| | 1 | Author
| K. Am, Wijaya, Oliver Moers, A. Rm, Blaschette, PeterG. Jones | Requires cookie* | | | Title
| Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein antidromes Achtringmuster als robustes supramolekulares Synthon - Drei prototypische Strukturen Polysulfonylamines, CXIX [1, 2] Hydrogen Bonding in Crystalline Onium Dimesylamides: An Antidromic Eight-M embered Ring Pattern as a Robust Supramolecular Synthon - Three Prototypical Structures  | | | | Abstract
| Syntheses and low-temperature X-ray structures are reported for three ionic solids of gen eral formula BH +(M eS 0 2)2N_, where B H + is 3,4,6,7,8,9-hexahydro-2//-pyrimido[l,2-tf]pyri-midinium (1, monoclinic, space group P 2 1/c), N,N'-diphenylformamidinium (2, monoclinic, P2xlc), or 2-phenylaminopyridinium (3, triclinic, P I, two independent formula units). As a common feature, the onium cations in question exhibit a difunctional hydrogen-bond donor sequence H -N -C (s p 2) -N -H geometrically complementary to an O -S -N fragment of the anion. Consequently, the three crystal packings consist of discrete cation-anion pairs (for mula units) assembled by an N -H --N and an N -H ---0 hydrogen bond. In both independ ent ion pairs of 3, the N -H ---N bond originates from the pyridinium centre and the N-H-O bond from the amino group. The eight-membered ring [graph set N2 = R2(8), antidromic] that results in all these prototypical structures has potential as a new and robust supramolecular synthon. In each case, short C-H-O contacts with H -O < 260pm and C-H-O ^ 140° are present; in 2, two Car-H ---0 hydrogen bonds are assisted by a C(formyl)-H -O contact and a n -n interaction to create a centrosymmetric formula unit dimer. | | | |
Reference
| Z. Naturforsch. 54b, 1441—1449 (1999); eingegangen am 13. Juli 1999 | | | |
Published
| 1999 | | | |
Keywords
| Di(methanesulfonyl)amide, Onium Cation, Crystal Structure, Hydrogen Bonding, Molecular Recognition, Supramolecular Synthon | | | |
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| ZNB-1999-54b-1441 | | | | Volume
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