3,3′-(p-Phenylene)bis(3,4-dihydro-2H-1,3-benzoxazine)

Abstract

Mol­ecules of the title compound, C22H20N2O2, are situated on crystallographic centres of symmetry. The oxazinane ring adopts a sofa conformation. Mol­ecules are linked into cyclic centrosymmetric dimers via C—H⋯O hydrogen bonds with the motif R 2 2(6). In addition to the C—H⋯O inter­actions, the crystal structure is also stabilized by C—H⋯π inter­actions.

Crystal structure of 2-(2-nitrophenyl)-3-(p-tolyl)-3,4- dihydro-2H-1,3-benzoxazine, C21H18N2O3

“…The bond lengths C7-O3, C8-O3, C7-N2, C14-N2 are normal and comparable to the corresponding values observed in the related structure of 3,3'-(p-phenylene)bis(3,4-dihydro-2H-1,3-benzoxazine) [1]. The torsion angles are C2-C1-N1-O2 = -49.6(3)°,C 16-C15-N2-C7 =2 1.0(3)°,C 21-C15-N2-C14 = 65.9(2)°,N 2 -C7-O3-C8 = -38.0(2)°.T he aromatic rings (C1/C2/C3/C4/C5/C6) and (C8/C9/C10/C11/C12/C13) are not co-planar forming adihedral angle of 89.73°.The other dihedral angles between aromatic rings (C1/C2/C3/C4/C5/C6) and (C15/C16/C17/C18/C20/C21), (C8/C9/C10/C11/C12/C13) and (C15/C16/C17/C18/C20/C21), are 46.52°and 74.60°,r espectively.…”

Bis[2-(cyclopropyliminomethyl)-5-methoxyphenolato]zinc(II)

“…and their values were found in good agreement with the corresponding values in the related structures reported by Huerta et al (2006), and Ranjith et al (2009). In the crystal structure, molecules are linked via C2-H2B···O1 weak hydrogen bonds forming a molecular slab (see Fig 2a,b).…”

“…Applications of these compounds are in polymeric and pharmacological fields. Recently the structure of these compounds has attracted much attention see Huerta et al (2006); ; Ranjith et al (2009). During our investigations, a series of bis-benzoxazines were prepared by reaction of phenols, formaldehyde and ethylenediamine (Rivera et al, 1986).…”

“…;Huerta et al (2006);;Ranjith et al (2009). For uses of benzoxazines in polymer science, seeYaggi et al (2009).…”

3,3′-Ethylenebis(3,4-dihydro-6-chloro-2H-1,3-benzoxazine)

“…For the synthesis, see: Rivera et al (1989). For related structures, see: Rivera et al (1986); Huerta et al (2006); Chen & Wu (2007); Ranjith et al (2009). For uses of benzoxazines in polymer science, see Yaggi et al (2009).…”