scholarly journals Hydrogen-Bonded and Halogen-Bonded: Orthogonal Interactions for the Chloride Anion of a Pyrazolium Salt

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 3982
Author(s):  
Steven van Terwingen ◽  
Daniel Brüx ◽  
Ruimin Wang ◽  
Ulli Englert
Keyword(s):  
Hydrogen Bond ◽  
Electron Density ◽  
Iodine Atom ◽  
Electron Density Distribution ◽  
Halogen Bond ◽  
Chloride Anion ◽  
Asymmetric Unit ◽  
Supramolecular Aggregate ◽  
Short Contacts ◽  
Hydrogen Bonded

In the hydrochloride of a pyrazolyl-substituted acetylacetone, the chloride anion is hydrogen-bonded to the protonated pyrazolyl moiety. Equimolar co-crystallization with tetrafluorodiiodobenzene (TFDIB) leads to a supramolecular aggregate in which TFDIB is situated on a crystallographic center of inversion. The iodine atom in the asymmetric unit acts as halogen bond donor, and the chloride acceptor approaches the σ-hole of this TFDIB iodine subtending an almost linear halogen bond, with Cl···I = 3.1653(11) Å and Cl···I–C = 179.32(6)°. This contact is roughly orthogonal to the N–H···Cl hydrogen bond. An analysis of the electron density according to Bader’s Quantum Theory of Atoms in Molecules confirms bond critical points (bcps) for both short contacts, with ρbcp = 0.129 for the halogen and 0.321eÅ−3 for the hydrogen bond. Our halogen-bonded adduct represents the prototype for a future class of co-crystals with tunable electron density distribution about the σ-hole contact.

scholarly journals Hydrogen bonding in the crystal structure of the molecular salt of pyrazole–pyrazolium picrate

2016 ◽  
Vol 72 (6) ◽  
pp. 861-863 ◽  
Author(s):  
Ping Su ◽  
Xue-gang Song ◽  
Ren-qiang Sun ◽  
Xing-man Xu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Organic Salt ◽  
Asymmetric Unit ◽  
Molecular Salt ◽  
Hydrogen Bonded

The asymmetric unit of the title organic salt [systematic name: 1H-pyrazol-2-ium 2,4,6-trinitrophenolate–1H-pyrazole (1/1)], H(C3H4N2)2+·C6H2N3O7−, consists of one picrate anion and one hydrogen-bonded dimer of a pyrazolium monocation. The H atom involved in the dimer N—H...N hydrogen bond is disordered over both symmetry-unique pyrazole molecules with occupancies of 0.52 (5) and 0.48 (5). In the crystal, the component ions are linked into chains along [100] by two different bifurcated N—H...(O,O) hydrogen bonds. In addition, weak C—H...O hydrogen bonds link inversion-related chains, forming columns along [100].

scholarly journals Crystal structure of chlorido(piperidine-κN)(quinoline-2-carboxylato-κ2N,O)platinum(II)

2014 ◽  
Vol 70 (7) ◽  
pp. 36-38 ◽  
Author(s):  
Chi Nguyen Thi Thanh ◽  
Ngan Nguyen Bich ◽  
Luc Van Meervelt
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Chloride Anion ◽  
Asymmetric Unit ◽  
Coordination Environment ◽  
Square Planar

The title compound, [Pt(C10H6NO2)Cl(C5H11N)], crystallizes with one molecule in the asymmetric unit. The PtIIcation has a slightly distorted square-planar coordination environment defined by a chloride anion, the quinoline N atom and a carboxylate O atom of the bidentate quinaldate ligand and a piperidine N atom. An intramolecular C—H...Cl hydrogen bond occurs. In the crystal, molecules are stacked into columns along thecaxis by the formation of N—H...Cl and C—H...O hydrogen bonds.

scholarly journals Crystal structures of two hydrogen-bonded compounds of chloranilic acid–ethyleneurea (1/1) and chloranilic acid–hydantoin (1/2)

2018 ◽  
Vol 74 (12) ◽  
pp. 1727-1730 ◽  
Author(s):  
Kazuma Gotoh ◽  
Hiroyuki Ishida
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Layer Structure ◽  
Asymmetric Unit ◽  
Acid Base ◽  
Chloranilic Acid ◽  
Base Interaction ◽  
Acid And Base ◽  
Acid Base Interaction ◽  
Hydrogen Bonded

The structures of the hydrogen-bonded 1:1 co-crystal of chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) with ethyleneurea (systematic name: imidazolidin-2-one), C6H2Cl2O4·C3H6N2O, (I), and the 1:2 co-crystal of chloranilic acid with hydantoin (systematic name: imidazolidine-2,4-dione), C6H2Cl2O4·2C3H4N2O2, (II), have been determined at 180 K. In the crystals of both compounds, the base molecules are in the lactam form and no acid–base interaction involving H-atom transfer is observed. The asymmetric unit of (I) consists of two independent half-molecules of chloranilic acid, with each of the acid molecules lying about an inversion centre, and one ethyleneurea molecule. The asymmetric unit of (II) consists of one half-molecule of chloranilic acid, which lies about an inversion centre, and one hydantoin molecule. In the crystal of (I), the acid and base molecules are linked via O—H...O and N—H...O hydrogen bonds, forming an undulating sheet structure parallel to the ab plane. In (II), the base molecules form an inversion dimer via a pair of N—H...O hydrogen bonds, and the base dimers are further linked through another N—H...O hydrogen bond into a layer structure parallel to (\overline{1}01). The acid molecule and the base molecule are linked via an O—H...O hydrogen bond.

2-[5-(4-Bromophenyl)-3-methylsulfanyl-1-benzofuran-2-yl]acetic acid

2007 ◽  
Vol 63 (11) ◽  
pp. o4331-o4331
Author(s):  
Hong Dae Choi ◽  
Pil Ja Seo ◽  
Byeng Wha Son ◽  
Uk Lee
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Halogen Bond ◽  
Carboxyl Groups ◽  
Dihedral Angles ◽  
Methyl Groups ◽  
Asymmetric Unit ◽  
Compound C ◽  
Independent Molecules ◽  
Hydrolysis Of

The title compound, C17H13BrO3S, was prepared by alkaline hydrolysis of ethyl 2-[5-(4-bromophenyl)-3-methylsulfanyl-1-benzofuran-2-yl]acetate. There are two symmetry-independent molecules in the asymmetric unit. The 4-bromophenyl rings are rotated out of the benzofuran planes, with dihedral angles for the two molecules of 50.22 (8) and 35.4 (1)°. The methyl groups of the methylsulfanyl substituent are almost perpendicular to the plane of the benzofuran fragment [99.5 (2) and 100.8 (2)°] and are slightly tilted towards it. The crystal structure is stabilized by a C—H...O hydrogen bond and a Br...O halogen bond [Br...O = 3.284 (2) Å], and by inversion-related intermolecular O—H...O hydrogen bonds between the carboxyl groups from two symmetry-independent molecules.

2-(4-Chlorophenyl)-N-{3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}-3-methylbutanamide ethanol solvate

2006 ◽  
Vol 62 (5) ◽  
pp. o1836-o1838
Author(s):  
Jing-Li Cheng ◽  
Fang-Lin Wei ◽  
Wen-Jun Gui ◽  
Guo-Nian Zhu
Keyword(s):  
Hydrogen Bond ◽  
Title Compound ◽  
Cyano Group ◽  
Solvent Molecule ◽  
Hydroxyl Group ◽  
Asymmetric Unit ◽  
Hydrogen Bond Interactions ◽  
Compound C ◽  
Ethanol Solvate ◽  
Hydrogen Bonded

In the title compound, C22H16Cl3F3N4O·C2H6O, the asymmetric unit consists of one molecule of C22H16Cl3F3N4O and one ethanol solvent molecule which are connected through an N—H...O hydrogen bond. The H atom of the hydroxyl group of the solvent molecule is hydrogen bonded to the N atom of the cyano group. These hydrogen-bond interactions result in the formation of zigzag chains parallel to the a axis.

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