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Crystal structures and packing motifs of 2,3-diphenylquinoxaline and 2,3-diphenylbenzo[g]quinoxaline

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White plates of 2,3-diphenylquinoxaline crystallize in the monoclinic space group P21/n with Z = 4 and a = 6.0325(3) Å, b = 10.9516(6) Å, c = 22.5985(13) Å, and β = 95.107(2)°. The phenyl rings in 2,3-diphenylquinoxaline form torsion angles of 36.88(5)° and 53.32(4)° with the plane defined by the quinoxaline moiety. Yellow plates of 2,3-diphenylbenzo[g]quinoxaline crystallize in the monoclinic space group C2/c with Z = 8 and a = 25.0621(16) Å, b = 7.7190(5) Å, c = 21.2225(14) Å, and β = 123.674(2)°. The phenyl rings in 2,3-diphenylbenzo[g]quinoxaline form torsion angles of 46.89(3)° and 43.42(3)° with the plane defined by the benzo[g]quinoxaline moiety. Packing in 2,3-diphenylquinoxaline can best be described as following the herringbone motif; whereas the packing in 2,3-diphenylbenzo[g]quinoxaline crystals can also be described as herringbone—albeit a herringbone pattern made up of head-to-tail oriented neighbors.

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Acknowledgments

The authors would like to thank Dr Charles F. Campana of Bruker AXS for the data collections. S. Cantalupo and Dr Crundwell would like to thank Dr Amy R. Howell and Dr Martha Morton from the University of Connecticut for summer mentoring and assisting in the acquisition of 1H and 13C spectra, respectively. The authors would like to acknowledge an NSF MRI Grant (0420322) and American Chemical Society Petroleum Research Fund Grant for support of this research (#38867-B5 m) as well as support from an NIH Area Grant (No. 1 R15 AI057408-01), the assistance of the University of Connecticut REU program (CHE0354012), CCSU-AAUP research grants, and CCSU Faculty-Student research grants.

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  1. Department of Chemistry, Central Connecticut State University, 1615 Stanley Street, New Britain, Connecticut, USA

    Stefanie A. Cantalupo, Heath Salvati, Brian McBurney, Neil M. Glagovich & Guy Crundwell

  2. Department of Chemistry, University of Connecticut, Storrs, Connecticut, USA

    Ravinder Raju

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  1. Stefanie A. Cantalupo
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Correspondence to Guy Crundwell.

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Cantalupo, S.A., Salvati, H., McBurney, B. et al. Crystal structures and packing motifs of 2,3-diphenylquinoxaline and 2,3-diphenylbenzo[g]quinoxaline. J Chem Crystallogr 36, 17–24 (2006). https://doi.org/10.1007/s10870-005-9010-3

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