Crystallography Open Database

Information card for entry 4025182

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Structure parameters

Formula	C16 H21 N O2
Calculated formula	C16 H21 N O2
SMILES	OC[C@@H]1Nc2ccc(OC)cc2[C@H]2[C@@H]3CC[C@H]([C@@H]12)C3.OC[C@H]1Nc2ccc(OC)cc2[C@@H]2[C@H]3CC[C@@H]([C@H]12)C3
Title of publication	Lewis Acid Catalyzed Three-Component Hetero-Diels-Alder (Povarov) Reaction of N-Arylimines with Strained Norbornene-Derived Dienophiles
Authors of publication	Chris D. Smith; Julia I. Gavrilyuk; Alan J. Lough; Robert A. Batey
Journal of publication	Journal of Organic Chemistry
Year of publication	2010
Journal volume	75
Pages of publication	702 - 715
a	27.6595 ± 0.0009 Å
b	7.7863 ± 0.0003 Å
c	26.8403 ± 0.0006 Å
α	90°
β	103.851 ± 0.0019°
γ	90°
Cell volume	5612.4 ± 0.3 Å³
Cell temperature	150 ± 1 K
Ambient diffraction temperature	150 ± 2 K
Number of distinct elements	4
Space group number	15
Hermann-Mauguin space group symbol	C 1 2/c 1
Hall space group symbol	-C 2yc
Residual factor for all reflections	0.1509
Residual factor for significantly intense reflections	0.0593
Weighted residual factors for significantly intense reflections	0.1276
Weighted residual factors for all reflections included in the refinement	0.1667
Goodness-of-fit parameter for all reflections included in the refinement	0.964
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.	4025182.cif
178430	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 4/02/51.	4025182.cif
91935	2013-12-29	cod/ (saulius@koala.ibt.lt) Adding DOIs that could be assigned unambiguously to the rest of COD CIFs.	4025182.cif
34330	2012-02-24	cif/4/ Reorganising CIF range 4 into a prefix tree.	4025182.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' ) &	4025182.cif
10955	2011-02-14	../uploads/cif-deposit/cod/cif Adding structures of 4025182 via cif-deposit CGI script.	4025182.cif