Crystal structure and energetic features of the cocrystal of carbamazepine with 3,5-dinitrobenzoic acid

Acta Crystallographica. Section C, Structural Chemistry
Sylwia PawlędzioKrzysztof Woźniak

Abstract

The synthesis and detailed description of the crystal structure and energetic features of the 1:1 cocrystal of carbamazepine (5H-dibenzo[b,f]azepine-5-carboxamide, CBZ) with 3,5-dinitrobenzoic acid (35DNBA), i.e. C15H12N2O·C7H4N2O6, are reported. The CBZ and 35DNBA molecules are packed in alternately arranged layers. Two characteristic R22(8) and R22(16) hydrogen-bond ring motifs have been found. The supramolecular architecture, besides the network of hydrogen bonds, is also stabilized by numerous C-H...π, C=O...π, N-O...π, N-O...C and C=O...N weak intermolecular contacts involving neighbouring molecules in the crystal network. Identified interactions have been discussed in detail on the basis of a structural and energetic analysis. The latter approach, performed using the Pixel and CrystalExplorer programs, yielded additional information about the lattice energy and energetic landscape of the respective interactions in the crystal of CBZ·3DNBA with the evaluation of electrostatic, polarization, repulsion and dispersion terms.

References

Apr 1, 1990·Acta Crystallographica. Section B, Structural Science·M C EtterJ Bernstein
Jan 1, 1989·Psychopharmacology·M Elphick
Jul 1, 1980·The American Journal of Psychiatry·J C Ballenger, R M Post
Dec 22, 1999·International Journal of Pharmaceutics·Y KobayashiK Yamamoto
Jan 24, 2002·Proceedings of the National Academy of Sciences of the United States of America·David A BushnellRoger D Kornberg
Jul 10, 2003·Journal of the American Chemical Society·Julius F RemenarOrn Almarsson
Nov 7, 2003·Journal of Pharmaceutical Sciences·Adam L GrzesiakAdam J Matzger
Feb 18, 2005·Journal of Medicinal Chemistry·Bruce L GrasbergerRoger F Bone
Jul 13, 2006·Pharmaceutical Research·Daniel P McNamaraAeri Park
Jul 25, 2006·Chemistry : a European Journal·Jack D Dunitz, W Bernd Schweizer
Dec 5, 2006·Journal of Pharmaceutical and Biomedical Analysis·Mikko TenhoVesa-Pekka Lehto
May 15, 2007·Molecular Pharmaceutics·Christer B AakeröyJohn Desper
Aug 19, 2007·Pharmaceutical Research·Srinivas BasavojuSitaram P Velaga
May 13, 2008·Drug Discovery Today·Ning Shan, Michael J Zaworotko
Jan 28, 2009·Acta Crystallographica. Section D, Biological Crystallography·Anthony L Spek
May 27, 2010·Indian Journal of Pharmaceutical Sciences·A V YadavS S Sakhare
Dec 20, 2014·Chemical Communications : Chem Comm·Michael J TurnerMark A Spackman
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Apr 7, 2016·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Colin R GroomSuzanna C Ward

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