ISSN:
1573-1111
Keywords:
X-ray structure analysis
;
crystalline hetermolecular complexes
;
carboxylic acid hosts
;
DMSO guest
;
hydrogen bonding
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The host compounds 2,2′-binaphthyl-3,3′-dicarboxylic acid (1) and 1,1′∶3′–1″-terphenyl-2′,4,4″-tricarboxylic acid (2) have been synthesized, and crystal structures of their inclusion compounds with DMSO {1a [1·DMSO(1∶1)];2a [2·DMSO (1∶2)]} have been determined from single crystal X-ray diffraction data. The crystals show monoclinic symmetry withZ=4 (P21/n for1a andP21/c for2a), with the unit cell dimensionsa=11.567(1),b=10.206(1),c=17.579(1) Å,β=100.50(1)° for1a, anda=14.910(1),b=6.732(1),c=26.084(1) Å,β=100.41(1)° for2a. The structural models were refined toR=0.032 with 3127 reflections for1a, andR=0.035 with 3175 observations for2a, collected atT=173(1) K. Both structures comprise a characteristic molecular recognition pattern for DMSO via strong (CO)O−H⋯O(=S) hydrogen bonds and possible C−H⋯O contacts, the latter ones from the guest methyl groups to the carbonyl oxygen of the host carboxyl groups. In the crystals H-bonded endless chains of alternating host and guest molecules are formed, which are held together by ordinary van der Waals' forces. Additionally, host2 binds a second DMSO molecule by a single (CO)O−H⋯O(=S) bond.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00708771
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