Synthesis and Structure of an Intramolecularly Hydrogen-Bonded 2-Phenyl-1-phenylthio-1-(2-tetrahydropyranylthio)propan-2-ol Diastereomer.

Kansikas, Jarno; Leskelä, Markku; Sipilä, Kaija; Hase, Tapio

doi:10.3891/acta.chem.scand.49-0809

Cited by 9 publications

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“…The fourth diastereoisomer crystallizes as a racemate with the con®guration (1R*,2S*,15R*), (IV), and the structural details will be reported later. Previously, we presented a very closely related compound, 2-(1-phenylthio)-1-(tetrahydropyran-2-ylthio)propan-2-ol, C 20 H 24 O 2 S 2 , with the con®guration (1S*,2S*,16R*), (V), where C16 is the C atom of the tetrahydropyran ring bonded to S (Kansikas et al, 1995). The conformation of (V) is nearly equal to that of the ethanol diastereoisomer (III), and molecules of (I), (III) and (V) possess an intramolecular hydrogen bond.…”

Section: Commentmentioning

confidence: 99%

(1S,2R,2′S)- and (1S,2S,2′S)-1-phenyl-2-phenylthio-2-(tetrahydropyran-2′-ylthio)ethanol diastereoisomers at 193 K

Kansikas

Sipilä

2000

Acta Crystallogr C

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In the synthesis of 1-phenyl-2-phenylthio-2-(tetrahydropyran-2-ylthio)ethanol, C(19)H(22)O(2)S(2), four diastereoisomers are formed. Two non-centrosymmetric enantiomeric forms which crystallize in space groups P2(1)2(1)2(1) and Pna2(1) are presented. The former has an intramolecular hydrogen bond between the hydroxyl group and the O atom of the tetrahydropyran ring. In the latter isomer, the hydroxyl group forms an intermolecular hydrogen bond to the O atom of the tetrahydropyranyl group of a neighbouring molecule, joining the molecules into chains in the c-axis direction; the O.O distances are 2.962 (4) and 2.764 (3) A, respectively. The tetrahydropyran rings are in chair conformations in both isomers and the S side chain has an equatorial orientation in the former, but an axial orientation in the latter molecule.

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Section: Commentmentioning

confidence: 99%

(1S,2R,2′S)- and (1S,2S,2′S)-1-phenyl-2-phenylthio-2-(tetrahydropyran-2′-ylthio)ethanol diastereoisomers at 193 K

Kansikas

Sipilä

2000

Acta Crystallogr C

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“…Consequently, we need different lectures for each target group and a high degree of flexibility and modularity in the teaching environment. In order to achieve such a flexibility, course modules may be prepared in the Extensible Markup Language (XML) [1], maintained in a repository and organized way using metadata based on standards like ARIADNE [2]. Markup descriptions are usually device-independent.…”

Section: Design Of Modular Crystallographic Lectures Withmentioning

confidence: 99%

“…References We have studied the syntheses and structures of novel O,S,S-acetal compounds where the O atom belongs to the tetrahydropyran (THP) ring with the Ssidechain at 2-position and the other S atom of the dithioacetal moiety is substituted by an aryl group. [1][2][3][4][5][6] Alkylations of these lithiated O,S,S-acetals showed remarkable diastereoselectivity, which was rationalized by the locked conformation of the five-membered ring caused by lithium-to-oxygen coordination. [5] 2-(Phenanthren-9-ylthiomethylthio)tetrahydropyran (1) is the only crystalline starting material for the lithiations obtained so far.…”

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“…The materials required for a course are generated as per the request in the desired formats (HTML for internet-based learning material, PDF for printed manuscripts, PPT for slide presentations) by the content repository using XSL processing techniques. The magnetic properties of the PrMn2-xTxGe2(T=Fe and Co)compounds with ThCr2Si2-type structure(space group I 4/mmm) have been reinvestigated by neutron diffraction [1,2]. A typical SmMn2Ge2-like behavior isobserved for PrMn1.4Fe0.6Ge2.…”

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confidence: 99%

“…For further details and discussion, please visit the project website [4]. References [1] The magnetic properties of the PrMn2-xTxGe2(T=Fe and Co)compounds with ThCr2Si2-type structure(space group I 4/mmm) have been reinvestigated by neutron diffraction [1,2]. A typical SmMn2Ge2-like behavior isobserved for PrMn1.4Fe0.6Ge2.…”

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Design of modular crystallographic lectures with XML based technologies

Schuck¹,

Steurer²

2002

Acta Cryst Sect A

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The importance attributed to modulated structures in recent years is reflected by a rapidly increasing number of publications. Modulated structures can be considered as crystals of a basic structure with a periodic distortion. The distortion can be either displacive (variable atomic positions) and/or occupational (variable composition) in nature. In either case this variability reveals itself by the existence of so-called satellite reflections, often weaker than the main reflections of the underlying basic structure. The introduction of area detectors has enabled structural scientists to recognize these characteristic diffraction patterns more easily and with JANA2000 a software tool is available that allows to handle the resulting intensity data according to the specific requirements of superspace refinement. KNbOB2O5, a recent problem from our Application Lab, provides an excellent example for an understandable modulated structure, which, at the same time, fully demonstrates how to proceed with indexing, data processing, structure solution, and refinement. The underlying concepts of the superspace approach will be presented and discussed step by step via our sample structure. We believe that this type of project-based learning is a valuable addition to the traditional textbook method and will gain more significance in the future as the subjects of crystallographic teaching become more and more complex. Acta Cryst. (2002). A58 (Supplement), C187 Keywords: TEACHING METHODS MODULATED STRUCTURES SUPERSTRUCTURE DESIGN OF MODULAR CRYSTALLOGRAPHIC LECTURES WITHXML BASED TECHNOLOGIES G. Schuck W. Steurer ETH Zurich Laboratorium fur Kristallographie Sonneggstr. 5 ZURICH CH-8092 SWITZERLAND Web-based courses in crystallography have become quite common. Since these applications are mostly HTML-or PDF based, we find often that content, structure and presentation are lumped together. HTML-or PDF presentations can be produced with standard scientific programs like Latex or Microsoft Word but sharing, reuse and modification of these data is impeded. That means HTML-and PDF based courses are somewhat inflexible and also devicedependent. Most of the web-based crystallographic courses have an auditorium with a very different educational background. Crystallographic lectures may be of interest for earth scientists, materials scientists, chemists, physicists or biologists. Consequently, we need different lectures for each target group and a high degree of flexibility and modularity in the teaching environment. In order to achieve such a flexibility, course modules may be prepared in the Extensible Markup Language (XML) [1], maintained in a repository and organized way using metadata based on standards like ARIADNE [2]. Markup descriptions are usually device-independent. The device-dependent information is stored in a separate description, called style sheet. The word 'style' refers to the mapping between the markup tags and the semantics. There are several proposed standards for describing style information like XSL (Extensible S...

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Structural Features of 2-S-Substituted Crystalline Tetrahydropyrans. Syntheses of 2-(2-Naphthylthiomethylthio)-Tetrahydropyran Derivatives

Sipilä

Kansikas

2002

Phosphorus, Sulfur, and Silicon and the Related Elements

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Synthesis and Structure of an Intramolecularly Hydrogen-Bonded 2-Phenyl-1-phenylthio-1-(2-tetrahydropyranylthio)propan-2-ol Diastereomer.

Cited by 9 publications

References 0 publications

(1S,2R,2′S)- and (1S,2S,2′S)-1-phenyl-2-phenylthio-2-(tetrahydropyran-2′-ylthio)ethanol diastereoisomers at 193 K

(1S,2R,2′S)- and (1S,2S,2′S)-1-phenyl-2-phenylthio-2-(tetrahydropyran-2′-ylthio)ethanol diastereoisomers at 193 K

Design of modular crystallographic lectures with XML based technologies

Structural Features of 2-S-Substituted Crystalline Tetrahydropyrans. Syntheses of 2-(2-Naphthylthiomethylthio)-Tetrahydropyran Derivatives

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