Abstract
Quantum-chemical calculations have been performed for the chalcogen- and halogen-bonded complexes of F2CSe with a series of nitrogen bases (N2, NCH, NH3, NHCH2, NCLi, and NMe3) and dihalogen molecules (BrCl, ClF, and BrF), respectively. Both types of interactions are mainly driven by the electrostatic and orbital interactions. The chalcogen bond becomes stronger in the order of NCH (sp) < NH3 (sp(3)) < NHCH2 (sp(2)), showing some inconsistence with the electronegativity of the hybridized N atom. The Li and methyl groups have an enhancing effect on the strength of chalcogen bond; however, the former is jointly achieved through the electrostatic and orbital interactions, whereas the orbital interaction has dominant contribution to the latter enhancement. The halogen bond with F2CX (X = O, S, Se) as the electron donor is stronger for the heavier chalcogen atom, exhibiting a reverse dependence on the chalcogen atom with that in hydrogen bonds. The halogen bond is further strengthened by the presence of chalcogen bond in the ternary complexes. In addition, CSD research confirms the abundance of Se···N interaction in crystal materials.
References
May 31, 2002·Acta Crystallographica. Section B, Structural Science·Frank H Allen
Aug 29, 2002·Journal of the American Chemical Society·Michio IwaokaShuji Tomoda
Mar 26, 2004·Biophysical Journal·Ying FengPeter J Quinn
Nov 24, 2004·Proceedings of the National Academy of Sciences of the United States of America·Pascal AuffingerP Shing Ho
Feb 24, 2006·Journal of the American Chemical Society·Christian BleiholderRolf Gleiter
Oct 1, 1960·Proceedings of the National Academy of Sciences of the United States of America·E ZuckerkandlL Pauling
Aug 24, 2006·Journal of Molecular Modeling·Timothy ClarkPeter Politzer
Oct 3, 2006·Journal of Molecular Modeling·Peter PolitzerJane S Murray
Apr 14, 2007·The Journal of Chemical Physics·Zhao-Xu WangWei-Liang Cao
Mar 28, 2008·The Journal of Physical Chemistry. a·Qingzhong LiJianbo Cheng
Aug 6, 2008·The Journal of Physical Chemistry. a·Janet E Del BeneJosé Elguero
Jun 23, 2009·The Journal of Physical Chemistry. a·Weizhou WangYu Zhang
Jul 10, 2009·The Journal of Chemical Physics·Peifeng Su, Hui Li
Jul 16, 2009·Langmuir : the ACS Journal of Surfaces and Colloids·Fu-Gen WuZhi-Wu Yu
Apr 3, 2010·Journal of Molecular Modeling·Felipe A BulatPeter Politzer
May 6, 2010·The Journal of Chemical Physics·Zhaoxu WangPinggui Yi
Sep 3, 2010·The Journal of Physical Chemistry. a·Jianbo ChengJiazhong Sun
Nov 18, 2010·The Journal of Physical Chemistry. a·Janet E Del BeneJosé Elguero
Feb 18, 2011·Angewandte Chemie·Antonio CaballeroPaul D Beer
Mar 4, 2011·Journal of Molecular Modeling·Kevin E RileyPeter Politzer
Jul 7, 2011·The Journal of Physical Chemistry. a·Steve Scheiner
Jul 21, 2011·The Journal of Physical Chemistry. a·Timur I MadzhidovAngel Martín Pendás
Jan 14, 2012·The Journal of Chemical Physics·Qingzhong LiJianbo Cheng
Jan 31, 2012·Physical Chemistry Chemical Physics : PCCP·Qing-Zhong LiJian-Bo Cheng
Mar 2, 2012·The Journal of Physical Chemistry. a·Ibon AlkortaJanet E Del Bene
May 23, 2012·Nature Chemistry·Pierangelo Metrangolo, Giuseppe Resnati
Sep 4, 2012·The Journal of Chemical Physics·Qingzhong LiJianbo Cheng
Jan 11, 2013·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Peter Politzer, Jane S Murray
May 11, 2013·The Journal of Physical Chemistry. B·Seiji Tsuzuki, Naoki Sato
Feb 20, 2014·The Journal of Physical Chemistry. a·Ibon AlkortaJanet E Del Bene
Apr 12, 2014·The Journal of Physical Chemistry. a·Upendra Adhikari, Steve Scheiner
Oct 23, 2014·The Journal of Physical Chemistry. a·Vincent de Paul N Nziko, Steve Scheiner
Oct 24, 2014·Journal of Molecular Modeling·Xin GuoJianbo Cheng
Dec 31, 2014·The Journal of Physical Chemistry. a·Luis Miguel AzofraSteve Scheiner
Citations
Feb 4, 2016·Chemical Reviews·A Subha Mahadevi, G Narahari Sastry
Mar 24, 2016·The Journal of Chemical Physics·Xin GuoHai-Bei Li
Jun 28, 2016·Journal of Molecular Modeling·Lixin MoLingpeng Meng
Mar 23, 2017·Journal of Molecular Graphics & Modelling·Mehdi D Esrafili, Soheila Asadollahi
Aug 30, 2017·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Gabriel J BuralliIbon Alkorta
Apr 18, 2018·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Ibon AlkortaJanet E Del Bene
Jan 24, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wiktor ZierkiewiczSteve Scheiner
Jan 19, 2018·Physical Chemistry Chemical Physics : PCCP·Wiktor ZierkiewiczSteve Scheiner
Jan 6, 2019·Journal of Molecular Modeling·Nan YanLingpeng Meng
Jul 13, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wenbo DongSteve Scheiner
Sep 21, 2019·Physical Chemistry Chemical Physics : PCCP·Yunxiang LuHonglai Liu
Feb 6, 2018·Physical Chemistry Chemical Physics : PCCP·Hui WangWeizhou Wang
Jan 3, 2019·Chemistry : a European Journal·Mark R AmsFrançois Diederich
Oct 27, 2020·Coordination Chemistry Reviews·Edward R T Tiekink
Sep 11, 2018·The Journal of Physical Chemistry. a·Steve Scheiner
Aug 8, 2017·The Journal of Physical Chemistry. a·Vytor OliveiraElfi Kraka
Dec 1, 2020·ACS Omega·Yishan Chen, Fan Wang
Mar 16, 2018·Inorganic Chemistry·Stefano NuzzoRobert J Baker
Sep 3, 2020·ACS Omega·Qingqing YangXin Yang