Naphthofuran

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Hong Dae Choi - One of the best experts on this subject based on the ideXlab platform.

  • 1-(4-Bromophenylsulfinyl)-2-methylnaphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Lee
    Abstract:

    In the title compound, C19H13BrO2S, the 4-bromophenyl ring makes a dihedral angle of 83.75 (4)° with the mean plane of the Naphthofuran fragment [r.m.s. deviation = 0.024 (2) Å]. In the crystal, molecules are linkedviapairs of C—H...O hydrogen bonds, forming inversion dimers. These dimers are connected by weak π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.483 (2) Å, interplanar distance = 3.416 (2) Å and slippage = 0.680 (2) Å].

  • Experimental Crystal data
    2012
    Co-Authors: Hong Dae Choi, Uk Leeb, Mo K Radiation, Pil Ja A Seoa, Bruker Smart, Apexii Ccd
    Abstract:

    R factor = 0.040; wR factor = 0.113; data-to-parameter ratio = 18.1. In the title compound, C20H16O3S, the 4-methylphenyl ring makes a dihedral angle of 83.07 (3) with the mean plane [r.m.s. deviation = 0.020 (1) Å] of the Naphthofuran fragment. In the crystal, molecules are linked by weak C—H O and C—H interactions. Related literature For background information and the crystal structures o

  • 2-Methyl-1-(4-methylphenylsulfonyl)naphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C20H16O3S, the 4-methylphenyl ring makes a dihedral angle of 83.07 (3)° with the mean plane [r.m.s. deviation = 0.020 (1) Å] of the Naphthofuran fragment. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions

  • Experimental Crystal data
    2012
    Co-Authors: Hong Dae Choi, Uk Leeb, Triclinic P, Mo K Radiation, Pil Ja A Seoa, Bruker Smart, Apexii Ccd
    Abstract:

    R factor = 0.030; wR factor = 0.080; data-to-parameter ratio = 18.4. In the title compound, C19H13BrO2S, the 4-bromophenyl ring makes a dihedral angle of 83.75 (4) with the mean plane of the Naphthofuran fragment [r.m.s. deviation = 0.024 (2) Å]. In the crystal, molecules are linked via pairs of C—H O hydrogen bonds, forming inversion dimers. These dimers are connected by weak – interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.483 (2) Å, interplanar distance = 3.416 (2) A ̊ and slippage = 0.680 (2) Å]. Related literature For background information and the crystal structures o

  • 1-(4-Bromophenylsulfonyl)-2-methylnaphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C19H13BrO3S, the 4-bromophenyl ring makes a dihedral angle of 64.11 (2)° with the mean plane [r.m.s. deviation = 0.01 (2) Å] of the Naphthofuran ring. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions. The crystal structure also exhibits slipped π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.559 (2), slippage = 1.036 (2) Å], and between the central Naphthofuran benzene ring and the furan ring of neighbouring molecules [centroid–centroid distance = 3.655 (2), slippage = 1.136 (2) Å]

Uk Lee - One of the best experts on this subject based on the ideXlab platform.

  • 2-Methyl-1-(4-methylphenylsulfonyl)naphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C20H16O3S, the 4-methylphenyl ring makes a dihedral angle of 83.07 (3)° with the mean plane [r.m.s. deviation = 0.020 (1) Å] of the Naphthofuran fragment. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions

  • 1-(4-Bromophenylsulfonyl)-2-methylnaphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C19H13BrO3S, the 4-bromophenyl ring makes a dihedral angle of 64.11 (2)° with the mean plane [r.m.s. deviation = 0.01 (2) Å] of the Naphthofuran ring. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions. The crystal structure also exhibits slipped π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.559 (2), slippage = 1.036 (2) Å], and between the central Naphthofuran benzene ring and the furan ring of neighbouring molecules [centroid–centroid distance = 3.655 (2), slippage = 1.136 (2) Å]

  • 2-(4-Fluorophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2011
    Co-Authors: Pil Ja Seo, Hong Dae Choi, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C24H15FO2S, the 4-fluorophenyl ring makes a dihedral angle of 19.43 (4)° with the mean plane of the Naphthofuran fragment. The dihedral angle between the phenyl ring and the mean plane of the Naphthofuran fragment is 85.83 (4)°. In the crystal, molecules are linked by weak intermolecular C—H...O hydrogen bonds

  • 7-Bromo-1-(4-chlorophenylsulfanyl)-2-phenylnaphtho[2,1-b]furan
    International Union of Crystallography, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byung Ki Kim, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C24H14BrClOS, the S-bound 4-chlorophenyl ring is nearly perpendicular to the plane of the Naphthofuran fragment [dihedral angle = 83.34 (3)°] and the phenyl ring in the 2-position is rotated out of the Naphthofuran plane by a dihedral angle of 15.23 (5)°. The crystal structure is stabilized by aromatic π–π interactions between the furan and the central benzene rings of the neighbouring Naphthofuran fragments, and between the outer benzene rings of the neighbouring Naphthofuran fragments; the centroid–centroid distances within the stack are 3.879 (2) and 3.857 (2) Å. In addition, intermolecular C—Cl...π interactions [3.505 (2) Å] between the Cl atom and the 2-phenyl ring are present

  • 1-Ethylsulfinyl-2-(4-iodophenyl)naphtho[2,1-b]furan
    International Union of Crystallography, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C20H15IO2S, the 4-iodophenyl ring makes a dihedral angle of 44.21 (7)° with the plane of the Naphthofuran fragment. In the crystal, molecules are linked by weak intermolecular C—H...O and C—H...π interactions

Pil Ja Seo - One of the best experts on this subject based on the ideXlab platform.

  • 1-(4-Bromophenylsulfinyl)-2-methylnaphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Lee
    Abstract:

    In the title compound, C19H13BrO2S, the 4-bromophenyl ring makes a dihedral angle of 83.75 (4)° with the mean plane of the Naphthofuran fragment [r.m.s. deviation = 0.024 (2) Å]. In the crystal, molecules are linkedviapairs of C—H...O hydrogen bonds, forming inversion dimers. These dimers are connected by weak π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.483 (2) Å, interplanar distance = 3.416 (2) Å and slippage = 0.680 (2) Å].

  • 2-Methyl-1-(4-methylphenylsulfonyl)naphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C20H16O3S, the 4-methylphenyl ring makes a dihedral angle of 83.07 (3)° with the mean plane [r.m.s. deviation = 0.020 (1) Å] of the Naphthofuran fragment. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions

  • 1-(4-Bromophenylsulfonyl)-2-methylnaphtho[2,1-b]furan
    International Union of Crystallography, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Uk Lee
    Abstract:

    In the title compound, C19H13BrO3S, the 4-bromophenyl ring makes a dihedral angle of 64.11 (2)° with the mean plane [r.m.s. deviation = 0.01 (2) Å] of the Naphthofuran ring. In the crystal, molecules are linked by weak C—H...O and C—H...π interactions. The crystal structure also exhibits slipped π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.559 (2), slippage = 1.036 (2) Å], and between the central Naphthofuran benzene ring and the furan ring of neighbouring molecules [centroid–centroid distance = 3.655 (2), slippage = 1.136 (2) Å]

  • 2-(4-Fluorophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2011
    Co-Authors: Pil Ja Seo, Hong Dae Choi, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C24H15FO2S, the 4-fluorophenyl ring makes a dihedral angle of 19.43 (4)° with the mean plane of the Naphthofuran fragment. The dihedral angle between the phenyl ring and the mean plane of the Naphthofuran fragment is 85.83 (4)°. In the crystal, molecules are linked by weak intermolecular C—H...O hydrogen bonds

  • 7-Bromo-2-(4-fluorophenyl)-1-(methylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C19H12BrFO2S, the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane through the Naphthofuran fragment. The 4fluorophenyl ring is rotated out of the Naphthofuran plane, making a dihedral angle of 41.65 (7) . In the crystal, molecules are linked by weak intermolecular C—H O and C—H interactions, and a short Br F contact [3.046 (2) A] occurs. The O atom of the sulfinyl group is disordered over two positions, with refined site-occupancy factors of 0.912 (4) and 0.088 (4).

Lee - One of the best experts on this subject based on the ideXlab platform.

  • 1-(4-Bromophenylsulfinyl)-2-methylnaphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2012
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Lee
    Abstract:

    In the title compound, C19H13BrO2S, the 4-bromophenyl ring makes a dihedral angle of 83.75 (4)° with the mean plane of the Naphthofuran fragment [r.m.s. deviation = 0.024 (2) Å]. In the crystal, molecules are linkedviapairs of C—H...O hydrogen bonds, forming inversion dimers. These dimers are connected by weak π–π interactions between the central Naphthofuran benzene rings of neighbouring molecules [centroid–centroid distance = 3.483 (2) Å, interplanar distance = 3.416 (2) Å and slippage = 0.680 (2) Å].

  • 7-Bromo-2-(4-fluorophenyl)-1-(methylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C19H12BrFO2S, the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane through the Naphthofuran fragment. The 4fluorophenyl ring is rotated out of the Naphthofuran plane, making a dihedral angle of 41.65 (7) . In the crystal, molecules are linked by weak intermolecular C—H O and C—H interactions, and a short Br F contact [3.046 (2) A] occurs. The O atom of the sulfinyl group is disordered over two positions, with refined site-occupancy factors of 0.912 (4) and 0.088 (4).

  • 7-Bromo-1-(4-chloro-phenyl-sulfan-yl)-2-phenyl-naphtho[2,1-b]furan.
    Acta Crystallographica Section E Structure Reports Online, 2009
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byung Ki Kim, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C24H14BrClOS, the S-bound 4-chloro­phenyl ring is nearly perpendicular to the plane of the Naphthofuran fragment [dihedral angle = 83.34 (3)°] and the phenyl ring in the 2-position is rotated out of the Naphthofuran plane by a dihedral angle of 15.23 (5)°. The crystal structure is stabilized by aromatic π–π inter­actions between the furan and the central benzene rings of the neighbouring Naphthofuran fragments, and between the outer benzene rings of the neighbouring Naphthofuran fragments; the centroid–centroid distances within the stack are 3.879 (2) and 3.857 (2) A. In addition, inter­molecular C—Cl⋯π inter­actions [3.505 (2) A] between the Cl atom and the 2-phenyl ring are present.

  • 2-(4-Bromo-phen-yl)-1-(phenyl-sulfin-yl)naphtho[2,1-b]furan.
    Acta Crystallographica Section E Structure Reports Online, 2009
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C24H15BrO2S, the sulfinyl O atom and the phenyl group of the phenyl­sulfinyl substituent lie on opposite sides of the plane through the Naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic Naphthofuran system [81.77 (6)°] and is tilted slightly towards it. The 4-bromo­phenyl ring is rotated out of the Naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical inter­molecular C—H⋯O and C—H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π–π inter­actions between the furan ring and the central benzene ring of the adjacent Naphthofuran system [centroid–centroid distance = 3.768 (3) A]. In addition, inter­molecular C—Br⋯π inter­actions [3.866 (2) A] between the Br atom and the phenyl ring of the phenyl­sulfinyl substituent are present.

  • 7-Bromo-1-methyl-sulfinyl-2-phenyl-naphtho[2,1-b]furan.
    Acta Crystallographica Section E Structure Reports Online, 2009
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C19H13BrO2S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the Naphthofuran unit. The phenyl ring is rotated out of the Naphthofuran plane, making a dihedral angle of 42.2 (1)°. The crystal structure is stabilized by two inter­molecular C—H⋯π inter­actions, and by non-classical inter­molecular C—H⋯O and C—H⋯Br hydrogen bonds.

Byeng Wha Son - One of the best experts on this subject based on the ideXlab platform.

  • 2-(4-Fluorophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2011
    Co-Authors: Pil Ja Seo, Hong Dae Choi, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C24H15FO2S, the 4-fluorophenyl ring makes a dihedral angle of 19.43 (4)° with the mean plane of the Naphthofuran fragment. The dihedral angle between the phenyl ring and the mean plane of the Naphthofuran fragment is 85.83 (4)°. In the crystal, molecules are linked by weak intermolecular C—H...O hydrogen bonds

  • 7-Bromo-2-(4-fluorophenyl)-1-(methylsulfinyl)naphtho[2,1-b]furan
    Acta Crystallographica Section E Structure Reports Online, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C19H12BrFO2S, the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane through the Naphthofuran fragment. The 4fluorophenyl ring is rotated out of the Naphthofuran plane, making a dihedral angle of 41.65 (7) . In the crystal, molecules are linked by weak intermolecular C—H O and C—H interactions, and a short Br F contact [3.046 (2) A] occurs. The O atom of the sulfinyl group is disordered over two positions, with refined site-occupancy factors of 0.912 (4) and 0.088 (4).

  • 7-Bromo-1-(4-chlorophenylsulfanyl)-2-phenylnaphtho[2,1-b]furan
    International Union of Crystallography, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byung Ki Kim, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C24H14BrClOS, the S-bound 4-chlorophenyl ring is nearly perpendicular to the plane of the Naphthofuran fragment [dihedral angle = 83.34 (3)°] and the phenyl ring in the 2-position is rotated out of the Naphthofuran plane by a dihedral angle of 15.23 (5)°. The crystal structure is stabilized by aromatic π–π interactions between the furan and the central benzene rings of the neighbouring Naphthofuran fragments, and between the outer benzene rings of the neighbouring Naphthofuran fragments; the centroid–centroid distances within the stack are 3.879 (2) and 3.857 (2) Å. In addition, intermolecular C—Cl...π interactions [3.505 (2) Å] between the Cl atom and the 2-phenyl ring are present

  • 1-Ethylsulfinyl-2-(4-iodophenyl)naphtho[2,1-b]furan
    International Union of Crystallography, 2010
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Uk Lee
    Abstract:

    In the title compound, C20H15IO2S, the 4-iodophenyl ring makes a dihedral angle of 44.21 (7)° with the plane of the Naphthofuran fragment. In the crystal, molecules are linked by weak intermolecular C—H...O and C—H...π interactions

  • 7-Bromo-1-(4-chloro-phenyl-sulfan-yl)-2-phenyl-naphtho[2,1-b]furan.
    Acta Crystallographica Section E Structure Reports Online, 2009
    Co-Authors: Hong Dae Choi, Pil Ja Seo, Byung Ki Kim, Byeng Wha Son, Lee
    Abstract:

    In the title compound, C24H14BrClOS, the S-bound 4-chloro­phenyl ring is nearly perpendicular to the plane of the Naphthofuran fragment [dihedral angle = 83.34 (3)°] and the phenyl ring in the 2-position is rotated out of the Naphthofuran plane by a dihedral angle of 15.23 (5)°. The crystal structure is stabilized by aromatic π–π inter­actions between the furan and the central benzene rings of the neighbouring Naphthofuran fragments, and between the outer benzene rings of the neighbouring Naphthofuran fragments; the centroid–centroid distances within the stack are 3.879 (2) and 3.857 (2) A. In addition, inter­molecular C—Cl⋯π inter­actions [3.505 (2) A] between the Cl atom and the 2-phenyl ring are present.