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Volumn 38, Issue 3, 1999, Pages 381-383

Self-assembly of 1,1'-biphenyl-2,2',6,6'-tetracarboxylic acid: Formation of an achiral grid with chiral compartments

Author keywords

Biaryls; Carboxylic acids; Chirality; Crystal engineering; Hydrogen bonds

Indexed keywords

CARBOXYLIC ACID;

EID: 0344334070     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990201)38:3<381::AID-ANIE381>3.0.CO;2-P     Document Type: Article
Times cited : (83)

References (31)
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    • note
    • w =0.0874, with GOF =1.042 for 233 parameters. The final difference map displayed no peaks of chemical significance. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-102374. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
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    • note
    • - for C17-, and 44.5(2) for C18-carboxyl. Steric bulk imposed by the carboxyl groups together with the crystal packing is assumed to be the responsible factor.
  • 18
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    • note
    • There are two crystallographically independent double hydrogen bonds, both nearly planar and with asymmetrically disposed hydrogen atoms, one links O1 and O2 with O12′and O11′ whereas the other links O3 and O4 with O14″ and O13″.
  • 19
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    • note
    • 4 symmetry has been found in any previously known crystal structure.
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    • note
    • The roughly square cavities inside the cyclotetrameric compartments are approximately 5.6 Å and thus partly accommodate the nearly perpendicularly oriented phenyl rings of the neighboring layer. This may explain satisfactorily the staggered stacking of the individual layers as well as the observed absence of preferential cleavage of the crystal.
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    • note
    • 2symmetry), which revealed a self-assembly into a chiral "square" grid that was organized by the hydrogen bonding (-N-O⋯H-O-CO-) synthon.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.