Abstract

The title compound, C22H20N2O2, was synthesized via a multicomponent reaction using naphthalen-2-ol, morpholine and 4-formyl­benzonitrile. The dihedral angle between the naphthalene ring system and the benzene ring is 81.25 (10)°. The morpholine ring adopts a chair conformation. The mol­ecular conformation is stabilized by intra­molecular O—H⋯N and C—H⋯O hydrogen bonds. In the crystal, inter­molecular C—H⋯N hydrogen bonds link mol­ecules into helical chains running parallel to the c axis.

Highlights

  • Z = 18 Mo K radiation = 0.08 mmÀ1 T = 298 K 0.20 Â 0.15 Â 0.10 mm 24077 measured reflections 3326 independent reflections 1786 reflections with I > 2(I) Rint = 0.138

  • The molecular conformation is stabilized by intramolecular O— HÁ Á ÁN and C—HÁ Á ÁO hydrogen bonds

  • Intermolecular C—HÁ Á ÁN hydrogen bonds link molecules into helical chains running parallel to the c axis

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Summary

Data collection

Rigaku Mercury diffractometer Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) Tmin = 0.910, Tmax = 1.000. Refinement R[F 2 > 2(F 2)] = 0.081 wR(F 2) = 0.210 S = 1.03 3326 reflections 235 parameters. 7 restraints H-atom parameters constrained Ámax = 0.22 e A À3 Ámin = À0.27 e A À3. The title compound, C22H20N2O2, was synthesized via a multicomponent reaction using naphthalen-2-ol, morpholine and 4-formylbenzonitrile. The dihedral angle between the naphthalene ring system and the benzene ring is 81.25 (10). The morpholine ring adopts a chair conformation. The molecular conformation is stabilized by intramolecular O— HÁ Á ÁN and C—HÁ Á ÁO hydrogen bonds. Intermolecular C—HÁ Á ÁN hydrogen bonds link molecules into helical chains running parallel to the c axis

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