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Mol­ecules of the potential non-linear optical title compound, C13H9N3O3, form dimeric stacks of mol­ecules along the a axis cross-linked around inversion centers by N—H...O hydrogen bonds and weak (phen­yl)C—H...O inter­molecular inter­actions, forming a `collaboration' of R22(8) and R22(16) ring motifs. The mol­ecules are then further linked by weak C—H...O and C—H...N inter­actions into sheets parallel to (121).

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The title compound, C21H13N3O, crystallizes with two independent molecules with similar conformations per asymmetric unit. The dihydrofuran rings are essentially planar with maximum deviations of 0.017 (1) and 0.006 (1) Å for the O atoms. The dihedral angles between the di­hydro­furan ring and the attached phenyl rings are 79.90 (6) and 82.07 (6)° in one mol­ecule and 79.36 (6) and 72.26 (6)° in the other. In the crystal, the molecules are linked by weak C—H...π and C—H...N inter­actions similar to those in other closely related crystals. The replacement of appended methyl by phenyl groups has not significantly affected the dihydrofuran ring structure or the crystal packing interactions.

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The title compound, C20H21N3O, has crystallographic mirror symmetry with all non-H atoms apart from the methyl C atom of the CMe2 group lying on the mirror plane. Mol­ecules are linked into planar sheets parallel to (010) by phen­yl–azo C—H...N and phen­yl–ethanone C—H...O inter­actions. Methyl C—H...π inter­actions provide crosslinking between the planes.
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