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The seven compounds were characterized by NMR and X-ray diffraction techniques. The single-crystal X-ray diffraction analysis revealed that 4,5-bis[(2,4-dioxopentan-3-yl)sulfanyl]-1,3-dithiol-2-one, C\n                    <jats:sub>13<\/jats:sub>\n                    H\n                    <jats:sub>14<\/jats:sub>\n                    O\n                    <jats:sub>5<\/jats:sub>\n                    S\n                    <jats:sub>4<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIO(acac)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , and 4,5-bis[(3,5-dimethylpyrazol-4-yl)sulfanyl]-1,3-dithiole-2-thione methanol monosolvate, C\n                    <jats:sub>13<\/jats:sub>\n                    H\n                    <jats:sub>14<\/jats:sub>\n                    N\n                    <jats:sub>4<\/jats:sub>\n                    S\n                    <jats:sub>5<\/jats:sub>\n                    \u00b7CH\n                    <jats:sub>3<\/jats:sub>\n                    OH or\n                    <jats:bold>\n                      DMIT(HPz)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , crystallized in the triclinic\n                    <jats:italic>P<\/jats:italic>\n                    \\overline{1} and monoclinic\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>n<\/jats:italic>\n                    space groups, respectively, while 4,5-bis[(3,4-dimethoxybenzyl)sulfanyl]-1,3-dithiole-2-thione, C\n                    <jats:sub>21<\/jats:sub>\n                    H\n                    <jats:sub>22<\/jats:sub>\n                    O\n                    <jats:sub>4<\/jats:sub>\n                    S\n                    <jats:sub>5<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIT(3,4-dimethoxybenzyl)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , and 4,5-bis[(3,4-dimethoxybenzyl)sulfanyl]-1,3-dithiol-2-one, C\n                    <jats:sub>21<\/jats:sub>\n                    H\n                    <jats:sub>22<\/jats:sub>\n                    O\n                    <jats:sub>5<\/jats:sub>\n                    S\n                    <jats:sub>4<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIO(3,4-dimethoxybenzyl)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , crystallized in the monoclinic space groups\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>n<\/jats:italic>\n                    and\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    , respectively. Methyl 4-({[5-({[4-(methoxycarbonyl)phenyl]methyl}sulfanyl)-2-sulfanylidene-1,3-dithiol-4-yl]sulfanyl}methyl)benzoate, C\n                    <jats:sub>21<\/jats:sub>\n                    H\n                    <jats:sub>18<\/jats:sub>\n                    O\n                    <jats:sub>4<\/jats:sub>\n                    S\n                    <jats:sub>5<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIT(4-methylbenzoate)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , and methyl 4-({[5-({[4-(methoxycarbonyl)phenyl]methyl}sulfanyl)-2-oxo-1,3-dithiol-4-yl]sulfanyl}methyl)benzoate, C\n                    <jats:sub>21<\/jats:sub>\n                    H\n                    <jats:sub>18<\/jats:sub>\n                    O\n                    <jats:sub>5<\/jats:sub>\n                    S\n                    <jats:sub>4<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIO(4-methylbenzoate)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , crystallized in the orthorhombic\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    and monoclinic\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>n<\/jats:italic>\n                    space groups, respectively. Similarly, 4-{[(5-{[(4-carboxyphenyl)methyl]sulfanyl}-2-oxo-1,3-dithiol-4-yl)sulfanyl]methyl}benzoic acid, C\n                    <jats:sub>19<\/jats:sub>\n                    H\n                    <jats:sub>14<\/jats:sub>\n                    O\n                    <jats:sub>5<\/jats:sub>\n                    S\n                    <jats:sub>4<\/jats:sub>\n                    or\n                    <jats:bold>\n                      DMIO(4-methylbenzoic acid)\n                      <jats:sub>2<\/jats:sub>\n                    <\/jats:bold>\n                    , crystallized 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                    . The molecular packings of the seven crystalline compounds were stabilized by a variety of intermolecular O...H, H...H, C...H, S...H, S...S, S...O, and N...H interactions, depending on the substituent group. Hirshfeld surface analysis confirmed the presence of the above-mentioned interactions and the percentage contributions of the interatomic contacts were determined by 2D fingerprint plots in the total Hirshfeld surface. Studies of the antiproliferative activity against the NCI-60 cell line panel were performed for selected 2-oxo-1,3-dithiole-4,5-dithiolate (DMIO) derivatives.\n                  <\/jats:p>","DOI":"10.1107\/s2053229626001646","type":"journal-article","created":{"date-parts":[[2026,3,2]],"date-time":"2026-03-02T16:03:02Z","timestamp":1772467382000},"page":"204-221","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["New dithiolene derivatives as coordination chromophores: structural, spectroscopic, electrochemical, Hirshfeld surface analyses, and\n                    <i>in-vitro<\/i>\n                    cytotoxicity"],"prefix":"10.1107","volume":"82","author":[{"given":"Keysha T.","family":"Cordero Gim\u00e9nez","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Glorimar I.","family":"Miranda M\u00e9ndez","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Oliver D.","family":"Pichardo Peguero","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alejandro","family":"Burgos-Suazo","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"John","family":"Cruz Lozada","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christian M.","family":"Gonz\u00e1lez Dumeng","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Javier O.","family":"Rivera Reyes","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jemily","family":"Acosta Mercado","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dalice M.","family":"Pi\u00f1ero Cruz","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/02yg0nm07","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2026,4,7]]},"reference":[{"key":"ov3180_bb1","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1016\/0022-328X(96)06139-6","volume":"516","author":"Bacher","year":"1996","journal-title":"J. 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