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. 2010 Jun 5;66(Pt 7):o1593–o1594. doi: 10.1107/S1600536810021045

Table 2. Comparative geometrical parameters (Å, °) for free and coordinated N,O-bidendate (N,O-bid) compounds.

Parameters (I) (II) (III) (IV)
C111—N11 1.422 (2) 1.521 (4)/1.463 (3) 1.440 (4) -
C2—N11 1.345 (2) 1.320 (4) 1.319 (4) 1.303 (6)
C4—O12 1.257 (2) 1.290 (3) 1.291 (4) 1.281 (6)
C2—C3 1.383 (3) 1.410 (4) 1.423 (4) 1.396 (7)
C3—C4 1.420 (2) 1.365 (3) 1.382 (3) 1.388 (9)
O12⋯N11 2.635 (2) 2.885 (3) 2.886 (3) 2.826 (6)
N11—C2—C4—O12 −0.5 (1) 4.1 (2) −2.6 (2) 1.2 (4)
Dihedral angle 49.53 (5) 87.47 (4)/89.36 (8) 85.58 (8) -

Notes: (I) This work; (II) N,O-bid = 4-(2,3-dimethyl phenyl­amino)­pent-3-en-2-onato (Venter et al., 2009a ); (III) N,O-bid = 4-(2,6-dimethyl phenyl­amino)­pent-3-en-2-onato (Venter et al., 2009b ). (IV) N,O-bid = 4-amino-pent-3-en-2-onato (Damoense et al., 1994). The dihedral angle is defined as the torsion angle between the N–C–C–C–O plane and the benzene ring. A positive angle denotes a clockwise rotation.