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X-ray study of weak interactions in two flavonoids

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Abstract

X-ray diffraction studies were carried out on single crystals of two flavonoids, viz. 5-hydroxy-6,7,4′-trimethoxyflavone, C18H16O6, (I) and 5-hydroxy-3,7,4′-trimethoxyflavone, C18H16O6, (II). Crystal structures of both the flavonoids were solved by direct methods and refined by full-matrix least-squares procedures. In both the molecules, the benzopyran moiety is planar. The dihedral angle between the phenyl ring and the benzopyran portion is 5.50(4)° in (I) and 29.11(5)° in (II). In (I), the crystal packing is influenced by O-H…O hydrogen bonds, and weak C-H…O and π…π interactions whereas in (II) the crystal structure is stabilized by the presence of four intermolecular short contacts of the type C-H…O. There is also one C-H…π hydrogen bond with H… centroid distance of <2.7 Å. The molecules are further stabilized by π-π interactions.

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Authors and Affiliations

  1. Post Graduate Department of Physics, University of Jammu, Jammu Tawi, 180 006, India

    Deepak Sharma, Vivek K. Gupta, Goutam Brahmachari, Sadhan Mondal & Arindam Gangopadhyay

  2. Department of Chemistry, Visva Bharati University, Santiniketan, 731 235, India

    Goutam Brahmachari, Sadhan Mondal & Arindam Gangopadhyay

Authors
  1. Deepak Sharma
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  2. Vivek K. Gupta
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  3. Goutam Brahmachari
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  4. Sadhan Mondal
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  5. Arindam Gangopadhyay
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Corresponding author

Correspondence to Vivek K. Gupta.

Additional information

CCDC-602176 and CCDC-610487 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

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Sharma, D., Gupta, V.K., Brahmachari, G. et al. X-ray study of weak interactions in two flavonoids. Bull Mater Sci 30, 469–475 (2007). https://doi.org/10.1007/s12034-007-0074-x

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  • DOI: https://doi.org/10.1007/s12034-007-0074-x

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