{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T15:40:29Z","timestamp":1785426029743,"version":"3.56.0"},"reference-count":44,"publisher":"International Union of Crystallography (IUCr)","issue":"6","license":[{"start":{"date-parts":[[2025,5,23]],"date-time":"2025-05-23T00:00:00Z","timestamp":1747958400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2025,5,23]],"date-time":"2025-05-23T00:00:00Z","timestamp":1747958400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"funder":[{"DOI":"10.13039\/100012365","name":"Howard University","doi-asserted-by":"crossref","id":[{"id":"10.13039\/100012365","id-type":"DOI","asserted-by":"crossref"}]},{"name":"National Science Foundation","award":["NSF DMR-2117502"],"award-info":[{"award-number":["NSF DMR-2117502"]}]}],"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":[[2025,5,17]]},"published-print":{"date-parts":[[2025,6,1]]},"abstract":"<jats:p>\n                    The 1:1 cocrystal of 5-fluorocytosine (5FC) and 4-hydroxybenzaldehyde (4HB), C\n                    <jats:sub>4<\/jats:sub>\n                    H\n                    <jats:sub>4<\/jats:sub>\n                    FN\n                    <jats:sub>3<\/jats:sub>\n                    O\u00b7C\n                    <jats:sub>7<\/jats:sub>\n                    H\n                    <jats:sub>6<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    has been synthesized and its structure characterized by single-crystal X-ray diffraction and Hirshfeld surface analysis. The compound crystallizes in the monoclinic\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    space group. A robust supramolecular architecture is stabilized by N\u2014H...O, N\u2014H...N, C\u2014H...O and C\u2014H...F hydrogen bonds, forming\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>2<\/jats:sup>\n                    (8),\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>4<\/jats:sub>\n                    <jats:sup>4<\/jats:sup>\n                    (22),\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>6<\/jats:sub>\n                    <jats:sup>6<\/jats:sup>\n                    (32), and\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>8<\/jats:sub>\n                    <jats:sup>8<\/jats:sup>\n                    (34) ring motifs. The N\u2014H...O and N\u2014H...N hydrogen bonds form strong directional interactions, contributing to the\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>2<\/jats:sup>\n                    (8) and\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>8<\/jats:sub>\n                    <jats:sup>8<\/jats:sup>\n                    (34) motifs through dimeric and extended ring structures. O\u2014H...O interactions link 5FC and 4HB molecules, generating an\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>6<\/jats:sub>\n                    <jats:sup>6<\/jats:sup>\n                    (32) ring that enhances the packing. Weaker C\u2014H...F bonds help form the\n                    <jats:italic>R<\/jats:italic>\n                    <jats:sub>4<\/jats:sub>\n                    <jats:sup>4<\/jats:sup>\n                    (22) tetrameric motif, supporting the overall three-dimensional supramolecular framework. Additionally, C\u2014F...\u03c0 interactions between the fluorine atom and the aromatic ring add further to the crystal cohesion. Hirshfeld surface analysis and two-dimensional fingerprint plots confirm that O...H\/H...O contacts are the most significant, highlighting the central role of hydrogen bonding in the stability and organization of the crystal structure.\n                  <\/jats:p>","DOI":"10.1107\/s2056989025004463","type":"journal-article","created":{"date-parts":[[2025,5,23]],"date-time":"2025-05-23T03:01:04Z","timestamp":1747969264000},"page":"549-553","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal engineering of a 1:1 5-fluorocytosine\u20134-hydroxybenzaldehyde cocrystal: insights from X-ray crystallography and Hirshfeld analysis"],"prefix":"10.1107","volume":"81","author":[{"given":"Marimuthu","family":"Sangavi","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02w7vnb60","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marimuthu","family":"Mohana","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2770-7076","authenticated-orcid":true,"given":"Ray J.","family":"Butcher","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00cvxb145","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Colin D.","family":"McMillen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2025,5,23]]},"reference":[{"key":"oi2017_bb1","doi-asserted-by":"crossref","first-page":"2147","DOI":"10.1021\/cg3002948","volume":"12","author":"Aitipamula","year":"2012","journal-title":"Cryst. 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