1′-(1,3-Diphenyl-1<i>H</i>-pyrazol-4-yl)-1′′-methyl-2′,3′,5′,6′,7′,7a'-octahydro-1′<i>H</i>-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione

Jagadeesan, G.; Sethusankar, K.; Kathirvelan, D.; Haribabu, Jebiti; Reddy, B. S. R.

doi:10.1107/s1600536813002043

Cited by 5 publications

(9 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The acenapthalene ring system is approximately planar [maximum deviation = -0.058 (2) Å for atom C37] and forms dihedral angles of 85.9 (1)° and 48.5 (1)°, respectively, with the pyrollothiazole and chromene ring systems. The geometric parameters of the title molecule agrees well with those reported for similar structures (Wei et al, 2012;Jagadeesan et al, 2013 (Bernstein et al, 1995) (Table 1). In the crystal packing (Fig.…”

Section: Methodssupporting

confidence: 86%

See 1 more Smart Citation

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

Murugan¹,

Haribabu

Reddy

et al. 2013

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

In the title compound, C40H29N3O3S, the pyran ring adopts a sofa conformation, the thiazolidine ring adopts a twisted conformation and the pyrrolidine ring adopts an envelope conformation with the N atom as the flap. The pyrazole ring is essentially planar [maximum deviation = 0.002 (2) Å] and forms dihedral angles of 4.8 (1) and 39.0 (1)°, respectively, with the benzene rings attached to the N and C atoms. The acenapthylene ring system is approximately planar [maximum deviation = 0.058 (2) Å] and forms dihedral angles of 85.9 (1) and 48.5 (1)°, respectively, with the pyrollothiazole and chromene ring systems. The molecular conformation is stabilized by three weak intramolecular C—H⋯O hydrogen bonds, which generate one S(8) and two S(6) ring motifs. In the crystal, pairs of C—H⋯O hydrogen bonds link centrosymmetrically related molecules into dimers, generating R 2 2(14) ring motifs. The crystal packing also features pairs of C—H⋯π interactions, which link the dimers into a supramolecular chain along the b axis.

show abstract

Section: Methodssupporting

confidence: 86%

“…For ring puckering parameters, see: Cremer & Pople (1975), and for asymmetry parameters, see: Duax et al (1976). For related structures, see: Wei et al (2012); Jagadeesan et al (2013). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

Section: Related Literaturementioning

confidence: 99%

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

Murugan¹,

Haribabu

Reddy

et al. 2013

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

show abstract

“…The oxygen atoms O2 and O3 deviate from the least square planes of the chromene ring (C17/C23-C30/O1) and acenaphthylene ring (C18/C31-C41) by -0.194 (15)Å and -0.079 (15)Å, respectively. The title compound exhibits structural similarities with an already reported related structure (Jagadeesan et al, 2013).…”

Section: S1 Commentsupporting

confidence: 71%

“…For the biological activity of pyrazole derivatives, see: Mahajan et al (1991); Baraldi et al (1998); Katayama & Oshiyama (1997); Chen & Li (1998). For a related structure, see: Jagadeesan et al (2013). For puckering parameters, see: Cremer & Pople (1975).…”

Section: Related Literaturementioning

confidence: 99%

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[acenaphthylene-1,3′-pyrrolizine-2′,3′′-chromane]-2,4′′(1H)-dione

Jagadeesan¹,

Kathirvelan²,

Haribabu³

et al. 2013

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

In the title compound, C41H31N3O3, the pyrazole and pyrrolidine rings adopt twisted conformations. The mean plane of the pyrazole ring forms dihedral angles of 9.11 (12) and 39.65 (11)° with the phenyl rings. The O atoms deviate from the mean planes of the chromene and acenaphthylene ring systems by 0.194 (15) and 0.079 (15) Å, respectively. In the crystal, molecules are linked via pairs of C—H⋯O interactions,forming inversion dimers with an R 2 2(12) ring motif.

show abstract

“…Also, the atoms N3 and C20 deviate from the mean planes of the remaining ring atoms by -0.218 (2) Å and 0.236 (3) Å, respectively. The title compound exhibits structural similarities with an already reported related structure (Jagadeesan et al, 2013).…”

Section: S1 Commentsupporting

confidence: 71%

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-(prop-2-en-1-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione 0.75-hydrate

et al. 2013

Self Cite

View full text Add to dashboard Cite

In the central aza-bicyclooctane unit of the title compound, C40H34N4O3·0.75H2O, the peripheral pyrrolidine ring adopts an envelope conformation with the N atom deviating by 0.209 (2) Å, whereas the other pyrrolidine ring adopts a twisted conformation with the bridging N and C atoms deviating by −0.218 (2) and 0.236 (3) Å, respectively, from the rest of the ring. The pyrazole ring forms dihedral angles of 42.36 (7) and 24.07 (8)° with its C- and N-attached phenyl groups, respectively. The solvent water molecule has a partial occupancy of 0.75. In the crystal, the water molecules link the fused-ring molecules into chains along the b axis via O—H⋯N and O—H⋯O hydrogen bonds. The crystal packing is further stabilized by C—H⋯π interactions involving a methylene group of the pyran ring and the C-attached benzene ring on the pyrazole ring.

show abstract

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-methyl-2′,3′,5′,6′,7′,7a'-octahydro-1′H-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione

Cited by 5 publications

References 7 publications

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[acenaphthylene-1,3′-pyrrolizine-2′,3′′-chromane]-2,4′′(1H)-dione

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-(prop-2-en-1-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione 0.75-hydrate

Contact Info

Product

Resources

About

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-methyl-2′,3′,5′,6′,7′,7a'-octahydro-1′H-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione

Cited by 5 publications

References 7 publications

(6′R*,7′R*)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

(6′R*,7′R*)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[acenaphthylene-1,3′-pyrrolizine-2′,3′′-chromane]-2,4′′(1H)-dione

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-(prop-2-en-1-yl)-2′,3′,5′,6′,7′,7a'-hexahydro-1′H-dispiro[1-benzopyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione 0.75-hydrate

Contact Info

Product

Resources

About

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione

(6′R,7′R)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octahydro-1′H,2′′H-dispiro[acenaphthylene-1,5′-pyrrolo[1,2-c][1,3]thiazole-6′,3′′-[1]benzopyran]-2,4′′-dione