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5,8-Dibromo-14,15,17,18-tetramethyl-2,11-dithia[3.3]paracyclophane
Shuyuan Huang,Qianqian Wang
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810026760
Abstract: In the title molecule [systematic name: 12,15-dibromo-52,53,55,56-tetramethyl-3,7-dithia-1,5(1,4)-dibenzenacyclooctaphane], C20H22Br2S2, the distance between the centroids of the two benzene rings is 3.326 (4) , and their mean planes are almost parallel, forming a dihedral angle of 1.05 (7)°. The crystal packing exhibits no intermolecular contacts shorter than the sum of van der Waals radii.
5,8-Dibromo-15,18-dimethoxy-2,11-dithia[3.3]paracyclophane
Guojun Jin,Yinghui Lu
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810029053
Abstract: In the title compound [systematic name: 12,15-dibromo-52,55-dimethoxy-2,7-dithia-1,5(1,4)-dibenzenaoctaphane], C18H18Br2O2S2, the dihedral angle between the aromatic rings is 0.6 (2)° and their centroid separation is 3.251 (2) , indicating that a trans-annular π–π interaction occurs. The dimethoxy and dibromo substituents are located at crossed positions because of the electronic and the steric nature of the substituents.
5,8-Dibromo-15-cyano-2,11-dithia[3.3]paracyclophane
Hua Zhang,Wenju Liu
Acta Crystallographica Section E , 2011, DOI: 10.1107/s1600536811048458
Abstract: In the title compound [systematic name: 13,15-dibromo-3,10-dithiatricyclo[10.2.2.25,8]octadeca-1(14),5,7,12,15,17-hexaene-6-carbonitrile], C17H13Br2NS2, the mean planes of the benzene rings are almost parallel, making a dihedral angle of 1.1 (2)°, and the distance between the ring centroids is 3.294 (3) , which is shorter than the normal packing distance of aromatic rings (about 3.4 ), indicating a strong π–π interaction. The S atom of one bridging chain is disorderd over two positions with site occupancies of 0.605 (4) and 0.395 (4) for the major and minor components, respectively.
5,8-Dibromo-15-nitro-2,11-dithia[3.3]paracyclophane
Fang Hu,Zhi-Ming Chen
Acta Crystallographica Section E , 2011, DOI: 10.1107/s1600536811048434
Abstract: In the title compound [systematic name: 13,15-dibromo-6-nitro-3,10-dithiatricyclo[10.2.2.25,8]octadeca-1(14),5,7,12,15,17-hexaene], C16H13Br2NO2S2, the dihedral angle between the two benzene rings is 0.93 (2)°. The crystal structure is stabilized by weak π–π intermolecular interactions [centroid–centroid distance = 3.286 (5) ]. One S atom and the H atoms on neighboring C atoms are disordered over two sets of sites (occupancy ratios: S = 0.91:0.09 and H = 0.93:0.07).
6,14-Dibromo-2,11-dithia[3.3]paracyclophane
Xingxun Zhu,Ming Hu
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810028874
Abstract: In the title compound, C16H14Br2S2 [systematic name: 12,52-dibromo-2,7-dithia-1,5(1,4)-dibenzenaoctaphane], the centroids of the two benzene rings are separated by 3.313 (5) . The crystal packing exhibits weak intermolecular S...S contacts of 3.538 (2) .
5,8-Bis(3-hydroxy-3-methylbut-1-yn-1-yl)-2,11-dithia[3.3]paracyclophane  [cached]
Di Wu,Jie Huang
Acta Crystallographica Section E , 2011, DOI: 10.1107/s1600536811048446
Abstract: In the crystal structure of the title compound [systematic name: 2,2′-dimethyl-4,4′-(3,10-dithiatricyclo[10.2.2.25,8]octadeca-1(14),5,7,12,15,17-hexaen-6,17-diyl)dibut-3-yn-2-ol], C26H28O2S2, molecules are linked by O—H...O hydrogen bonds, forming a tubular chain which runs parallel to the b axis. The tubular structure is reinforced by π–π stacking interactions [centroid–centroid distance = 3.6332(16 ].
5,8-Dibromo-2,11-dithia[3,3](2,6)pyridinoparacyclophane  [cached]
Si-Si Li,Bei Zhang,Hong-Lin Zhang
Acta Crystallographica Section E , 2010, DOI: 10.1107/s1600536810028850
Abstract: The title compound, C15H13Br2NS2 [systematic name: 12,15-dibromo-2,7-dithia-1(1,4)-benzena-5(2,6)-pyridinaoctaphane], contains a dibromo-substituted benzene ring and a pyridine ring that are linked by a pair of bridging —CH2SCH2— groups. There is a weak π–π interaction between the rings, the distance between the ring centroids being 3.572 (4) . The rings are not parallel, but form a dihedral angle of 18.29 (4)°.
Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives  [cached]
Gareth J. Rowlands,Richard J. Seacome
Beilstein Journal of Organic Chemistry , 2009, DOI: 10.3762/bjoc.5.9
Abstract: This paper describes a simple route to enantiomerically enriched [2.2]paracyclophane-4-thiol via the stereospecific introduction of a chiral sulfoxide to the [2.2]paracyclophane skeleton. The first synthesis of an enantiomerically enriched planar chiral benzothiazole is also reported.
4,12-Bis(2,2-dibromovinyl)[2.2]paracyclophane  [cached]
Sébastien Clément,Laurent Guyard,Michael Knorr,Christian Däschlein
Acta Crystallographica Section E , 2009, DOI: 10.1107/s1600536809002475
Abstract: In the title compound, C20H16Br4, both vinylic substituents were introduced by a Corey–Fuchs reaction using 4,12-diformyl[2.2]paracyclophane as starting material. The title compound may be used as a valuable precursor for the synthesis of diethynyl[2.2]paracyclophane. The title molecule is centrosymmetric with a crystallographic center of inversion between the centers of the two phenyl rings. A strong tilting is observed with an interplanar angle between the best aromatic plane and the vinyl plane of 49.4 (5)°. No significant intermolecular interactions are found in the crystal.
4-Amino-13-(1-naphthyl)-[2,2]paracyclophane  [cached]
Junshan Sun,Yanmin Huo,Rentao Wu,Jikun Li
Acta Crystallographica Section E , 2008, DOI: 10.1107/s1600536808005333
Abstract: The title compound [systematic name: 12-amino-42-(1-naphthyl)-1,4(1,4)-dibenzenacyclohexaphane], C26H23N, was synthesized from 4-amino-13-bromo-[2,2]paracyclophane and 1-naphthaleneboronic acid in the presence of 1,4-dioxane. It is a new cyclophane-derived compound which can be regarded as a prospective ligand for asymmetric synthesis and catalysis. The benzene rings of the paracyclophane units are very slightly deformed from planarity as shallow boats.
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