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in-out isomerism

Isomerism found in bicyclic systems having long enough bridges to allow the bridgehead exocyclic bond or lone pair of electrons to point either inside the structure or outside.
I03055-1
I03055-2
Source:
PAC, 1996, 68, 2193 (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2210
InChI=1/C27H54N2/c1-4-10-16-22-28-24-18-12-6-2-7-13-19-25-29(23-17-11-5-1)27-21-15-9-3-8-14-20-26-28/h1-27H2
InChI=1/C27H54N2/c1-4-10-16-22-28-24-18-12-6-2-7-13-19-25-29(23-17-11-5-1)27-21-15-9-3-8-14-20-26-28/h1-27H2
InChI=1/C27H54N2/c1-4-10-16-22-28-24-18-12-6-2-7-13-19-25-29(23-17-11-5-1)27-21-15-9-3-8-14-20-26-28/h1-27H2
InChI=1/C18H34O9/c1-5-22-13-17-14-24-7-3-20-4-8-25-16-18(15-23-6-2-19-1)27-12-10-21-9-11-26-17/h17-18H,1-16H2/t17-,18+
InChI=1/C18H34O9/c1-5-22-13-17-14-24-7-3-20-4-8-25-16-18(15-23-6-2-19-1)27-12-10-21-9-11-26-17/h17-18H,1-16H2/t17-,18+
InChI=1/C18H34O9/c1-5-22-13-17-14-24-7-3-20-4-8-25-16-18(15-23-6-2-19-1)27-12-10-21-9-11-26-17/h17-18H,1-16H2/t17-,18+
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FXXCKCVFJMLVDF-UHFFFAOYAZ
FXXCKCVFJMLVDF-UHFFFAOYAZ
BTWGNOFALNYNBF-HDICACEKBT
BTWGNOFALNYNBF-HDICACEKBT
BTWGNOFALNYNBF-HDICACEKBT
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Cite as:
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: doi:10.1351/goldbook.I03055.
Original PDF version: http://www.iupac.org/goldbook/I03055.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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