(E)-Methyl 2-({2-ethoxy-6-[(E)-(hydroxyimino)methyl]phenoxy}methyl)-3-phenylacrylate

In the title compound, C20H21NO5, the dihedral angle between the mean planes through the two rings is 47.1 (8)°. The enoate group assumes an extended conformation. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.061 (1) Å for the O atom. In the crystal, molecules are linked into cyclic centrosymmetric dimers with an R 2 2(6) motif via pairs of O—H⋯N hydrogen bonds. Intermolecular C—H⋯O hydrogen bonds form a C(8) chain along the b axis. The crystal packing is further stabilized by C—H⋯π interactions.

In the title compound, C 20 H 21 NO 5 , the dihedral angle between the mean planes through the two rings is 47.1 (8) . The enoate group assumes an extended conformation. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.061 (1) Å for the O atom. In the crystal, molecules are linked into cyclic centrosymmetric dimers with an R 2 2 (6) motif via pairs of O-HÁ Á ÁN hydrogen bonds. Intermolecular C-HÁ Á ÁO hydrogen bonds form a C(8) chain along the b axis. The crystal packing is further stabilized by C-HÁ Á Á interactions.   Table 1 Hydrogen-bond geometry (Å , ).

D-HÁ
In the title compound (see Fig. 1) the bond lengths and angles agree with those observed in other acrylate derivatives (SakthiMurugesan et al., 2011). The whole molecule is not planar as the dihedral angle between the two phenyl rings is 47.1 (8)°. The oxime C-N has an E configuration. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.004 (1) Å for the C2 atom.

Refinement
All H atoms were fixed geometrically and allowed to ride on their parent C atoms, with C-H distances fixed in the range 0.93-0.97 Å with U iso (H) = 1.5U eq (C) for methyl H 1.2U eq (C) for other H atoms.

Figure 1
View of the title molecule with the atom labelling scheme. The displacement ellipsoids are drawn at the 30% probability level while the H atoms are shown as small spheres of arbitrary radii.  The crystal structure showing the centrosymmetric hydrogen bond motif R 2 2 (6). For the sake of clarity, the H atoms not involved in the motif have been omitted. The atoms marked with an asterisk (*) are at the symmetry position (2-x, -y, 2z). The dashed lines indicate the hydrogen bonds. where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.50 e Å −3 Δρ min = −0.24 e Å −3

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.