Crystal structures of three 1-oxo-1,2-di-hydro-naphthalene derivatives: dimethyl 4-(4-meth-oxy-phen-yl)-2-(4-methyl-phen-yl)-1-oxo-1,2-di-hydro-naphthalene-2,3-di-carboxyl-ate, dimethyl 1-oxo-2-(pyren-4-yl)-4-(thio-phen-2-yl)-1,2-di-hydro-naphthalene-2,3-di-carboxyl-ate and ethyl 1-oxo-2-phenyl-2,4-bis-(thio-phen-2-yl)-1,2-di-hydro-naphthalene-3-carboxyl-ate.

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作者:Gopinath S, Narayanan P, Sethusankar K, Karunakaran Jeyachandran, Nandakumar Meganathan, Mohanakrishnan Arasambattu K
In the title 1-oxo-1,2-di-hydro-naphthalene derivatives, C(28)H(24)O(6), (I), C(34)H(22)O(5)S, (II), and C(27)H(20)O(3)S(2), (III), the cyclo-hexa-1,3-diene rings of the 1,2-di-hydro-naphthalene ring systems adopt half-chair, boat and half-chair conformations, respectively. The carbonyl O atoms attached to the di-hydro-naphthalene ring systems are each significantly deviated from the mean plane of the 1,2-di-hydro-naphthalene ring system, by 0.6162†(12)†à in (I), 0.6016†(16)†à in (II) and 0.515†(3)†à in (III). The mean planes of the 1,2-di-hydro-naphthalene ring systems make dihedral angles of 85.83†(3), 88.19†(3) and 81.67†(8)°, respectively, with the methyl-phenyl ring in (I), the pyrene ring in (II) and the phenyl ring in (III). In (I), the mol-ecular structure is stabilized by an intra-molecular C-H⋯O hydrogen bond, generating an S(6) ring motif. In the crystal of (I), mol-ecules are linked by an inter-molecular 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 inter-actions [centroid-centroid distance = 3.6572†(9)†à ], forming a double-chain structure. In the crystals of (II) and (III), mol-ecules are linked into chain structures by offset π-π inter-actions with centroid-centroid distances of 3.5349†(12) and 3.8845†(13)†à for (II) and 3.588†(2)†à for (III). In (II) and (III), the thio-phene 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).

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