{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,5]],"date-time":"2026-02-05T22:52:19Z","timestamp":1770331939659,"version":"3.49.0"},"reference-count":25,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T00:00:00Z","timestamp":1768262400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T00:00:00Z","timestamp":1768262400000},"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":[[2026,1,7]]},"published-print":{"date-parts":[[2026,2,1]]},"abstract":"<jats:p>\n                    The crystal structures and Hirshfeld surface analyses of two similar azo compounds are reported. (\n                    <jats:italic>E<\/jats:italic>\n                    )-1-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]-2-phenyldiazene, C\n                    <jats:sub>16<\/jats:sub>\n                    H\n                    <jats:sub>14<\/jats:sub>\n                    Cl\n                    <jats:sub>2<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    , (\n                    <jats:bold>I<\/jats:bold>\n                    ), crystallizes in space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    with\n                    <jats:italic>Z<\/jats:italic>\n                    = 4, and (\n                    <jats:italic>E<\/jats:italic>\n                    )-1-(4-chlorophenyl)-2-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]diazene, C\n                    <jats:sub>16<\/jats:sub>\n                    H\n                    <jats:sub>13<\/jats:sub>\n                    Cl\n                    <jats:sub>3<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    , (\n                    <jats:bold>II<\/jats:bold>\n                    ), in the space group\n                    <jats:italic>P<\/jats:italic>\n                    <jats:overline>1<\/jats:overline>\n                    with\n                    <jats:italic>Z<\/jats:italic>\n                    = 4. In the crystal structure of (\n                    <jats:bold>I<\/jats:bold>\n                    ), the molecules form layers parallel to the (010) plane through C\u2014H...\u03c0 and C\u2014Cl...\u03c0 interactions and van der Waals interactions between these layers consolidate the packing. There are two symmetry-independent molecules in the asymmetric unit of (\n                    <jats:bold>II<\/jats:bold>\n                    ). In the crystal, molecules are connected by C\u2014H...O and C\u2014H...Cl hydrogen bonds, forming a three-dimensional network. C\u2014Cl...\u03c0 interactions also contribute to the packing. The intermolecular contacts in the crystals (\n                    <jats:bold>I<\/jats:bold>\n                    ) and (\n                    <jats:bold>II<\/jats:bold>\n                    ) were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.\n                  <\/jats:p>","DOI":"10.1107\/s2056989026000137","type":"journal-article","created":{"date-parts":[[2026,1,7]],"date-time":"2026-01-07T18:11:14Z","timestamp":1767809474000},"page":"156-162","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Syntheses, crystal structures and Hirshfeld surface analyses of (\n                    <i>E<\/i>\n                    )-1-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]-2-phenyldiazene and (\n                    <i>E<\/i>\n                    )-1-(4-chlorophenyl)-2-[2,2-dichloro-1-(2,3-dimethoxyphenyl)ethen-1-yl]diazene"],"prefix":"10.1107","volume":"82","author":[{"given":"Namiq Q.","family":"Shikhaliyev","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Naila","family":"Mammadova","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gulnar T.","family":"Atakishiyeva","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0009-0002-7021-7806","authenticated-orcid":true,"given":"Peri A.","family":"Huseynova","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gulnara V.","family":"Babayeva","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gulnaz A.","family":"Mirzayeva","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2421-0929","authenticated-orcid":true,"given":"Mehmet","family":"Akkurt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2648-4686","authenticated-orcid":true,"given":"Ajaya","family":"Bhattarai","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2026,1,13]]},"reference":[{"key":"nx2031_bb1","doi-asserted-by":"crossref","first-page":"732","DOI":"10.1107\/S205698902200620X","volume":"78","author":"Akkurt","year":"2022","journal-title":"Acta Cryst. 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