Crystal structures of three 1-oxo-12-di­hydro­naphthalene derivatives: dimethyl 4-(4-meth­oxy­phen­yl)-2-(4-methyl­phen­yl)-1-oxo-12-di­hydro­naphthalene-23-di­carboxyl­ate dimethyl 1-oxo-2-(pyren-4-yl)-4-(thio­phen-2-yl)-12-di­hydro­naphthalene-23-di­carboxyl­ate and ethyl 1-oxo-2-phenyl-24-bis­(thio­phen-2-yl)-12-di­hydro­naphthalene-3-carboxyl­ate

摘要

In the title 1-oxo-1,2-di­hydro­naphthalene derivatives, C28H24O6, (I), C34H22O5S, (II), and C27H20O3S2, (III), the cyclo­hexa-1,3-diene rings of the 1,2-di­hydro­naphthalene ring systems adopt half-chair, boat and half-chair conformations, respectively. The carbonyl O atoms attached to the di­hydro­naphthalene ring systems are each significantly deviated from the mean plane of the 1,2-di­hydro­naphthalene ring system, by 0.6162 (12) Å in (I), 0.6016 (16) Å in (II) and 0.515 (3) Å in (III). The mean planes of the 1,2-di­hydro­naphthalene ring systems make dihedral angles of 85.83 (3), 88.19 (3) and 81.67 (8)°, respectively, with the methyl­phenyl ring in (I), the pyrene ring in (II) and the phenyl ring in (III). In (I), the mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond, generating an S(6) ring motif. In the crystal of (I), mol­ecules are linked by an inter­molecular C—H⋯O hydrogen bond, which generates a C(8) zigzag chain running along [100]. Adjacent chains are further connected by C—H⋯π and offset π–π inter­actions [centroid–centroid distance = 3.6572 (9) Å], forming a double-chain structure. In the crystals of (II) and (III), mol­ecules are linked into chain structures by offset π–π inter­actions with centroid–centroid distances of 3.5349 (12) and 3.8845 (13) Å for (II) and 3.588 (2) Å for (III). In (II) and (III), the thio­phene rings are orientationally disordered over two sites, with occupancy ratios of 0.69:0.31 for (II), and 0.528 (4):0.472 (4) and 0.632 (5):0.368 (5) for (III).