European Journal of Chemistry 2010, 1(2), 61-66 | doi: https://doi.org/10.5155/eurjchem.1.2.61-66.76 | Get rights and content

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The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oxime


John Nicolson Low (1) , Luís M. N. B. F. Santos (2) , Carlos F. R. A. C. Lima (3) , Paula Brandão (4) , Lígia R. Gomes (5,*)

(1) Department of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen, AB24 3UE, Scotland.
(2) Centro de Investigação em Química, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal
(3) Centro de Investigação em Química, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal
(4) CICECO, Departamento de Química, Faculdade de Ciências, Universidade de Aveiro, 3810-193, Aveiro, Portugal
(5) REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, P-4169-007, Porto, Portugal CIAGEB-Faculdade de Ciências de Saúde, Escola Superior de Saúde da UFP, Universidade Fernando Pessoa, Rua C
(*) Corresponding Author

Received: 27 Apr 2010 | Revised: 01 Jun 2010 | Accepted: 21 May 2010 | Published: 15 Jun 2010 | Issue Date: June 2010

Abstract


The crystal structure of 1,3-diphenyl-propan-2-one oxime, C15H15NO, is described. The compound crystallises in the monoclinic space group C2/c. Centrosymmetrically related molecules are linked to form R22 (6) dimers. An update, since 2003, of a systematic analysis of the hydrogen bonding patterns in oxime structures with and without competitive O-H...A type acceptors (an acceptor other than the nitrogen of the oxime) functional group is made, taking into account their moieties. The majority of these oximes form dimeric, R22 (6), structures but R33 (8) and R44 (12) were also found. C3 chains which were classically claimed as the usual oxime H-bond pattern were rarely observed. They are mostly found in aldoxime structures.

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Keywords


H-bonding; Oximes; 1,3-Diphenyl-propan-2-one oxime; X-ray diffraction; Crystal structure

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DOI: 10.5155/eurjchem.1.2.61-66.76

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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Low, J.; Santos, L.; Lima, C.; Brandão, P.; Gomes, L. Eur. J. Chem. 2010, 1(2), 61-66. doi:10.5155/eurjchem.1.2.61-66.76
Low, J.; Santos, L.; Lima, C.; Brandão, P.; Gomes, L. The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oxime. Eur. J. Chem. 2010, 1(2), 61-66. doi:10.5155/eurjchem.1.2.61-66.76
Low, J., Santos, L., Lima, C., Brandão, P., & Gomes, L. (2010). The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oxime. European Journal of Chemistry, 1(2), 61-66. doi:10.5155/eurjchem.1.2.61-66.76
Low, John, Luís M. N. B. F. Santos, Carlos F. R. A. C. Lima, Paula Brandão, & Lígia R. Gomes. "The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oxime." European Journal of Chemistry [Online], 1.2 (2010): 61-66. Web. 10 Dec. 2023
Low, John, Santos, Luís, Lima, Carlos, Brandão, Paula, AND Gomes, Lígia. "The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oxime" European Journal of Chemistry [Online], Volume 1 Number 2 (15 June 2010)

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