caa a22 4500 463184467 CHVBK 20180406164848.0 cr unu---uuuuu 170326e20071201xx s 000 0 eng 10.1007/s10870-007-9263-0 doi (NATIONALLICENCE)springer-10.1007/s10870-007-9263-0 Structural Features of Ortho -hydroxy Bis-phenols and Their Comparison with Para -hydroxy Bis-phenols [Elektronische Daten] [Kusum Bania, Rupam Sarma, Anirban Karmakar, Jubaraj Baruah] The crystal structures of four bis-phenols are reported to substantiate the fact that the weak interactions play a major role in the crystal packing of bis-phenols. The reaction of 2,4-dimethylphenol with aldehydes such as 2-naphthaldehyde, terephthaldehyde in the presence of trifluoracetic acid gave 2-[bis(2-hydroxy 3,5-dimethylphenyl)methyl]naphthalene (1) and 4-[bis(2-hydroxy 3,5-dimethylphenyl) methyl]benzaldehyde (2), respectively. The 2-[bis-(2-hydroxy 3,5-dimethylphenyl)-methyl]naphthalene (1) crystallizes in orthorhombic, Pbca, a=11.905(3)Å, b=18.788(5)Å, c=18.894(5)Å, 4-[bis(2-hydroxy 3,5-dimethylphenyl)methyl] benzaldehyde (2) in monoclinic, Cc, a=8.880(3)Å, b=16.394(7)Å, c=13.700(5)Å, γ=104.542(2)°. The reaction of 2-nitrobenzaldehyde with 2,4-dimethylphenol gave 2-benzo[c] isoxazo-3-yl 4,6-dimethylphenol (3) and its crystal parameters are orthorhombic, P212121, a=7.737(6)Å, b=11.885(9)Å, c=13.336(8)Å. The reaction of 2,6-dimethylphenol with 4-nitrobenzaldehyde and 2-chlorobenzaldehyde gave bis(4-hydroxy 3,5-dimethylphenyl)(4-nitrophenyl)methane (4) and bis(4-hydroxy 3,5-dimethylphenyl)(2-chlorophenyl)methane (5), respectively. The bis(4-hydroxy 3,5dimethylphenyl)(4-nitrophenyl)methane (4) crystallizes in monoclinic, C2/c, a=25.921(1)Å, b=12.202(4)Å, c=15.6084(7)Å, β=122.172(4)°, and bis(4-hydroxy 3,5-dimethylphenyl) (2-chlorophenyl)methane crystallizes as acetonitrile solvate (5) in triclinic, P-1, a=12.314(3)Å, b=14.111(3)Å, c=15.078(5)Å, α=98.268(2)°, β=111.268(2)°, γ=114.304(1)˚. The unit cell of 5 contains two pairs of crystallographically unsymmetric molecules of bis-phenols. Index abstract: The crystal structures of four bis-phenols are reported to substantiate the fact that the weak interactions plays a major role in crystal packing and can induce symmetry non-equivalence among bis-phenols in unit cell of bis-phenols. Springer Science+Business Media, LLC, 2007 Crystal structure nationallicence Bis-phenols nationallicence Crystal packing nationallicence Weak interactions nationallicence Substituent effect nationallicence Bania Kusum Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut Sarma Rupam Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut Karmakar Anirban Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut Baruah Jubaraj Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/12(2007-12-01), 859-864 1074-1542 37:12<859 2007 37 10870 https://doi.org/10.1007/s10870-007-9263-0 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10870-007-9263-0 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Bania Kusum Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut NATIONALLICENCE 700 1- Sarma Rupam Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut NATIONALLICENCE 700 1- Karmakar Anirban Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut NATIONALLICENCE 700 1- Baruah Jubaraj Department of Chemistry, Indian Institute of Technology, 781 039, Guwahati, India aut NATIONALLICENCE 773 0- Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/12(2007-12-01), 859-864 1074-1542 37:12<859 2007 37 10870 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer