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Suarez, S.A.; Muller, F.; Gutiérrez Suburu, M.E.; Fonrouge, A.; Baggio, R.F.; Cukiernik, F.D. "Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes" (2016) Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 72:693-701
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Abstract:

The crystalline structures of four homologues of the 1,2-dibromo-4,5-dialkoxybenzene series [Br2C6H2(OCn H2n+1)2 for n = 2, 12, 14 and 18] have been solved by means of single-crystal crystallography. Comparison along the series, including the previously reported n = 10 and n = 16 derivatives, shows a clear metric trend (b and c essentially fixed along the series and a growing linearly with n), in spite of some subtle differences in space groups and/or packing modes. A uniform packing pattern for the aliphatic chains has been found for the n = 12 to 18 homologues, which slightly differs from that of the n = 10 derivative. The crystalline structures of all the higher homologues (n = 10-18) seem to arise from van der Waals interchain interactions and, to a lesser extent, type II Br⋯Br interactions. The dominant role of interchain interactions provides direct structural support for the usual interpretation of melting point trends like that found along this series. Atoms in Molecules (AIM) analysis allows a comparison of the relative magnitude of the interchain and Br⋯Br interactions, an analysis validated by the measured melting enthalpies. © 2016 International Union of Crystallography.

Registro:

Documento: Artículo
Título:Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes
Autor:Suarez, S.A.; Muller, F.; Gutiérrez Suburu, M.E.; Fonrouge, A.; Baggio, R.F.; Cukiernik, F.D.
Filiación:INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pab. II, Buenos Aires, 1428, Argentina
Gerencia de Investigación y Aplicaciones, Centro Atómico Constituyentes, Comisión Nacional de Energiá Atómica, Buenos Aires, Argentina
Palabras clave:1,2-dibromo-4,5-dialkoxybenzenes; chemical crystallography; crystal engineering; halogen bonds; Crystal engineering; Crystalline materials; Crystallography; Single crystals; Van der Waals forces; 1,2-dibromo-4,5-dialkoxybenzenes; Atoms in Molecules; Chemical crystallography; Crystalline structure; Halogen bonds; Interchain interactions; Structural support; Van Der Waals interactions; Van der Waals forces; Crystal atomic structure
Año:2016
Volumen:72
Página de inicio:693
Página de fin:701
DOI: http://dx.doi.org/10.1107/S2052520616009835
Título revista:Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
Título revista abreviado:Acta Crystallogr. Sect. B Struct. Sci. Crys. Eng. Mater.
ISSN:20525192
CODEN:ACSBD
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20525192_v72_n_p693_Suarez

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Citas:

---------- APA ----------
Suarez, S.A., Muller, F., Gutiérrez Suburu, M.E., Fonrouge, A., Baggio, R.F. & Cukiernik, F.D. (2016) . Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 72, 693-701.
http://dx.doi.org/10.1107/S2052520616009835
---------- CHICAGO ----------
Suarez, S.A., Muller, F., Gutiérrez Suburu, M.E., Fonrouge, A., Baggio, R.F., Cukiernik, F.D. "Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes" . Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 72 (2016) : 693-701.
http://dx.doi.org/10.1107/S2052520616009835
---------- MLA ----------
Suarez, S.A., Muller, F., Gutiérrez Suburu, M.E., Fonrouge, A., Baggio, R.F., Cukiernik, F.D. "Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes" . Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, vol. 72, 2016, pp. 693-701.
http://dx.doi.org/10.1107/S2052520616009835
---------- VANCOUVER ----------
Suarez, S.A., Muller, F., Gutiérrez Suburu, M.E., Fonrouge, A., Baggio, R.F., Cukiernik, F.D. Br⋯Br and van der Waals interactions along a homologous series: Crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes. Acta Crystallogr. Sect. B Struct. Sci. Crys. Eng. Mater. 2016;72:693-701.
http://dx.doi.org/10.1107/S2052520616009835