{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,16]],"date-time":"2026-04-16T11:09:49Z","timestamp":1776337789214,"version":"3.51.2"},"reference-count":108,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2021,3,10]],"date-time":"2021-03-10T00:00:00Z","timestamp":1615334400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100015029","name":"Vicerrector\u00eda de Investigaci\u00f3n y Estudios de Posgrado, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla","doi-asserted-by":"publisher","award":["PEZM NAT19-G"],"award-info":[{"award-number":["PEZM NAT19-G"]}],"id":[{"id":"10.13039\/501100015029","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003141","name":"Consejo Nacional de Ciencia y Tecnolog\u00eda","doi-asserted-by":"publisher","award":["FORDECYT-PRONACES\/51472\/2020"],"award-info":[{"award-number":["FORDECYT-PRONACES\/51472\/2020"]}],"id":[{"id":"10.13039\/501100003141","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The compounds I (Z)-2-(phenyl)-3-(2,4,5-trimethoxyphenyl)acrylonitrile with one side (2,4,5-MeO-), one symmetrical (2Z,2\u2032Z)-2,2\u2032-(1,4-phenylene)bis(3-(2,4,5-trimethoxyphenyl)acrylonitrile), II (both sides with (2,4,5-MeO-), and three positional isomers with pyridine (Z)-2-(pyridin-2- 3, or 4-yl)-3-(2,4,5-trimethoxyphenyl)acrylonitrile, III\u2013V were synthetized and characterized by UV-Vis, fluorescence, IR, H1-NMR, and EI mass spectrometry as well as single crystal X-ray diffraction (SCXRD). The optical properties were strongly influenced by the solvent (hyperchromic and hypochromic shift), which were compared with the solid state. According to the solvatochromism theory, the excited-state (\u03bce) and ground-state (\u03bcg) dipole moments were calculated based on the variation of Stokes shift with the solvent\u2019s relative permittivity, refractive index, and polarity parameters. SCXRD analyses revealed that the compounds I and II crystallized in the monoclinic system with the space group, P21\/n and P21\/c, respectively, and with Z = 4 and 2. III, IV, and V crystallized in space groups: orthorhombic, Pbca; triclinic, P-1; and monoclinic, P21 with Z = 1, 2, and 2, respectively. The intermolecular interactions for compounds I\u2013V were investigated using the CCDC Mercury software and their energies were quantified using PIXEL. The density of states (DOS), molecular electrostatic potential surfaces (MEPS), and natural bond orbitals (NBO) of the compounds were determined to evaluate the photophysical properties.<\/jats:p>","DOI":"10.3390\/molecules26061500","type":"journal-article","created":{"date-parts":[[2021,3,10]],"date-time":"2021-03-10T20:51:42Z","timestamp":1615409502000},"page":"1500","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Solution and Solid-State Photophysical Properties of Positional Isomeric Acrylonitrile Derivatives with Core Pyridine and Phenyl Moieties: Experimental and DFT Studies"],"prefix":"10.3390","volume":"26","author":[{"given":"Armando","family":"Castillo","sequence":"first","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Paulina","family":"Ceballos","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pilar","family":"Santos","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Margarita","family":"Cer\u00f3n","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6134-8324","authenticated-orcid":false,"given":"Perumal","family":"Venkatesan","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Enrique","family":"P\u00e9rez-Guti\u00e9rrez","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Martha","family":"Sosa-Rivadeneyra","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias Qu\u00edmicas, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla (BUAP), 14 Sur Esquina San Claudio, San Manuel, Puebla 72570, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Subbiah","family":"Thamotharan","sequence":"additional","affiliation":[{"name":"Biomolecular Crystallography Laboratory, School of Chemical &amp; Biotechnology, Department of Bioinformatics, SASTRA Deemed University, Thanjavur 613401, India"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maxime A.","family":"Siegler","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Johns Hopkins University, New Chemistry Building, 3400 N. Charles St., Baltimore, MD 21218, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1610-7155","authenticated-orcid":false,"given":"Mar\u00eda Judith","family":"Percino","sequence":"additional","affiliation":[{"name":"Unidad de Pol\u00edmeros y Electr\u00f3nica Org\u00e1nica, Instituto de Ciencias, Benem\u00e9rita Universidad Aut\u00f3noma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa 72960, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,3,10]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"121","DOI":"10.1038\/16393","article-title":"Electroluminescence in Conjugated Polymers","volume":"397","author":"Friend","year":"1999","journal-title":"Nature"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"10888","DOI":"10.1039\/C8TC04310H","article-title":"Structure\u2013Property Relationship in Multi-Stimuli Responsive D\u2013A\u2013A\u2032 Benzothiazole Functionalized Isomers","volume":"6","author":"Ekbote","year":"2018","journal-title":"J. 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