{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T08:37:06Z","timestamp":1785400626559,"version":"3.56.0"},"reference-count":23,"publisher":"International Union of Crystallography (IUCr)","issue":"4","license":[{"start":{"date-parts":[[2023,3,23]],"date-time":"2023-03-23T00:00:00Z","timestamp":1679529600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2023,3,23]],"date-time":"2023-03-23T00:00:00Z","timestamp":1679529600000},"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":[[2023,3,14]]},"published-print":{"date-parts":[[2023,4,1]]},"abstract":"<jats:p>\n                    Syntheses and X-ray crystal structures of four 4-(4-methoxyphenyl)piperazin-1-ium (MeOPP) salts, with 2,2,2-trifluoroacetate, C\n                    <jats:sub>11<\/jats:sub>\n                    H\n                    <jats:sub>17<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sup>+<\/jats:sup>\n                    \u00b7C\n                    <jats:sub>2<\/jats:sub>\n                    F\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    (\n                    <jats:bold>I<\/jats:bold>\n                    ), 2,3,4,5,6-pentafluorobenzoate, C\n                    <jats:sub>11<\/jats:sub>\n                    H\n                    <jats:sub>17<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sup>+<\/jats:sup>\n                    \u00b7C\n                    <jats:sub>7<\/jats:sub>\n                    F\n                    <jats:sub>5<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    \u00b7H\n                    <jats:sub>2<\/jats:sub>\n                    O (\n                    <jats:bold>II<\/jats:bold>\n                    ), 4-iodobenzoate C\n                    <jats:sub>11<\/jats:sub>\n                    H\n                    <jats:sub>17<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sup>+<\/jats:sup>\n                    \u00b7C\n                    <jats:sub>7<\/jats:sub>\n                    H\n                    <jats:sub>4<\/jats:sub>\n                    IO\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    \u00b7H\n                    <jats:sub>2<\/jats:sub>\n                    O (\n                    <jats:bold>III<\/jats:bold>\n                    ), and 4-methylbenzoate, C\n                    <jats:sub>11<\/jats:sub>\n                    H\n                    <jats:sub>17<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sup>+<\/jats:sup>\n                    \u00b7C\n                    <jats:sub>8<\/jats:sub>\n                    H\n                    <jats:sub>7<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    \u00b7H\n                    <jats:sub>2<\/jats:sub>\n                    O (\n                    <jats:bold>IV<\/jats:bold>\n                    ) anions are presented. The salts form directly from equimolar quantities of\n                    <jats:italic>N<\/jats:italic>\n                    -(4-methoxyphenyl)piperazine and the corresponding organic acid in methanol and crystallize from 1:1 methanol\/ethyl acetate. Salt\n                    <jats:bold>I<\/jats:bold>\n                    is anhydrous whereas\n                    <jats:bold>II<\/jats:bold>\n                    ,\n                    <jats:bold>III<\/jats:bold>\n                    , and\n                    <jats:bold>IV<\/jats:bold>\n                    are all monohydrates. In all cases, the MeOPP cation conformation is determined by the torsion about the N\u2014C bond between the piperazinium and 4-methoxybenzene rings. Crystal packing in each structure is largely dictated by N\u2014H...O and (in\n                    <jats:bold>II<\/jats:bold>\n                    ,\n                    <jats:bold>III<\/jats:bold>\n                    , and\n                    <jats:bold>IV<\/jats:bold>\n                    ) O\u2014H...O hydrogen bonds, although each also features weak C\u2014H...O-type hydrogen bonds. Salt\n                    <jats:bold>II<\/jats:bold>\n                    also has \u03c0\u2013\u03c0-stacking interactions between cation and anion arene rings, and\n                    <jats:bold>III<\/jats:bold>\n                    exhibits I...I close contacts.\n                  <\/jats:p>","DOI":"10.1107\/s2056989023002529","type":"journal-article","created":{"date-parts":[[2023,3,23]],"date-time":"2023-03-23T10:28:53Z","timestamp":1679567333000},"page":"380-385","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Syntheses and crystal structures of four 4-(4-methoxyphenyl)piperazin-1-ium salts: trifluoroacetate, 2,3,4,5,6-pentafluorobenzoate, 4-iodobenzoate, and a polymorph with 4-methylbenzoate"],"prefix":"10.1107","volume":"79","author":[{"family":"Vinaya","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yeriyur B.","family":"Basavaraju","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":[],"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":[[2023,3,23]]},"reference":[{"key":"vm2279_bb1","doi-asserted-by":"crossref","first-page":"174","DOI":"10.1016\/j.drugalcdep.2011.10.007","volume":"122","author":"Arbo","year":"2012","journal-title":"Drug Alcohol Depend."},{"key":"vm2279_bb2","doi-asserted-by":"crossref","first-page":"05","DOI":"10.7439\/ijasr.v1i1.1766","volume":"1","author":"Asif","year":"2015","journal-title":"Int. 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