Crystallography Open Database

Information card for entry 4025739

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Structure parameters

Formula	C16 H24 O
Calculated formula	C16 H24 O
SMILES	O1[C@H]2[C@H]3[C@]4(CCCC[C@@H]4C=C[C@@]3(CCC2)C1)C.O1[C@@H]2[C@@H]3[C@@]4(CCCC[C@H]4C=C[C@]3(CCC2)C1)C
Title of publication	Synthesis of atrans,syn,trans-Dodecahydrophenanthrene via a Bicyclic Transannular Diels-Alder Reaction: Intermediate for the Synthesis of Fusidic Acid
Authors of publication	Michael E. Jung; Ting-Hu Zhang; Rebecca M. Lui; Osvaldo Gutierrez; K. N. Houk
Journal of publication	Journal of Organic Chemistry
Year of publication	2010
Journal volume	75
Pages of publication	6933 - 6940
a	15.481 ± 0.002 Å
b	6.5941 ± 0.0008 Å
c	12.4508 ± 0.0016 Å
α	90°
β	90.049 ± 0.002°
γ	90°
Cell volume	1271 ± 0.3 Å³
Cell temperature	100 ± 2 K
Ambient diffraction temperature	100 ± 2 K
Number of distinct elements	3
Space group number	14
Hermann-Mauguin space group symbol	P 1 21/c 1
Hall space group symbol	-P 2ybc
Residual factor for all reflections	0.0568
Residual factor for significantly intense reflections	0.0408
Weighted residual factors for significantly intense reflections	0.0986
Weighted residual factors for all reflections included in the refinement	0.1079
Goodness-of-fit parameter for all reflections included in the refinement	1.028
Diffraction radiation wavelength	0.71073 Å
Diffraction radiation type	MoKα
Has coordinates	Yes
Has disorder	No
Has F_obs	No

Version history

Revision	Date	Message	Files
301812 (current)	2025-08-19	Add cross-references to PubChem compounds in COD range 4/02/ Each referenced PubChem compound corresponds to the full crystal structure.	4025739.cif
178436	2016-03-21	cif/4/02/ (antanas@kurmis) Replacing _[local]_cod_* tags with their equivalents from the COD CIF dictionary in multiple entries in subrange 4/02/57.	4025739.cif
91935	2013-12-29	cod/ (saulius@koala.ibt.lt) Adding DOIs that could be assigned unambiguously to the rest of COD CIFs.	4025739.cif
34330	2012-02-24	cif/4/ Reorganising CIF range 4 into a prefix tree.	4025739.cif
17004	2011-03-31	cif/ Commiting CIFs, that were updated with the 'cif_fix_values' script, using options '--fix-misspelled replacement_values.lst', '--fix-temperature' and '--fix-enums' with built-in table of enum values. The following cmd was used: > (set -x; find ? -name \*.cif \| sort \| xargs -i sh -c 'if !( > cif_fix_values --fix-misspelled ~/../inputs/replacament_values.lst {} \| > cif_filter --add-cif-header {} \| > sponge {} ) 2>&1 \| grep NOTE; then svn revert {}; > fi' ) &	4025739.cif
11544	2011-02-15	../uploads/cif-deposit/cod/cif Adding structures of 4025739 via cif-deposit CGI script.	4025739.cif