caa a22 4500 463239385 CHVBK 20180405153308.0 cr unu---uuuuu 170326e20071101xx s 000 0 eng 10.1007/s10947-007-0180-z doi (NATIONALLICENCE)springer-10.1007/s10947-007-0180-z Structure of methyl-7-methoxy-7-phenyl-6- endo -halobicyclo[3.1.1]heptane-6- exo -carboxylate diastereomers in single crystals [Elektronische Daten] [V. Razin, Yu. Makarychev, V. Vasin, L. Hennig, J. Baldamus] The structure of diastereomeric methyl-7-anti-methoxy-7-syn-phenyl-and methyl-7-syn-methoxy-7-anti-phenyl-6-endo-bromobicyclo[3.1.1]heptane-6-exo-carboxylates 2a and 3a and their chlorine-and iodine-substituted analogs 2b and 3c was studied by XRD. The diastereomers differ in the geometrical parameters of the carbon framework of the molecules. The C(1)-C(2)-C(3)-C(4)-C(5)-C(6) six-membered ring is in the intermediate conformation between envelope and chair in structures 2 and envelope in structures 3. In compound 2a, the cyclobutane fragment has a higher degree of folding than in 3a; one of the possible reasons for that is the donor-acceptor interaction between the 6-methoxycarboxylic and 7-methoxy groups in molecule 2a. Springer Science+Business Media, Inc., 2007 tricyclo[4.1.0.02,7]heptane nationallicence bicyclo[3.1.1]heptane nationallicence norpinane nationallicence XRD nationallicence diastereomers nationallicence donor-acceptor interaction nationallicence Razin V. St. Petersburg State University, Russia aut Makarychev Yu St. Petersburg State University, Russia aut Vasin V. N. P. Ogarev Mordovia State University, Saransk aut Hennig L. Institute of Organic Chemistry, Leipzig University, Germany aut Baldamus J. Institute of Organic Chemistry, Leipzig University, Germany aut Journal of Structural Chemistry Springer US 48/6(2007-11-01), 1124-1131 0022-4766 48:6<1124 2007 48 10947 https://doi.org/10.1007/s10947-007-0180-z text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10947-007-0180-z text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Razin V. St. Petersburg State University, Russia aut NATIONALLICENCE 700 1- Makarychev Yu St. Petersburg State University, Russia aut NATIONALLICENCE 700 1- Vasin V. N. P. Ogarev Mordovia State University, Saransk aut NATIONALLICENCE 700 1- Hennig L. Institute of Organic Chemistry, Leipzig University, Germany aut NATIONALLICENCE 700 1- Baldamus J. Institute of Organic Chemistry, Leipzig University, Germany aut NATIONALLICENCE 773 0- Journal of Structural Chemistry Springer US 48/6(2007-11-01), 1124-1131 0022-4766 48:6<1124 2007 48 10947 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer