Crystal engineering of two-dimensional polar layer structures: hydrogen bond networks in some N-meta-phenylpyrimidinones

2003 ◽  
Vol 27 (3) ◽  
pp. 568-576 ◽  
Author(s):  
Sumod George ◽  
Ashwini Nangia ◽  
Muriel Bagieu-Beucher ◽  
René Masse ◽  
Jean-François Nicoud
Keyword(s):  
Hydrogen Bond ◽  
Crystal Engineering ◽  
Two Dimensional ◽  
Layer Structures ◽  
Hydrogen Bond Networks

Polysulfonylamine, CLXVII [1]. Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein robustes Dreipunktmuster als Bestandteil eines 2D-, eines zweifach verwobenen 2D- und eines 3D-Wasserstoffbrücken-Netzwerks / Polysulfonylamines, CLXVII [1]. Hydrogen Bonding in Crystalline Onium Dimesylamides: A Robust Three-Point Pattern Integrated into a 2D, a Twofold Interwoven 2D, or a 3D Hydrogen-Bond Network

2004 ◽  
Vol 59 (1) ◽  
pp. 17-26 ◽  
Author(s):  
Karna Wijaya ◽  
Oliver Moers ◽  
Armand Blaschette ◽  
Peter G. Jones
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Crystal Engineering ◽  
Three Dimensional ◽  
Double Layers ◽  
Point Pattern ◽  
Hydrogen Bond Donor ◽  
Layer Structures ◽  
Ionic Solids ◽  
Hydrogen Bond Networks

Abstract As an exercise in crystal engineering, preparations and low-temperature X-ray structures are reported for three ionic solids of general formula BH+(MeSO2)2N−, where BH+ is 2,4,6- triaminopyrimidinium (compound 1, triclinic, space group P1, Z = 2), 2,6-diaminopyridinium (2, monoclinic, C2/c, Z = 8), or 2,4-diaminopyrimidin-6(1H)-on-3-ium (3, monoclinic, P21/c, Z = 4). As a common feature, the onium cations in question exhibit a trifunctional hydrogen-bond donor sequence H-N-C-N(H)-C-N-H that is complementary to a W-shaped O-S-N-S-O fragment of the anion. Consequently, each structure displays a [DDD:AAA] three-point hydrogen-bond pattern formed by two lateral N-H···O bonds and a central N-H···N interaction. This grouping is integrated as a robust supramolecular synthon into two-dimensional (1, 2) or three-dimensional (3) hydrogen-bond networks, in which all good donors and all good acceptors are involved (excepting one S=O group in 2). In structure 1, the approximately planar cation-anion layers are perfect mosaics composed of 6-membered pyrimidine heterocycles and seven crystallographically independent types of 8-, 10-, 12- or 24-membered rings based upon hydrogen bonding. In contrast, the corresponding layers in structure 2 are marred by large 40-membered voids; in order to achieve dense packing, the imperfect layers adopt a strongly corrugated shape and interpenetrate to form twofold interwoven and nearly planar double-layers. Each structure features close C-H···O contacts consistent with weak hydrogen bonding; in the layer structures 1 and 2, some of these interactions serve as links between adjacent or interwoven layers.

scholarly journals Stepwise Synthesis, Hydrogen-Bonded Supramolecular Structure, and Magnetic Property of a Co–Mn Heterodinuclear Complex

2019 ◽  
Vol 5 (1) ◽  
pp. 5
Author(s):  
Ryoji Mitsuhashi ◽  
Takaaki Ueda ◽  
Masahiro Mikuriya
Keyword(s):  
Hydrogen Bond ◽  
Magnetic Property ◽  
Field Dependence ◽  
Crystallographic Analysis ◽  
Two Dimensional ◽  
Stepwise Synthesis ◽  
X Ray ◽  
Hydrogen Bond Interactions ◽  
Divalent State ◽  
Hydrogen Bond Networks

A cobalt(III)–manganese(II) heterometallic dinuclear complex, [MnII{CoIII(µ-Himn)3}Cl2(CH3OH)], was prepared by a metalloligand approach. X-ray crystallographic analysis indicated that the metalloligand [CoIII(Himn)3] underwent mer/fac geometrical isomerization upon coordination to a Mn ion. Owing to the non-coordinating N–H bonds in the [CoIII(Himn)3] moiety, the heterodinuclear complex exhibited hydrogen bond interactions with the Cl− ligand of the neighboring complex to construct two-dimensional hydrogen-bond networks. The bond distances around the Mn center and the χMT value at 300 K indicate that the Mn center is in a divalent state. The temperature dependence of the χMT product and field dependence of the magnetization showed the isotropic nature of the MnII center.

Bis(diisopropylammonium) thiosulfate and bis(tert-butylammonium) thiosulfate

2013 ◽  
Vol 69 (2) ◽  
pp. 195-198 ◽  
Author(s):  
Andrzej Okuniewski ◽  
Jaroslaw Chojnacki ◽  
Katarzyna Baranowska ◽  
Barbara Becker
Keyword(s):  
Hydrogen Bond ◽  
Ammonium Salt ◽  
Layered Structure ◽  
Organic Cations ◽  
Two Dimensional ◽  
Hydrogen Bond Networks ◽  
Hydrogen Bond Donors

Two new dialkylammonium thiosulfates, namely bis(diisopropylammonium) thiosulfate, 2C6H16N+·S2O32−, (I), and bis(tert-butylammonium) thiosulfate, 2C4H12N+·S2O32−, (II), have been characterized. The secondary ammonium salt (I) crystallizes withZ= 4, while the primary ammonium salt (II), with more hydrogen-bond donors, crystallizes withZ= 8 and a noncrystallographic centre of inversion. In both salts, the organic cations and thiosulfate anions are linked within extensive N—H...O and N—H...S hydrogen-bond networks, forming extended two-dimensional layers. Layers are parallel to (10\overline{1}) in (I) and to (002) in (II), and have a polar interior and a nonpolar hydrocarbon exterior. The layered structure and hydrogen-bond motifs observed in (I) and (II) are similar to those in related ammonium sulfates.

Crystal engineering using bisphenols and trisphenols. Complexes with 1,10-phenanthroline: hydrogen-bonded chains in adducts with 4,4′-biphenol (1/1) and 4,4′-sulfonyldiphenol (2/3), π–π stacked chains in the (1/2) adduct with 4,4′-thiodiphenol, and pairwise-interwoven nets in 1,1,1-tris(4-hydroxyphenyl)ethane–1,10-phenanthroline–methanol (1/1/1)

1999 ◽  
Vol 55 (4) ◽  
pp. 591-600 ◽  
Author(s):  
George Ferguson ◽  
Christopher Glidewell ◽  
Emma S. Lavender
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Engineering ◽  
Hydroxyl Group ◽  
Hydroxyl Groups ◽  
Two Dimensional ◽  
Rotation Axes ◽  
Molecular Components ◽  
Supramolecular Aggregation ◽  
Hydrogen Bonded

In 4,4′-biphenol–1,10-phenanthroline (1/1) [systematic name: 4,4′-biphenyldiol–1,10-phenanthroline (1/1)] the diphenol molecules lie across centres of inversion and the phenanthroline molecules lie across twofold rotation axes; the phenanthroline molecules act as chain-building units and the molecular components are linked into steeply zigzag C(16) chains parallel to [101] by means of O—H...N hydrogen bonds. In the structure of 4,4′-thiodiphenol–1,10-phenanthroline (1/2) the phenanthroline molecules act as chain-terminating units; the supramolecular aggregation is finite, with the bisphenol linked to each phenanthroline molecule by means of a single O—H...N hydrogen bond. π−π stacking interactions between the phenanthroline molecules in neighbouring hydrogen-bonded aggregates serve to link these aggregates into a continuous two-dimensional array. The phenanthroline molecules in 4,4′-sulfonyldiphenol–1,10-phenanthroline (2/3) play two roles: molecules in general positions act as chain-terminating units and are linked to the sulfonyldiphenol molecules by means of three-centre O—H...(N)2 hydrogen bonds, while those lying across twofold rotation axes act as chain builders and are linked to two different sulfonyldiphenol molecules by means of a two-centre O—H...N hydrogen bond in each case; the resulting U-shaped five-component aggregates are further linked by C—H...O=S hydrogen bonds into a C_3^3(17)[R_2^2(12)] `chain of rings' along [001]. In 1,1,1-tris(4-hydroxyphenyl)ethane–1,10-phenanthroline–methanol (1/1/1) [systematic name: 4,4′,4′′-ethylidynetriphenol–1,10-phenanthroline–methanol (1/1/1)] the phenanthroline molecules again act as chain-terminating units: the trisphenol molecules and the methanol molecules are linked by O—H...O hydrogen bonds into two-dimensional nets built from R_6^6(42) rings, and pairs of these nets are interwoven. The formation of each net utilizes two hydroxyl groups per trisphenol molecule as hydrogen-bond donors and the remaining hydroxyl group acts as donor to the phenanthroline molecule in a three-centre O—H...(N)2 hydrogenbond.

The acid adducts hydrazinium 2-hydroxybenzoate–2-hydroxybenzoic acid (1/1) and hydrazinium 3-hydroxy-2-naphthoate–3-hydroxy-2-naphthoic acid (1/1)

2012 ◽  
Vol 68 (2) ◽  
pp. o61-o64 ◽  
Author(s):  
N. Arunadevi ◽  
S. Devipriya ◽  
S. Vairam
Keyword(s):  
Hydrogen Bond ◽  
Intermolecular Interactions ◽  
Hydroxybenzoic Acid ◽  
Two Dimensional ◽  
Aromatic Rings ◽  
Hydrogen Bond Networks ◽  
Naphthoic Acid ◽  
Molecular Salts ◽  
Hydrazinium Cation

The title molecular salts, N2H5+·C7H5O3−·C7H6O3and N2H5+·C11H7O3−·C11H8O3, are acid adducts containing a hydrazinium cation, one molecule of a deprotonated acid and one molecule of a neutral acid. The two compounds contain essentially identical hydrogen-bond networks between the hydrazinium cation and the acid molecules, which define closely comparable two-dimensional layers in the structures. The planes of the aromatic rings within both structures are approximately parallel and the layers are stacked with comparable intermolecular interactions.

Template mediated crystal engineering

1994 ◽  
Vol 52 ◽  
pp. 480-481
Author(s):  
Brigid R. Heywood ◽  
S. Champ
Keyword(s):  
Crystal Engineering ◽  
Electrostatic Interactions ◽  
Alkyl Chain ◽  
Crystallographic Axis ◽  
Two Dimensional ◽  
Engineering Process ◽  
Solution Interface ◽  
Extensive Program ◽  
Geometric Homology ◽  
Long Alkyl Chain

Recent work on the crystallisation of inorganic crystals under compressed monomolecular surfactant films has shown that two dimensional templates can be used to promote the oriented nucleation of solids. When a suitable long alkyl chain surfactant is cast on the crystallisation media a monodispersied population of crystals forms exclusively at the monolayer/solution interface. Each crystal is aligned with a specific crystallographic axis perpendicular to the plane of the monolayer suggesting that nucleation is facilitated by recognition events between the nascent inorganic solid and the organic template.For example, monolayers of the long alkyl chain surfactant, stearic acid will promote the oriented nucleation of the calcium carbonate polymorph, calcite, on the (100) face, whereas compressed monolayers of n-eicosyl sulphate will induce calcite nucleation on the (001) face, (Figure 1 & 2). An extensive program of research has confirmed the general principle that molecular recognition events at the interface (including electrostatic interactions, geometric homology, stereochemical complementarity) can be used to promote the crystal engineering process.

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