{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T14:08:12Z","timestamp":1785420492302,"version":"3.56.0"},"reference-count":35,"publisher":"International Union of Crystallography (IUCr)","issue":"11","license":[{"start":{"date-parts":[[2024,10,24]],"date-time":"2024-10-24T00:00:00Z","timestamp":1729728000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2024,10,24]],"date-time":"2024-10-24T00:00:00Z","timestamp":1729728000000},"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":[[2024,10,7]]},"published-print":{"date-parts":[[2024,11,1]]},"abstract":"<jats:p>\n                    The title compound, C\n                    <jats:sub>18<\/jats:sub>\n                    H\n                    <jats:sub>21<\/jats:sub>\n                    N\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>3<\/jats:sub>\n                    , was prepared from 1,3,5-benzenetricarbonyl trichloride and cyclopropylamine. Its crystal structure was solved in the monoclinic space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    . In the crystal, the three amide groups of the molecule are inclined at angles of 26.5\u2005(1), 36.9\u2005(1) and 37.8\u2005(1)\u00b0 with respect to the plane of the benzene ring. The molecules are linked by N\u2014H...O hydrogen bonds, forming two-dimensional supramolecular aggregates that extend parallel to the crystallographic\n                    <jats:italic>ab<\/jats:italic>\n                    plane and are further connected by C\u2014H...O contacts. As a result of the supramolecular interactions, a propeller-like conformation of the title molecule can be observed.\n                  <\/jats:p>","DOI":"10.1107\/s2056989024009800","type":"journal-article","created":{"date-parts":[[2024,10,15]],"date-time":"2024-10-15T07:09:33Z","timestamp":1728976173000},"page":"1194-1197","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structure of\n                    <i>N<\/i>\n                    ,\n                    <i>N<\/i>\n                    \u2032,\n                    <i>N<\/i>\n                    \u2032\u2032-tricyclopropylbenzene-1,3,5-tricarboxamide"],"prefix":"10.1107","volume":"80","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6398-2337","authenticated-orcid":true,"given":"Manuel","family":"Stapf","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Venugopal Rao","family":"Miyyapuram","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/03x1ewr52","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wilhelm","family":"Seichter","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3571-7899","authenticated-orcid":true,"given":"Monika","family":"Mazik","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2024,10,24]]},"reference":[{"key":"ex2087_bb1","doi-asserted-by":"crossref","first-page":"448","DOI":"10.1039\/D0MD00370K","volume":"12","author":"Bauer","year":"2021","journal-title":"RSC Med. Chem."},{"key":"ex2087_bb2","unstructured":"Bruker (2014). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA."},{"key":"ex2087_bb3","doi-asserted-by":"crossref","first-page":"6125","DOI":"10.1039\/c2cs35156k","volume":"41","author":"Cantekin","year":"2012","journal-title":"Chem. Soc. Rev."},{"key":"ex2087_bb4","doi-asserted-by":"crossref","first-page":"4631","DOI":"10.1039\/c2cs35067j","volume":"41","author":"Chen","year":"2012","journal-title":"Chem. Soc. Rev."},{"key":"ex2087_bb5","doi-asserted-by":"crossref","first-page":"2995","DOI":"10.1039\/b504372g","author":"Desiraju","year":"2005","journal-title":"Chem. Commun."},{"key":"ex2087_bb6","unstructured":"Desiraju, G. R. & Steiner, T. (1999). In The Weak Hydrogen Bond. Oxford University Press."},{"key":"ex2087_bb7","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1039\/D2CE01203K","volume":"25","author":"Ebersbach","year":"2023","journal-title":"CrystEngComm"},{"key":"ex2087_bb8","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"ex2087_bb9","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1107\/S2052520616003954","volume":"72","author":"Groom","year":"2016","journal-title":"Acta Cryst. B"},{"key":"ex2087_bb10","doi-asserted-by":"crossref","first-page":"4268","DOI":"10.1039\/C2CC37428E","volume":"49","author":"Howe","year":"2013","journal-title":"Chem. Commun."},{"key":"ex2087_bb11","doi-asserted-by":"crossref","first-page":"o1687","DOI":"10.1107\/S1600536810022609","volume":"66","author":"Khan","year":"2010","journal-title":"Acta Cryst. E"},{"key":"ex2087_bb12","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S1600576714022985","volume":"48","author":"Krause","year":"2015","journal-title":"J. Appl. Cryst."},{"key":"ex2087_bb13","doi-asserted-by":"crossref","first-page":"1928","DOI":"10.1021\/acs.accounts.7b00176","volume":"50","author":"Kulkarni","year":"2017","journal-title":"Acc. Chem. Res."},{"key":"ex2087_bb14","doi-asserted-by":"crossref","first-page":"2311964","DOI":"10.1002\/adfm.202311964","volume":"34","author":"Li","year":"2024","journal-title":"Adv. Funct. Mater."},{"key":"ex2087_bb15","doi-asserted-by":"crossref","first-page":"551","DOI":"10.1002\/(SICI)1521-3773(20000204)39:3<551::AID-ANIE551>3.0.CO;2-7","volume":"39","author":"Mazik","year":"2000","journal-title":"Angew. Chem. Int. Ed."},{"key":"ex2087_bb16","doi-asserted-by":"crossref","first-page":"12771","DOI":"10.1016\/S0040-4020(99)00789-9","volume":"55","author":"Mazik","year":"1999","journal-title":"Tetrahedron"},{"key":"ex2087_bb17","doi-asserted-by":"crossref","first-page":"9115","DOI":"10.1021\/jo051115u","volume":"70","author":"Mazik","year":"2005","journal-title":"J. Org. Chem."},{"key":"ex2087_bb18","doi-asserted-by":"crossref","first-page":"831","DOI":"10.1021\/jo061901e","volume":"72","author":"Mazik","year":"2007","journal-title":"J. Org. Chem."},{"key":"ex2087_bb19","doi-asserted-by":"crossref","first-page":"458","DOI":"10.1002\/ejoc.200900811","volume":"2010","author":"Mazik","year":"2010","journal-title":"Eur. J. Org. Chem."},{"key":"ex2087_bb20","doi-asserted-by":"crossref","first-page":"855","DOI":"10.1021\/ol052902g","volume":"8","author":"Mazik","year":"2006","journal-title":"Org. Lett."},{"key":"ex2087_bb21","doi-asserted-by":"crossref","first-page":"7448","DOI":"10.1021\/jo048979k","volume":"69","author":"Mazik","year":"2004","journal-title":"J. Org. Chem."},{"key":"ex2087_bb22","doi-asserted-by":"crossref","first-page":"664","DOI":"10.1002\/1521-3765(20010202)7:3<664::AID-CHEM664>3.0.CO;2-E","volume":"7","author":"Mazik","year":"2001","journal-title":"Chem. Eur. J."},{"key":"ex2087_bb23","doi-asserted-by":"crossref","first-page":"3117","DOI":"10.1016\/j.tetlet.2004.02.087","volume":"45","author":"Mazik","year":"2004","journal-title":"Tetrahedron Lett."},{"key":"ex2087_bb24","doi-asserted-by":"crossref","first-page":"1151","DOI":"10.1021\/cr010016n","volume":"103","author":"Reissig","year":"2003","journal-title":"Chem. Rev."},{"key":"ex2087_bb25","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1107\/S0108767307043930","volume":"64","author":"Sheldrick","year":"2008","journal-title":"Acta Cryst. A"},{"key":"ex2087_bb26","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"ex2087_bb27","doi-asserted-by":"crossref","first-page":"230","DOI":"10.1021\/ed086p230","volume":"86","author":"Stals","year":"2009","journal-title":"J. Chem. Educ."},{"key":"ex2087_bb28","doi-asserted-by":"crossref","first-page":"4900","DOI":"10.1002\/ejoc.202000803","author":"Stapf","year":"2020","journal-title":"Eur. J. Org. Chem."},{"key":"ex2087_bb29","doi-asserted-by":"crossref","first-page":"8712","DOI":"10.1021\/acs.jmedchem.6b00472","volume":"59","author":"Talele","year":"2016","journal-title":"J. Med. Chem."},{"key":"ex2087_bb30","doi-asserted-by":"crossref","first-page":"1175","DOI":"10.1515\/ncrs-2023-0379","volume":"238","author":"Tong","year":"2023","journal-title":"Z. Kristallogr. New Cryst. Struct."},{"key":"ex2087_bb31","doi-asserted-by":"crossref","first-page":"524","DOI":"10.1039\/C0SM00516A","volume":"7","author":"Veld","year":"2011","journal-title":"Soft Matter"},{"key":"ex2087_bb32","doi-asserted-by":"crossref","first-page":"418","DOI":"10.1002\/polb.24293","volume":"55","author":"Wang","year":"2017","journal-title":"J. Polym. Sci. B Polym. Phys."},{"key":"ex2087_bb33","doi-asserted-by":"crossref","first-page":"7315","DOI":"10.1039\/C8OB01187G","volume":"16","author":"Wu","year":"2018","journal-title":"Org. Biomol. Chem."},{"key":"ex2087_bb34","doi-asserted-by":"crossref","first-page":"551","DOI":"10.1515\/ncrs-2022-0070","volume":"237","author":"Zhang","year":"2022","journal-title":"Z. Kristallogr. New Cryst. Struct."},{"key":"ex2087_bb35","doi-asserted-by":"crossref","first-page":"543","DOI":"10.1515\/ncrs-2022-0066","volume":"237","author":"Zhang","year":"2022","journal-title":"Z. Kristallogr. New Cryst. Struct."}],"container-title":["Acta Crystallographica Section E Crystallographic Communications"],"original-title":[],"link":[{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2024\/11\/00\/ex2087\/ex2087.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.iucr.org\/e\/issues\/2024\/11\/00\/ex2087\/ex2087.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,12,20]],"date-time":"2024-12-20T06:39:30Z","timestamp":1734676770000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2056989024009800"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,10,24]]},"references-count":35,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2024,11]]}},"alternative-id":["S2056989024009800"],"URL":"https:\/\/doi.org\/10.1107\/s2056989024009800","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2056989024009800\/ex2087sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2056989024009800\/ex2087Isup2.hkl","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2056989024009800\/ex2087Isup3.cml","asserted-by":"subject"}]},"ISSN":["2056-9890"],"issn-type":[{"value":"2056-9890","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,10,24]]},"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?ex2087","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":"9 August 2024","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"7 October 2024","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"24 October 2024","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?ex2087"}},{"value":"\u00a9 2024 Stapf\n                      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"}}]}}