Abstract
The binary and ternary complexes composed of GeH3F, AsH2F and ring compounds (benzene, borazine and cyclopentadienyl anion) have been studied by theoretical calculations to understand the interplay between the tetrel bond and pnicogen bond interactions. The bonding strength of intermolecular interactions in these complexes is analyzed by means of atoms in molecules (AIM), natural bond orbital (NBO) and noncovalent interaction (NCI) index methods. The binary tetrel-bonded and pnicogen-bonded complexes can be classified as an n-type or π-type complex according to the orbital interactions involved in the complexes. Three binding modes can be distinguished according to the interplay between interactions for the ternary complexes. The binding mode A is characterized by the interplay between π-type tetrel bond and n-type pnicogen bond; binding mode B is characterized by the interplay between π-type pnicogen bond and n-type tetrel bond, and binding mode C is characterized by the interplay between π-type tetrel bond and π-type pnicogen bond. The binding modes A and B exhibit the synergistic interplay effect, while the antagonistic effect is reflected in mode C. The synergistic effect in binding modes A and B is stronger than antagonistic effect in mode C, and the synergistic effect in binding mode B is stronger than that in mode A.
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Wheeler SE, Seguin TJ, Guan Y, Doney AC (2016). Acc. Chem. Res. 49:1061–1069
Vallavoju N, Sivaguru J (2014). Chem. Soc. Rev. 43:4084–4101
Georgakilas V, Tiwari JN, Kemp KC, Perman JA, Bourlinos AB, Kim KS, Zboril R (2016). Chem. Rev. 116:5464–5519
Gilli G, Gilli P (2009) The nature of the hydrogen bond. Oxford University Press, Oxford
Politzer P, Murray JS, Clark T (2010). Phys. Chem. Chem. Phys. 12:7748–7757
Sarwar MG, Dragisic B, Sagoo S, Taylor MS (2010). Chem. Int. Ed. 49:1674–1677
Kilah NL, Wise MD, Serpell CJ, Thompson AL, White NG, Christensen KE, Beer PD (2010). J. Am. Chem. Soc. 132:11893–11895
Hernandes MZ, Cavalcanti SMT, Moreira DRM, de Azevedo Jr WF, Leite ACL (2010). Curr. Drug Targets 11:303–314
Metrangolo P, Meyer F, Pilati T, Resnati G, Terraneo G (2008). Angew. Chem. Int. Ed. 47:6114–6127
Politzer P, Murray JS, Concha MC (2007). J. Mol. Model. 13:643–650
Clark T, Hennemann M, Murray JS, Politzer P (2007). J. Mol. Model. 13:291–296
Politzer P, Murray JS, Clark T (2013). Phys. Chem. Chem. Phys. 15:11178–11189
Bauzá A, Mooibroek TJ, Frontera A (2013). Angew. Chem. Int. Ed. 52:12317–12321
Murray JS, Lane P, Politzer P (2009). J. Mol. Model. 15:723–729
Mani D, Arunan E (2014). J. Phys. Chem. A 118:10081–10089
Li QZ, Guo X, Yang X, Li WZ, Cheng JB, Li HB (2014). Phys. Chem. Chem. Phys. 16:11617–11625
Thomas SP, Pavan MS, Row TNG (2014). Chem. Commun. 50:49–51
McDowell SAC, Joseph JA (2014). Phys. Chem. Chem. Phys. 16:10854–10860
Li QZ, Zhuo HY, Li HB, Liu ZB, Li WZ, Cheng JB (2015). J. Phys. Chem. A 119:2217–2224
Southern SA, Bryce DL (2015). J. Phys. Chem. A 119:11891–11899
Scheiner S (2015). J. Phys. Chem. A 119:9189–9199
Azofra LM, Scheiner S (2015). J. Chem. Phys. 142:034307
Bauzá A, Mooibroek TJ, Frontera A (2016). Chem. Rec. 16:473–487
Bauzá A, Frontera A, Mooibroek TJ (2016). Phys. Chem. Chem. Phys. 18:1693–1698
Liu MX, Li QZ, Li WZ, Cheng JB (2017). Struct. Chem. 28:823–831
Liu MX, Li QZ, Cheng JB, Li WZ, Li HB (2016). J. Chem. Phys. 145:224310
Bene JED, Alkorta I, Elguero J (2017). J. Phys. Chem. A 121:8136–8146
Liu MX, Li QZ, Scheiner S (2017). Phys. Chem. Chem. Phys. 19:5550–5559
Legon AC (2017). Phys. Chem. Chem. Phys. 19:14884–14896
Scheiner S (2018). J. Comput. Chem. 39:500–510
Zierkiewicz W, Michalczyk M, Scheiner S (2018). Phys. Chem. Chem. Phys. 20:8832–8841
Wei YX, Li QZ, Scheiner S (2018). ChemPhysChem 19:736–743
Chen YS, Yao LF, Lin XF (2014). Comput. Theor. Chem. 1036:44–50
Wu JY, Yan H, Zhong AG, Chen H, Jin YX, Dai GL (2019). J. Mol. Model. 25:28
Zahn S, Frank R, Hey-Hawkins E, Kirchner B (2011). Chem.-Eur. J. 17:6034–6038
Solimannejad M, Gharabaghi M, Scheiner S (2011). J. Chem. Phys. 134:024312
Scheiner S (2011). J. Chem. Phys. 134:094315
Scheiner S (2011). J. Phys. Chem. A 115:11202–11209
Li QZ, Li R, Liu XF, Li WZ, Cheng JB (2012). J. Phys. Chem. A 116:2547–2553
Li QZ, Li R, Liu XF, Li WZ, Cheng JB (2012). ChemPhysChem 13:1205–1212
Del Bene JE, Alkorta I, Sanchez-Sanz G, Elguero J (2012). J. Phys. Chem. A 116:3056–3060
Alkorta I, Sanchez-Sanz G, Elguero J, Del Bene JE, Chem J (2012). Theor. Comp. 8:2320–−2327
An XL, Li R, Li QZ, Liu XF, Li WZ, Cheng JB (2012). J. Mol. Model. 18:4325–4332
Alkorta I, Sanchez−Sanz G, Elguero J, Del Bene JE (2013). J. Phys. Chem. A 117:183–−191
Liu MX, Li QZ, Li WZ, Cheng JB (2016). J. Mol. Graphics Model. 65:35–42
Liu MX, Yang L, Li QZ, Li WZ, Cheng JB, Xiao B, Yu XF (2016). J. Mol. Model. 22:192
McDowell SAC (2014). Chem. Phys. Lett. 598:1–4
Esrafili MD, Mohammadirad N, Solimannejad M (2015). Chem. Phys. Lett. 628:16–20
Solimannejad M, Orojloo M, Amani S (2015). J. Mol. Model. 21:183
Yourdkhani S, Korona T, Hadipour NL (2015). J. Comput. Chem. 36:2412–2428
Marín-Luna M, Alkorta I, Elguero J (2016). J. Phys. Chem. A 120:648–656
Esrafili MD, Mohammadian-Sabet F (2016). Mol. Phys. 114:1528–1538
Rezaei Z, Solimannejad M, Esrafili MD (2015). Comput. Theor. Chem. 1074:101–106
Vatanparast M, Parvini E, Bahadori A (2016). Mol. Phys. 114:1478–1484
Li W, Zeng Y, Li X, Sun Z, Meng L (2016). Phys. Chem. Chem. Phys. 18:24672–24680
Yang X, Zhou PP, Yang F, Zhou DG, Yan CX, Zheng PJ, Dai Y (2016). ChemistrySelect 1:1741–1750
Xu HL, Cheng JB, Yang X, Liu ZB, Bo Xiao QZL (2017). RSC Adv. 7:21713–21720
Frisch MJ et al (2010) Gaussian 09. Gaussian, Inc, Wallingford
Boys SF, Bernardi F (1970). Mol. Phys. 19:553–566
GaussView, Version 5, R. Dennington, T. Keith, J.S. Millam, Semichem Inc., Shawnee Mission KS, 2009
Biegler-König F (2000) AIM2000. University of Applied Sciences, Bielefeld
Weinhold F, Landis C (2012) Discovering chemistry with natural bond orbitals. John Wiley & Sons, Inc, Hoboken
Lu T, Chen FW (2012). J. Comput. Chem. 33:580–592
Humphrey W, Dalke A, Schulten K (1996). J. Mol. Graph. 14:33–38
Zhuo HY, Li QZ, Li WZ, Cheng JB (2014). Phys. Chem. Chem. Phys. 16:159–165
Schleyer P v R, Jiao HJ, Hommes NJR v E, Malkin VG, Malkina OL (1997). J. Am. Chem. Soc. 119:12669–12670
Zhang JR, Hu QZ, Li QZ, Scheiner S, Liu SF (2019). Int. J. Quantum Chem. 119:e25910
Johnson ER, Keinan S, Mori-Sanchez P, Contreras-Garcia J, Cohen AJ, Yang W (2010). J. Am. Chem. Soc. 132:6498–6506
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Chen, Y., Yao, L. & Wang, F. Synergistic and antagonistic interplay between tetrel bond and pnicogen bond in complexes involving ring compounds. J Mol Model 25, 351 (2019). https://doi.org/10.1007/s00894-019-4206-1
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DOI: https://doi.org/10.1007/s00894-019-4206-1