Abstract

In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The meth­oxy­phenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97 (8)°. The amine N atom deviates from the chromene mean plane by 0.1897 (16) Å. The methyl­amine and the nitro group are involved in an intra­molecular N—H⋯O hydrogen bond which generates an S(6) ring motif. They are slightly twisted out of the plane of the chromene moiety with torsion angles of C—N—C—O(pyran) = 2.2 (3)° and O(nitro)—N—C—C = −5.6 (2)°. In the crystal, there are only C—H⋯π inter­actions present, forming inversion-related dimers.

Highlights

  • In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap

  • The methoxyphenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97 (8)

  • The methylamine and the nitro group are involved in an intramolecular N—HÁ Á ÁO hydrogen bond which generates an S(6) ring motif

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Summary

Introduction

C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. Perumalb aSri Ram Engineering College, Chennai 602 024, India, bOrganic Chemistry Division, CSIR–Central Leather Research Institute, Chennai 600 020, India, and cDepartment of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, India. Received 4 July 2014; accepted 8 July 2014 The pyran ring has a flat-boat conformation.

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