{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,3]],"date-time":"2025-10-03T18:06:36Z","timestamp":1759514796752},"reference-count":51,"publisher":"Walter de Gruyter GmbH","issue":"1","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2019,1,28]]},"abstract":"<jats:title>Abstract<\/jats:title>\n               <jats:p>The crystal structures of four azines, namely 1-3-bis(4-methoxyphenyl)-2,3-diaza-1,4-butadiene, <jats:bold>1<\/jats:bold>, 1,3-bis(2,3-dimethoxyphenyl)-2,3-diaza-1,4-butadiene, <jats:bold>2<\/jats:bold>, 1,3-bis(2-hydroxy-3-methoxyphenyl)-2,3-diaza-1,4-butadiene, <jats:bold>3<\/jats:bold>, and 1,3-bis(2-hydroxy-4-methoxyphenyl)-2,3-diaza-1,4-butadiene, <jats:bold>4<\/jats:bold>, are reported. Molecules of <jats:bold>3<\/jats:bold> and <jats:bold>4<\/jats:bold>, and both independent molecules of <jats:bold>2<\/jats:bold>, Mol A and Mol B, possess inversion centers. The central C=N\u2013N=C units in each molecule is planar with an (<jats:italic>E<\/jats:italic>,<jats:italic>E<\/jats:italic>) conformation. The intermolecular interactions found in the four compounds are C\u2013H\u00b7\u00b7\u00b7O, C\u2013H\u2013N, C\u2013H---\u03c0 and \u03c0---\u03c0 interactions. However, there is no consistent set of intermolecular interactions for the four compounds. Compound, <jats:bold>1<\/jats:bold>, has a two-dimensional undulating sheet structure, generated from C\u2013H\u00b7\u00b7\u00b7O and C\u2013H\u00b7\u00b7\u00b7N intermolecular hydrogen bonds. The only recognized intermolecular interaction in <jats:bold>2<\/jats:bold> is a C\u2013H\u00b7\u00b7\u00b7O hydrogen bond, which results in a zig-zag chain of alternating molecules, Mol A and Mol B. While <jats:bold>3<\/jats:bold> forms a puckered sheet of molecules, solely via C\u2013H\u00b7\u00b7\u00b7\u03c0 interactions, its isomeric compound, 4, has a more elaborate three-dimensional structure generated from a combination of C\u2013H\u00b7\u00b7\u00b7O hydrogen bonds, C\u2013H\u00b7\u00b7\u00b7\u03c0 and \u03c0\u00b7\u00b7\u00b7\u03c0 interactions.<\/jats:p>\n               <jats:p>The findings in this study, based on both PLATON and Hirshfeld approaches, for the four representative compounds match well the reported structural findings in the literature of related compounds, which are based solely on geometric parameters.<\/jats:p>","DOI":"10.1515\/zkri-2018-2113","type":"journal-article","created":{"date-parts":[[2018,9,16]],"date-time":"2018-09-16T01:01:25Z","timestamp":1537059685000},"page":"59-71","source":"Crossref","is-referenced-by-count":3,"title":["Crystal structures and Hirshfeld surface analysis of four 1,4-bis(methoxyphenyl)-2,3-diazabuta-1,3-dienes: comparisons of the intermolecular interactions in related compounds"],"prefix":"10.1515","volume":"234","author":[{"given":"Ligia R.","family":"Gomes","sequence":"first","affiliation":[{"name":"FP-ENAS-Faculdade de Ci\u00eancias de Sa\u00fade, Escola Superior de Sa\u00fade da UFP, Universidade Fernando Pessoa , Rua Carlos da Maia, 296 , Porto P-4200-150 , Portugal"},{"name":"REQUIMTE, Departamento de Qu\u00edmica e Bioqu\u00edmica , Faculdade de Ci\u00eancias da Universidade do Porto , Rua do Campo Alegre, 687 , Porto P-4169-007 , Portugal"}]},{"given":"John N.","family":"Low","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Old Aberdeen, AB24 3UE, Scotland , UK"}]},{"given":"Nathasha R. de L.","family":"Correira","sequence":"additional","affiliation":[{"name":"FioCruz-Funda\u00e7\u00e3o Oswaldo Cruz, Instituto de Tecnologia em F\u00e1rmacos-Far-Manguinhos , Rua Sizenando Nabuco, 100, Manguinhos , Rio de Janeiro 21041-250, RJ , Brazil"}]},{"given":"Thais C.M.","family":"Noguiera","sequence":"additional","affiliation":[{"name":"FioCruz-Funda\u00e7\u00e3o Oswaldo Cruz, Instituto de Tecnologia em F\u00e1rmacos-Far-Manguinhos , Rua Sizenando Nabuco, 100, Manguinhos , Rio de Janeiro 21041-250, RJ , Brazil"}]},{"given":"Alessandra C.","family":"Pinheiro","sequence":"additional","affiliation":[{"name":"FioCruz-Funda\u00e7\u00e3o Oswaldo Cruz, Instituto de Tecnologia em F\u00e1rmacos-Far-Manguinhos , Rua Sizenando Nabuco, 100, Manguinhos , Rio de Janeiro 21041-250, RJ , Brazil"}]},{"given":"Marcus V.N.","family":"de Souza","sequence":"additional","affiliation":[{"name":"FioCruz-Funda\u00e7\u00e3o Oswaldo Cruz, Instituto de Tecnologia em F\u00e1rmacos-Far-Manguinhos , Rua Sizenando Nabuco, 100, Manguinhos , Rio de Janeiro 21041-250, RJ , Brazil"}]},{"given":"James L.","family":"Wardell","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Old Aberdeen, AB24 3UE, Scotland , UK"},{"name":"FioCruz-Funda\u00e7\u00e3o Oswaldo Cruz, Instituto de Tecnologia em F\u00e1rmacos-Far-Manguinhos , Rua Sizenando Nabuco, 100, Manguinhos , Rio de Janeiro 21041-250, RJ , Brazil"}]},{"given":"Solange M.S.V.","family":"Wardell","sequence":"additional","affiliation":[{"name":"CHEMSOL , 1 Harcourt Road , Aberdeen AB15 5NY , Scotland , UK"}]}],"member":"374","published-online":{"date-parts":[[2018,9,15]]},"reference":[{"key":"2023040103561098092_j_zkri-2018-2113_ref_001_w2aab3b7b7b1b6b1ab1b6b1Aa","doi-asserted-by":"crossref","unstructured":"J. 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