Molecules 2020, 25, 993
14 of 14
26. Cruz-Cabeza, A.J.; Reutzel-Edens, S.M.; Bernstein, J. Facts and fictions about polymorphism. Chem. Soc. Rev.
27. Hunter, C.A.; Sanders, J.K.M. The nature of.pi.-.pi. interactions. J. Am. Chem. Soc. 1990, 112, 5525–5534.
28. Huber, R.G.; Margreiter, M.A.; Fuchs, J.E.; von Grafenstein, S.; Tautermann, C.S.; Liedl, K.R.; Fox, T.
Heteroaromatic π-Stacking Energy Landscapes. J. Chem. Inf. Model. 2014, 54, 1371–1379. [CrossRef]
29. Kruszynski, R.; Sieranski, T. Can Stacking Interactions Exist beyond the Commonly Accepted Limits? Cryst.
Growth Des. 2016, 12, 587–595. [CrossRef]
30. Hayashi, N.; Higuchi, H.; Ninomiya, N. X/π Interactions in Aromatic Heterocycles: Basic Principles and
Recent Advances. Top. Heterocycl. Chem. 2009, 18, 1–35.
31. Narayan, V.; Mishra, H.N.; Prasad, O.; Sinha, L. Electronic structure, electric moments and vibrational
analysis of 5-nitro-2-furaldehyde semicarbazone: A D.F.T. study. Comput. Theor. Chem. 2011, 973, 20–27.
32. Sheldrick, G.M. SHELXT– Integrated space-group and crystal-structure determination. Acta Crystallogr. Sect.
33. Sheldrick, G.M. Crystal structure refinement with SHELXL. Acta Crystallogr. Sect. C Struct. Chem. 2015, 71,
34. Sheldrick, G.M. A short history of SHELX. Acta Crystallogr., Sect. A: Found. Adv. 2008, 64, 112–122. [CrossRef]
35. International Tables for Crystallography, Volume C: Mathematical, Physical and Chemical Tables, 3rd ed.; Prince, E.
(Ed.) Kluwer Academic Publishers: Dordrecht, The Netherlands, 2004.
36. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Scalmani, G.; Barone, V.;
Mennucci, B.; Petersson, G.A.; et al. Gaussian 09, Revision, D.01; Gaussian, Inc.: Wallingford, CT, USA, 2009.
37. Zhao, Y.; Truhlar, D.G. The M06 suite of density functionals for main group thermochemistry, thermochemical
kinetics, noncovalent interactions, excited states, and transition elements: Two new functionals and systematic
testing of four M06-class functionals and 12 other functionals. Theor. Chem. Acc. 2008, 120, 215–241.
38. Frisch, M.J.; Head-Gordon, M.; Pople, J.A. A direct MP2 gradient method. Chem. Phys. Lett. 1990, 166,
39. Gavezzotti, A. Efficient computer modeling of organic materials. The atom–atom, Coulomb–London–Pauli
(AA-CLP) model for intermolecular electrostatic-polarization, dispersion and repulsion energies. New J.
40. Maschio, L.; Civalleri, B.; Ugliengo, P.; Gavezzotti, A. Intermolecular Interaction Energies in Molecular
Crystals: Comparison and Agreement of Localized Møller–Plesset 2, Dispersion-Corrected Density Functional,
and Classical Empirical Two-Body Calculations. J. Phys. Chem. A 2011, 115, 11179–11186. [CrossRef]
41. Wood, P.A.; Olsson, T.S.G.; Cole, J.C.; Cottrell, S.J.; Feeder, N.; Galek, P.T.A.; Groom, C.R.; Pidcock, E.
Evaluation of molecular crystal structures using Full Interaction Maps. CrystEngComm 2013, 15, 65–72.
42. Galek, P.T.A.; Fábián, L.; Motherwell, W.D.S.; Allen, F.H.; Feeder, N. Knowledge-based model of
hydrogen-bonding propensity in organic crystals. Acta Crystallogr. B Struct. Sci. Cryst. Eng. Mater.
43. Macrae, C.F.; Bruno, I.J.; Chisholm, J.A.; Edgington, P.R.; McCabe, P.; Pidcock, E.; Rodriguez-Monge, L.;
Taylor, R.; van de Streek, J.; Wood, P.A. Mercury CSD 2.0– new features for the visualization and investigation
of crystal structures. J. Appl. Cryst. 2008, 41, 466–470. [CrossRef]
44. Bruno, I.J.; Cole, J.C.; Lommerse, J.P.M.; Rowland, R.S.; Taylor, R.; Verdonk, M.L.J. IsoStar: A library of
information about nonbonded interactions. Comput. Aided Mol. Des. 1997, 11, 525–537. [CrossRef] [PubMed]
Sample Availability: Samples of the compounds
1
,
1·dmfα
,
1·dmfβ, 2, 3β, 3γ and 4 are available from the authors.
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2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access
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