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Crystal structures of two isomeric 2-aryl-3-phenyl-1,3-thia-zepan-4-ones.

ABSTRACT: The crystal of 6-(3-nitro-phen-yl)-7-phenyl-5-thia-7-aza-spiro-[2.6]nonan-8-one (1), C₁₉H₁₈N₂O₃S, has monoclinic (P2₁/n) symmetry while that of its isomer 6-(4-nitro-phen-yl)-7-phenyl-5-thia-7-aza-spiro-[2.6]nonan-8-one (2), has ortho-rhom-bic (Pca2₁) symmetry: compound 1 has two mol-ecules, A and B, in the asymmetric unit while 2 has one. In all three mol-ecules, the seven-membered thia-zepan ring exhibits a chair conformation with Q2 and Q3 values (Å) of 0.521?(3), 0.735?(3) and 0.485?(3), 0.749?(3) in 1 and 0.517?(5), 0.699?(5) in 2. In each structure, the phenyl rings attached to adjacent atoms of the thia-zepan ring have inter-planar angles ranging between 41 and 47°. Except for the nitro groups, the three mol-ecules have similar conformations when overlayed in pairs. Both crystal structures are consolidated by C-H?O hydrogen bonds.

SUBMITTER: Yennawar HP

PROVIDER: S-EPMC6690465 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Crystal structures of two isomeric 2-aryl-3-phenyl-1,3-thia-zepan-4-ones.

Yennawar Hemant P HP Peterson Samuel D SD Silverberg Lee J LJ

Acta crystallographica. Section E, Crystallographic communications 20190726 Pt 8

The crystal of 6-(3-nitro-phen-yl)-7-phenyl-5-thia-7-aza-spiro-[2.6]nonan-8-one (1), C19H18N2O3S, has monoclinic (P21/n) symmetry while that of its isomer 6-(4-nitro-phen-yl)-7-phenyl-5-thia-7-aza-spiro-[2.6]nonan-8-one (2), has ortho-rhom-bic (Pca21) symmetry: compound 1 has two mol-ecules, A and B, in the asymmetric unit while 2 has one. In all three mol-ecules, the ...[more]

PMID: 31417805

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Crystal structures of two solvated 2-aryl-3-phenyl-2,3-di-hydro-4H-pyrido[3,2-e][1,3]thia-zin-4-ones.

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| S-EPMC6829726 | biostudies-literature

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| S-EPMC4971851 | biostudies-other

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| S-EPMC5730238 | biostudies-literature

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Project description:In the title compounds 4,11-dihy-droxy-13-methyl-1,8-di-p-tolyl-2,9-di-thia-13- aza-dispiro-[4.1.4(7).3(5)]tetra-decan-6-one, C26H31NO3S2, (I), and 13-benzyl-4,11-dihy-droxy-1,8-bis-(4-methyl-phen-yl)-2,9-di-thia-13-aza-dispiro-[4.1.4(7).3(5)]tetradecan-6-one, C32H35NO3S2, (II), the piperidine rings adopt distorted chair conformations. The thio-phene rings in (I) have envelope conformations, with the spiro C atoms as the flaps. In (II), one thio-phene ring (D) has an envelope conformation, with the hy-droxy-substituted C atom as the flap, while the other thio-phene ring (E) has a twisted conformation on the C-C bond involving the spiro C atom and the toluyl-substituted C atom. In (I), the mean plane of the piperidine ring makes dihedral angles of 75.16?(9) and 73.33?(8)° with the mean planes of the thio-phene rings (D and E), respectively. In (II), the corresponding dihedral angles are 70.95?(11) and 77.43?(12)°. In both compounds, there is an intra-molecular O-H?O hydrogen bond forming an S(6) ring motif. In the crystal of (I), mol-ecules are linked via O-H?N and C-H?O hydrogen bonds, forming chains along [010]. There are also ?-? inter-actions present involving inversion-related benzene rings, linking the chains to form slabs parallel to (100). In the crystal of (II), mol-ecules are linked via O-H?O hydrogen bonds, forming inversion dimers with an R 4 (4)(8) ring motif. The dimers are linked by C-H?? inter-actions, forming slabs parallel to (001).

| S-EPMC4719827 | biostudies-other

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Project description:The synthesis and crystal structures of a series of 6-aryl-fuvlenes (fulvene is 5-methyl-idene-cyclo-penta-1,3-diene) with varying methyl-ation patterns on the 6-phenyl substituent are reported, namely 6-(3-methyl-phen-yl)-1,3-di-phenyl-fulvene (C25H20), 6-(4-methyl-phen-yl)-1,3-di-phenyl-fulvene (C25H20), 6-mesityl-3-di-phenyl-fulvene (C27H24) and 6-(2,3,4,5,6-penta-methyl-phen-yl)-1,3-di-phenyl-fulvene (C29H28). The bond lengths are typical of those observed in related fulvenes. A network of C-H⋯π ring inter-actions consolidates the packing in each structure.

| S-EPMC6658983 | biostudies-literature

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