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In the title compounds, C 16 H 12 O 3 and C 17 H 16 O 3 , the six-membered ring of the norbornene moiety adopts a boat conformation and the five-membered rings formed by the methylene bridge adopt envelope conformations; the other rings in the molecules are nearly coplanar. In the solid state, both compounds exhibit O-H…O and C-H…O hydrogen bonds.

The title compound, C 19 H 14 O 4 , exists in the quinol form. The six-membered and five-membered rings of the norbornene moiety adopt boat and envelope conformations, respectively. The hydroxyl groups are involved in O-H…O intramolecular hydrogen bonds.

The six-membered ring of the title compound, C 15 H 17 NO 4 , adopts a half-chair conformation, and the methyl and nitro groups are attached equatorially to it. The five-membered ring fused to it is in a flattened envelope conformation. In the norbornene ring system, the six-membered ring adopts a fairly symmetrical boat conformation and the two five-membered rings formed by the bridging C atom adopt envelope conformations. The mean plane through the fused five-membered ring forms dihedral angles of 31.14(5) and 84.28 (7)° with the mean planes of the adjacent six-membered rings.

In the title compound, C 15 H 17 NO 3 , the six-membered ring adopts an envelope conformation and the nitro and methyl groups are attached in equatorial and bi-axial positions, respectively. In the norbornene ring system, the six-membered ring adopts a boat conformation and the two five-membered rings formed by the bridging C atom adopt envelope conformations. The fused five-membered ring is in a conformation intermediate between a flattened envelope and a half-chair. In the solid state, the C=O group is involved in weak C-H…O hydrogen bonds.

In the title compound, C 20 H 19 NO 3 , the oxime moiety C=N-O-H adopts a trans conformation. Furthermore, the molecule as a whole exists in a dimeric form through hydrogen bonding between the oxime groups.