Non-centrosymmetric crystals of new N-benzylideneaniline derivatives as potential materials for non-linear optics
dc.contributor.author | Souza, Talita Evelyn | |
dc.contributor.author | Rosa, Iara Maria Landre | |
dc.contributor.author | Legendre, Alexandre Oliveira [UNESP] | |
dc.contributor.author | Paschoal, Diego | |
dc.contributor.author | Maia, Lauro June Queiroz | |
dc.contributor.author | Santos, Hélio Ferreira dos | |
dc.contributor.author | Matins, Felipe Terra | |
dc.contributor.author | Doriguetto, Antonio Carlos | |
dc.contributor.institution | Universidade Federal de Alfenas (UNIFAL) | |
dc.contributor.institution | Universidade Estadual Paulista (Unesp) | |
dc.contributor.institution | Universidade Federal de Juiz de Fora (UFJF) | |
dc.contributor.institution | Universidade Federal de Goiás (UFG) | |
dc.date.accessioned | 2015-12-07T15:35:45Z | |
dc.date.available | 2015-12-07T15:35:45Z | |
dc.date.issued | 2015 | |
dc.description.abstract | Three new N-benzylideneaniline derivatives [p-nitrobenzylidene-p-phenylamineaniline (I), 2,4-dinitrobenzylidene-p-phenylamineaniline (II) and p-dinitrobenzylidene-p-diethylamineaniline (III)] containing electron-push-pull groups have been prepared. They present a planar N-benzylideneaniline core and neighbouring functional atoms, which are related through an efficient intramolecular charge transfer (CT). Two of the derivatives crystallize in non-centrosymmetric space groups, a necessary condition for non-linear optical (NLO) responses. The NLO properties were calculated for the molecular conformations determined by single-crystal X-ray diffraction as well as for the four molecules packed into each corresponding unit cell, using a quantum-chemical method at the cam-B3LYP/NLO-V level of theory. As expected from antiparallel face-to-face stacking through centrosymmetry, the main NLO descriptors - namely, the first hyperpolarizability (βtot) and its projection on the dipole moment direction (βvec) - are almost zero for the tetramer of derivative III. Interestingly, the calculated first hyperpolarizability decreases in the non-centrosymmetric unit-cell content of derivative II when compared to its single molecule, which may be related to its molecular pillaring, similar to that observed in derivative III. On the other hand, a desirable magnification of the NLO properties was found for packed units of derivative I, which may be a consequence of its parallel face-to-tail stacking with the CT vectors of all molecules pointing in the same direction. Moreover, the CT vector of compound I makes an angle of θ = 33.6° with its crystal polar axis, resulting in a higher-order parameter (cos(3)θ = 0.6) compared with the other derivatives. This is in line with the higher macroscopic second-order NLO response predicted for derivative I, βtot = 120.4 × 10(-30) e.s.u. | en |
dc.description.affiliation | Instituto de Química, Universidade Federal de Alfenas (UNIFAL), Alfenas, MG, Brasil | |
dc.description.affiliation | Faculdade de Ciências (FC), Universidade Estadual Paulista (UNESP), Bauru, SP, Brasil | |
dc.description.affiliation | Departamento de Química, ICE, Universidade Federal de Juiz de Fora (UFJF), Juiz de Fora, MG, Brasil | |
dc.description.affiliation | Instituto de Física, Universidade Federal de Goiás (UFG), Goiânia, GO, Brasil | |
dc.description.affiliation | Instituto de Química, Universidade Federal de Goiás (UFG), Goiânia, GO, Brasil | |
dc.description.affiliationUnesp | Faculdade de Ciências (FC), Universidade Estadual Paulista (UNESP), Bauru, SP, Brasil | |
dc.description.sponsorship | Financiadora de Estudos e Projetos (FINEP) | |
dc.description.sponsorship | Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) | |
dc.description.sponsorship | Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) | |
dc.description.sponsorship | Fundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG) | |
dc.description.sponsorshipId | FINEP: 134/08 | |
dc.description.sponsorshipId | CNPq: 476870/2011-9 | |
dc.description.sponsorshipId | CNPq: 308354/2012-5 | |
dc.description.sponsorshipId | CNPq: 448723/2014-0 | |
dc.description.sponsorshipId | CAPES: AUX-PE-PNPD-1865/2008 | |
dc.description.sponsorshipId | FAPEMIG: PRONEX APQ-04730-10 | |
dc.description.sponsorshipId | FAPEMIG: APQ-01093-10 | |
dc.description.sponsorshipId | FAPEMIG: APQ-02600-12 | |
dc.description.sponsorshipId | FAPEMIG: BPD-00060-14 | |
dc.description.sponsorshipId | FAPEMIG: PPM-00524-12 | |
dc.description.sponsorshipId | FAPEMIG: APQ-02486-14 | |
dc.format.extent | 416-426 | |
dc.identifier | http://dx.doi.org/10.1107/S2052520615008859 | |
dc.identifier.citation | Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, v. 71, n. pt 4, p. 416-426, 2015. | |
dc.identifier.doi | 10.1107/S2052520615008859 | |
dc.identifier.issn | 2052-5206 | |
dc.identifier.pubmed | 26208622 | |
dc.identifier.uri | http://hdl.handle.net/11449/131454 | |
dc.language.iso | eng | |
dc.publisher | International Union of Crystallography | |
dc.relation.ispartof | Acta Crystallographica Section B, Structural Science, Crystal Engineering And Materials | |
dc.relation.ispartofjcr | 6.467 | |
dc.relation.ispartofsjr | 1,654 | |
dc.rights.accessRights | Acesso restrito | |
dc.source | PubMed | |
dc.subject | N-benzylideneaniline derivatives | en |
dc.subject | Electron–push–pull | en |
dc.subject | Non-centrosymmetric crystals | en |
dc.subject | Non-linear optics | en |
dc.title | Non-centrosymmetric crystals of new N-benzylideneaniline derivatives as potential materials for non-linear optics | en |
dc.type | Artigo | |
dcterms.rightsHolder | International Union of Crystallography | |
unesp.author.lattes | 3123518117881050[3] | |
unesp.author.orcid | 0000-0002-2794-5763[3] | |
unesp.campus | Universidade Estadual Paulista (Unesp), Faculdade de Ciências, Bauru | pt |
unesp.department | Química - FC | pt |