{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T14:22:18Z","timestamp":1785421338884,"version":"3.56.0"},"reference-count":17,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2026,1,6]],"date-time":"2026-01-06T00:00:00Z","timestamp":1767657600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2026,1,6]],"date-time":"2026-01-06T00:00:00Z","timestamp":1767657600000},"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":[[2025,12,19]]},"published-print":{"date-parts":[[2026,2,1]]},"abstract":"<jats:p>\n                    The crystal structure of 2-(3-nitrophenyl)-1\n                    <jats:italic>H<\/jats:italic>\n                    -benzimidazole monohydrate, C\n                    <jats:sub>13<\/jats:sub>\n                    H\n                    <jats:sub>9<\/jats:sub>\n                    N\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    \u00b7H\n                    <jats:sub>2<\/jats:sub>\n                    O, has been investigated by single-crystal X-ray diffraction. The benzimidazole derivative had its structure studied previously, but it was described in the\n                    <jats:italic>P<\/jats:italic>\n                    1 space group [Sudha\n                    <jats:italic>et al.<\/jats:italic>\n                    , (2023).\n                    <jats:italic>J. Mol. Struct.<\/jats:italic>\n                    <jats:bold>1286<\/jats:bold>\n                    , 135584]. Herein, we report a reexamination of this compound, which this time crystallized in the triclinic centrosymmetric space group\n                    <jats:italic>P<\/jats:italic>\n                    <jats:overline>1<\/jats:overline>\n                    . The benzene ring and the benzimidazole group are almost coplanar, with N\u2014C\u2014C\u2014C torsion angles of \u22122.2\u2005(3) and \u22125.9\u2005(4)\u00b0 in the two independent molecules in the unit cell. The crystal structure features N\u2014H...O and O\u2014H...N hydrogen bonds and offset \u03c0\u2013\u03c0 stacking interactions.\n                  <\/jats:p>","DOI":"10.1107\/s2056989025011466","type":"journal-article","created":{"date-parts":[[2025,12,23]],"date-time":"2025-12-23T14:23:16Z","timestamp":1766499796000},"page":"121-125","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["The crystal structure of 2-(3-nitrophenyl)-1\n                    <i>H<\/i>\n                    -benzimidazole monohydrate revisited"],"prefix":"10.1107","volume":"82","author":[{"ORCID":"https:\/\/orcid.org\/0009-0001-5372-1464","authenticated-orcid":true,"given":"Daim\u00ed","family":"Gonz\u00e1lez Caballero","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mayra P.","family":"Hern\u00e1ndez S\u00e1nchez","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Javier","family":"Alcides Ellena","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pedro Henrique de","family":"Oliveira Santiago","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Estael","family":"Ochoa Rodr\u00edguez","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04204gr61","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julio","family":"Duque Rodr\u00edguez","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8082-651X","authenticated-orcid":true,"given":"Armando A.","family":"Paneque Quevedo","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04204gr61","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2026,1,6]]},"reference":[{"key":"ny2017_bb1","doi-asserted-by":"crossref","first-page":"103396","DOI":"10.1016\/j.bioorg.2019.103396","volume":"94","author":"Baldisserotto","year":"2020","journal-title":"Bioorg. 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