year":"2013","journal-title":"Cryst. Growth Des."},{"key":"wm5743_bb18","doi-asserted-by":"crossref","first-page":"1115","DOI":"10.1002\/crat.2170280814","volume":"28","author":"Sharma","year":"1993","journal-title":"Cryst. Res. Technol."},{"key":"wm5743_bb19","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. A"},{"key":"wm5743_bb20","doi-asserted-by":"crossref","first-page":"1006","DOI":"10.1107\/S1600576721002910","volume":"54","author":"Spackman","year":"2021","journal-title":"J. Appl. Cryst."},{"key":"wm5743_bb21","doi-asserted-by":"crossref","first-page":"629","DOI":"10.1107\/S2056989021004989","volume":"77","author":"Tojiboev","year":"2021","journal-title":"Acta Cryst. E"},{"key":"wm5743_bb22","doi-asserted-by":"crossref","first-page":"950","DOI":"10.1007\/s10947-006-0226-7","volume":"46","author":"Tozhiboev","year":"2005","journal-title":"J. Struct. Chem."},{"key":"wm5743_bb23","doi-asserted-by":"crossref","first-page":"379","DOI":"10.1023\/B:CONC.0000003420.21237.c1","volume":"39","author":"Turgunov","year":"2003","journal-title":"Chem. Nat. Compd."},{"key":"wm5743_bb24","doi-asserted-by":"crossref","first-page":"18","DOI":"10.3390\/scipharm91020018","volume":"91","author":"Zayed","year":"2023","journal-title":"Sci. Pharm."}],"container-title":["Acta Crystallographica Section E Crystallographic Communications"],"original-title":[],"link":[{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2025\/02\/00\/wm5743\/wm5743.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2025\/02\/00\/wm5743\/wm5743.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,2,6]],"date-time":"2025-02-06T07:23:51Z","timestamp":1738826631000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2056989025000258"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,1,17]]},"references-count":24,"journal-issue":{"issue":"2","published-online":{"date-parts":[[2025,2]]}},"alternative-id":["S2056989025000258"],"URL":"https:\/\/doi.org\/10.1107\/s2056989025000258","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2056989025000258\/wm5743sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2056989025000258\/wm5743Isup2.hkl","asserted-by":"subject"}]},"ISSN":["2056-9890"],"issn-type":[{"type":"electronic","value":"2056-9890"}],"subject":[],"published":{"date-parts":[[2025,1,17]]},"assertion":[{"value":"Acta Crystallographica Section E: Crystallographic Communications","order":0,"name":"journal","label":"Publication","explanation":{"URL":"https:\/\/journals.iucr.org\/e"},"group":{"name":"general","label":"General"}},{"value":"research communications","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/e\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"https:\/\/scripts.iucr.org\/cgi-bin\/citedin?wm5743","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":"14 November 2024","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"10 January 2025","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"17 January 2025","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"https:\/\/scripts.iucr.org\/cgi-bin\/sendsup?wm5743"}},{"value":"\u00a9 2025 Davlatboev et al.","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"https:\/\/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"}}]}}