메뉴 건너뛰기




Volumn 6, Issue 1, 2006, Pages 161-173

Hydrogen bonding in crystal structures of N,N′-bis(3-pyridyl)urea. Why is the N-H⋯O tape synthon absent in diaryl ureas with electron-withdrawing groups?

Author keywords

[No Author keywords available]

Indexed keywords


EID: 31144447353     PISSN: 15287483     EISSN: None     Source Type: Journal    
DOI: 10.1021/cg0580152     Document Type: Article
Times cited : (123)

References (75)
  • 1
    • 0000333462 scopus 로고    scopus 로고
    • Solid-State Supramolecular Chemistry: Crystal Engineering
    • MacNicol, D. D., Toda, F., Bishop R., Eds.; Pergamon: Oxford
    • (a) Hollingsworth, M. D.; Harris, K. D. M. Solid-State Supramolecular Chemistry: Crystal Engineering, in Comprehensive Supramolecular Chemistry; MacNicol, D. D., Toda, F., Bishop R., Eds.; Pergamon: Oxford, 1996; Vol. 6, pp 177-237.
    • (1996) Comprehensive Supramolecular Chemistry , vol.6 , pp. 177-237
    • Hollingsworth, M.D.1    Harris, K.D.M.2
  • 10
    • 31144464321 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Hyderabad
    • (b) George, S. Ph.D. Thesis, University of Hyderabad, 2004.
    • (2004)
    • George, S.1
  • 14
    • 27344442484 scopus 로고    scopus 로고
    • Atwood, J. L., Steed, J. W., Eds.; Marcel Dekker: New York
    • (a) Inclusion compounds: Harris, K. D. M. in Encyclopedia of Supramolecular Chemistry; Atwood, J. L., Steed, J. W., Eds.; Marcel Dekker: New York, 2004, pp 1538-1548.
    • (2004) Encyclopedia of Supramolecular Chemistry , pp. 1538-1548
    • Harris, K.D.M.1
  • 22
    • 33745394944 scopus 로고
    • Major developments in crystal engineering over the past decade are covered in excellent reviews. (a) Desiraju, G. R. Angew. Chem., Int. Ed. Engl. 1995, 34, 2311.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2311
    • Desiraju, G.R.1
  • 52
    • 31144466686 scopus 로고    scopus 로고
    • note
    • 1/n (CSD refcode MEPXEK) appears to be erroneous, so this crystal structure was redetermined. Reflections were solved and refined in the orthorhombic space group Pbca (R-factor 4.2%). See Table 1 for crystallographic data.
  • 54
    • 31144476877 scopus 로고    scopus 로고
    • Spartan 04, Wave Function Inc., www.wavefun.com.
  • 55
    • 31144462235 scopus 로고    scopus 로고
    • note
    • Intramolecular C-F⋯O=C repulsion could be yet another reason to avoid the planar conformation and hence the urea tape motif.
  • 56
    • 17444429937 scopus 로고    scopus 로고
    • Torsional potential for rotation of phenyl ring about the urea amide bond was plotted using DFT calculations. The most stable conformation of diphenyl urea is planar, and the orthogonal conformation is the least stable (ΔE = 8 kcal/mol), as in our calculation. Tang, H.; Doerksen, R. J.; Tew, G. N. Chem. Commun. 2005, 1537.
    • (2005) Chem. Commun. , pp. 1537
    • Tang, H.1    Doerksen, R.J.2    Tew, G.N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.