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. 2016 Jan 26;116(4):2478–2601. doi: 10.1021/acs.chemrev.5b00484

Figure 52.

Figure 52

Library of halogen-bonded cocrystals involving haloalkanes as XB donors. Color code: carbon, gray; nitrogen, blue; oxygen, red; iodine, purple; sulfur, dark yellow; chlorine, light green; fluorine, yellow. XBs are dotted black lines. Hydrogen atoms are omitted for clarity. CSD Refcodes are reported: CETNEW, (2R,6S)-6-phenyl-2-(trichloromethyl)-3-oxa-1-azabicyclo[4.1.0]heptane-2-carbonitrile; GIDJUY, methyl 4-bromo-4-cyano-6-oxabicyclo(3.2.1)octan-7-one-1-carboxylate; QOJROY, N-tribromoacetylhomoserine lactone; LUNZOK, 3,3′-bis(trichloromethyl)tetrahydro-5H,5′H-7a,7a′-bipyrrolo[1,2-c][1,3]oxazole-1,1′-dione; PEPCUK, 6-bromo-7-fluoro-2-methyl-2-azabicyclo[2.2.1]heptan-3-one; TUKGAI, N,N,N′,N′-tetramethylbenzene-1,4-diamine–1,4-diiodoperfluorobutane; FEGYEV, quinuclidine carbon tetrabromide; CLMPMO, 5-chloro-6-(dichloromethylene)-4-methoxy-1-methyl-4-(trichloromethyl)hexahydropyrimidin-2-one; PAWHAY, 2-bromo-2-methyl-1-[4-(methylsulfanyl)phenyl]propan-1-one; AWIFIW, 4-(trifluoromethyl)-N′-(2,2,2-trichloroethanimidoyl)benzene-1-carboximidamide; PILLIF, methyl 2-fluoro-4-iodocubane-1-carboxylate; ULOKEL, N-methylmorpholine–1,2-diiodotetrafluoroethane.