16. Rozas I, Alkorta I, Elguero J (2000) Behavior of ylides containing N, O, and C atoms as
hydrogen bond acceptors. J Am Chem Soc 122:1154–11161
17. Grabowski SJ (2011) What is the covalency of hydrogen bonding? Chem Rev 11:2597–2625
18. Cremer D, Kraka E (1984) A description of the chemical-bond in terms of local properties of
electrodensity and energy. Croat Chem Acta 57:1259–1281
19. Jenkins S, Morrison I (2000) The chemical character of the intermolecular bonds of seven
phases of ice as revealed by ab initio calculation of electron densities. Chem Phys Lett 317:97–
102
20. Grabowski SJ (2001) Ab initio calculations on conventional and unconventional hydrogen
bonds—study of the hydrogen bond strength. J Phys Chem A 105:10739–10746
21. Weinhold F, Landis C (2005) Valency and bonding, a natural bond orbital donor—acceptor
perspective. Cambridge University Press
22. Reed AE, Curtiss LA, Weinhold F (1988) Intermolecular Interactions from a natural bond
orbital, donor-acceptor viewpoint. Chem Rev 88:899–926
23. Alabugin IV, Manoharan M, Peabody S, Weinhold F (2003) Electronic basis of improper
hydrogen bonding: a subtle balance of hyperconjugation and rehybridization. J Am Chem Soc
125:5973–5987
24. Weinhold F, Klein R (2012) What is a hydrogen bond? mutually consistent theoretical and
experimental criteria for characterizing H-bonding interactions. Mol Phys 110:565–579
25. Murray JS, Lane P, Politzer P (2009) Expansion of the σ-hole concept. J Mol Model 15:723–
729
26. Politzer P, Murray JS, Clark T (2010) Halogen bonding: an electrostatically-driven highly
directional noncovalent interaction. Phys Chem Chem Phys 12:7748–7758
27. Politzer P, Murray JS, Clark T (2013) Halogen bonding and other σ-hole interactions: a
perspective. Phys Chem Chem Phys 15:11178–11189
28. Boys SF, Bernardi F (1970) The calculation of small molecular interactions by the differences
of separate total energies. Some procedures with reduced errors. Mol Phys 19:553–566
29. Nyburg SC, Faerman CH (1985) A revision of van der Waals atomic radii for molecular
crystals: nitrogen, oxygen, fluorine, sulfur, chlorine, selenium, bromine, and iodine bonded to
carbon. Acta Crystallogr B 41:274–279
30. Zordan F, Brammer L, Sherwood P (2005) Supramolecular chemistry of halogens:
complementary features of inorganic (M-X) and organic (C-X’) halogens applied to M-X…
X’-C halogen bond formations. J Am Chem Soc 127:5979–5989
31. Formigué M, Batail P (2004) Activation of hydrogen- and halogen-bonding interactions in
tetrathiafulvalene-based crystalline molecular conductors. Chem Rev 104:5379–5418
32. Clark T, Hennemann M, Murray JS, Politzer P (2007) Halogen bonding: the σ-hole. J Mol
Model 13:291–296
33. Clark T (2013) σ-Holes. Wires Comput Mol Sci 3:13–20
34. Politzer P, Murray JS, Concha MC (2007) Halogen bonding and the design of new materials:
organic bromides, chlorides and perhaps even fluorides as donors. J Mol Model 13:643–650
35. Landrum GA, Goldberg N, Hoffmann R, Minyaev RM (1998) Intermolecular interactions
between hypervalent molecules: Ph2IX and XF3 (X = Cl, Br, I) dimers. New J Chem 22:883–
890
36. Wang W (2011) Halogen bond involving hypervalent halogen: CSD search and theoretical
study. J Phys Chem A 115:9294–9299
37. Grabowski SJ (2014) Halogen bond with the multivalent halogen acting as the Lewis acid
center. Chem Phys Lett 605–606:131–136
38. Weinhold F, Landis C (2005) Valency and bonding, a natural bond orbital donor—acceptor
perspective. Cambridge University Press, pp 275–306
39. Pimentel GC (1951) The bonding of trihalide and bifluoride ions by the molecular-orbital
method. J Chem Phys 19:446–448
40. Rundle RE (1947) Electron deficient compounds. J Am Chem Soc 69:1327–1331
41. Politzer P, Murray JS (2013) Halogen bonding: an interim discussion. ChemPhysChem
14:2145–2151
15 What Can Be Learnt from a Location of Bond Paths …
431
hydrogen bond acceptors. J Am Chem Soc 122:1154–11161
17. Grabowski SJ (2011) What is the covalency of hydrogen bonding? Chem Rev 11:2597–2625
18. Cremer D, Kraka E (1984) A description of the chemical-bond in terms of local properties of
electrodensity and energy. Croat Chem Acta 57:1259–1281
19. Jenkins S, Morrison I (2000) The chemical character of the intermolecular bonds of seven
phases of ice as revealed by ab initio calculation of electron densities. Chem Phys Lett 317:97–
102
20. Grabowski SJ (2001) Ab initio calculations on conventional and unconventional hydrogen
bonds—study of the hydrogen bond strength. J Phys Chem A 105:10739–10746
21. Weinhold F, Landis C (2005) Valency and bonding, a natural bond orbital donor—acceptor
perspective. Cambridge University Press
22. Reed AE, Curtiss LA, Weinhold F (1988) Intermolecular Interactions from a natural bond
orbital, donor-acceptor viewpoint. Chem Rev 88:899–926
23. Alabugin IV, Manoharan M, Peabody S, Weinhold F (2003) Electronic basis of improper
hydrogen bonding: a subtle balance of hyperconjugation and rehybridization. J Am Chem Soc
125:5973–5987
24. Weinhold F, Klein R (2012) What is a hydrogen bond? mutually consistent theoretical and
experimental criteria for characterizing H-bonding interactions. Mol Phys 110:565–579
25. Murray JS, Lane P, Politzer P (2009) Expansion of the σ-hole concept. J Mol Model 15:723–
729
26. Politzer P, Murray JS, Clark T (2010) Halogen bonding: an electrostatically-driven highly
directional noncovalent interaction. Phys Chem Chem Phys 12:7748–7758
27. Politzer P, Murray JS, Clark T (2013) Halogen bonding and other σ-hole interactions: a
perspective. Phys Chem Chem Phys 15:11178–11189
28. Boys SF, Bernardi F (1970) The calculation of small molecular interactions by the differences
of separate total energies. Some procedures with reduced errors. Mol Phys 19:553–566
29. Nyburg SC, Faerman CH (1985) A revision of van der Waals atomic radii for molecular
crystals: nitrogen, oxygen, fluorine, sulfur, chlorine, selenium, bromine, and iodine bonded to
carbon. Acta Crystallogr B 41:274–279
30. Zordan F, Brammer L, Sherwood P (2005) Supramolecular chemistry of halogens:
complementary features of inorganic (M-X) and organic (C-X’) halogens applied to M-X…
X’-C halogen bond formations. J Am Chem Soc 127:5979–5989
31. Formigué M, Batail P (2004) Activation of hydrogen- and halogen-bonding interactions in
tetrathiafulvalene-based crystalline molecular conductors. Chem Rev 104:5379–5418
32. Clark T, Hennemann M, Murray JS, Politzer P (2007) Halogen bonding: the σ-hole. J Mol
Model 13:291–296
33. Clark T (2013) σ-Holes. Wires Comput Mol Sci 3:13–20
34. Politzer P, Murray JS, Concha MC (2007) Halogen bonding and the design of new materials:
organic bromides, chlorides and perhaps even fluorides as donors. J Mol Model 13:643–650
35. Landrum GA, Goldberg N, Hoffmann R, Minyaev RM (1998) Intermolecular interactions
between hypervalent molecules: Ph2IX and XF3 (X = Cl, Br, I) dimers. New J Chem 22:883–
890
36. Wang W (2011) Halogen bond involving hypervalent halogen: CSD search and theoretical
study. J Phys Chem A 115:9294–9299
37. Grabowski SJ (2014) Halogen bond with the multivalent halogen acting as the Lewis acid
center. Chem Phys Lett 605–606:131–136
38. Weinhold F, Landis C (2005) Valency and bonding, a natural bond orbital donor—acceptor
perspective. Cambridge University Press, pp 275–306
39. Pimentel GC (1951) The bonding of trihalide and bifluoride ions by the molecular-orbital
method. J Chem Phys 19:446–448
40. Rundle RE (1947) Electron deficient compounds. J Am Chem Soc 69:1327–1331
41. Politzer P, Murray JS (2013) Halogen bonding: an interim discussion. ChemPhysChem
14:2145–2151
15 What Can Be Learnt from a Location of Bond Paths …
431