2,5-Bis(di-propyl-amino)-4-(hy-droxy-meth-yl)phen-yl]methanol.

Volker Schmitt,Dieter Schollmeyer,Heiner Detert,Gideon Holzmann

doi:10.1107/s2414314621004430

Abstract

The centrosymmetric title compound, C22H36N2O2, was prepared in five steps from diethyl succinate. The di-propyl-amino groups are almost orthogonal to the central phenyl-enedi-methanol ring [dihedral angle = 87.62 (9)°]. In the crystal, the mol-ecules are connected by O-H⋯N hydrogen bonds, forming (101) layers separated by the propyl chains.

Highlights

The centrosymmetric title compound, C22H36N2O2, was prepared in five steps from diethyl succinate
The dipropylamino groups are almost orthogonal to the central phenylenedimethanol ring [dihedral angle = 87.62 (9)]
The molecules are connected by O—HÁ Á ÁN hydrogen bonds, forming (101) layers separated by the propyl chains

Summary

Structure description

In a project focusing on acidochromic oligophenylenevinylenes (Detert et al, 2004; Detert & Sugiono, 2004, 2005), the title compound, C22H36N2O2, was prepared as an intermediate for fluorophores with a central p-aminoaniline unit (Detert & Schmitt, 2004, 2006; Schmitt et al, 2008). The mean planes of the ring and the dipropylamino unit enclose a dihedral angle of 87.62 (9). Slightly bent O—HÁ Á ÁN hydrogen bonds (Table 1, Fig. 2) connect each molecule with four neighbours, forming a slightly undulating network with an angle of 19.9 between the mean planes of the aromatic rings of adjacent molecules. This network lies parallel to (101) and the propyl groups act as spacers between the planes.

Synthesis and crystallization

No of parameters

Crystal data

Data collection

Findings

Special details