Crystallography Open Database

Information card for entry 4033608

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Structure parameters

Common name	Oxidopyrylium dimer 8
Chemical name	racemic (1R,2S,6S,7R)-6,9-dimethoxy-4,7-dimethyl-3,11- dioxatricyclo[5.3.1.12,6]-dodeca-4,8-diene-10,12-dione
Formula	C14 H16 O6
Calculated formula	C14 H16 O6
SMILES	[C@H]12C(=O)[C@@](C=C(C)O2)([C@@]2(C=C(C(=O)[C@H]1O2)OC)C)OC.[C@@H]12C(=O)[C@](C=C(C)O2)([C@]2(C=C(C(=O)[C@@H]1O2)OC)C)OC
Title of publication	Maltol- and Allomaltol-Derived Oxidopyrylium Ylides: Methyl Substitution Pattern Kinetically Influences [5 + 3] Dimerization versus [5 + 2] Cycloaddition Reactions.
Authors of publication	Bejcek, Lauren P.; Garimallaprabhakaran, Aswin K.; Suyabatmaz, Duygu M.; Greer, Alexander; Hersh, William H.; Greer, Edyta M.; Murelli, Ryan P.
Journal of publication	The Journal of organic chemistry
Year of publication	2019
a	8.269 ± 0.003 Å
b	9.888 ± 0.004 Å
c	16.124 ± 0.006 Å
α	90°
β	93.384 ± 0.004°
γ	90°
Cell volume	1316.1 ± 0.9 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/n 1
Hall space group symbol	-P 2yn
Residual factor for all reflections	0.0418
Residual factor for significantly intense reflections	0.0363
Weighted residual factors for significantly intense reflections	0.0905
Weighted residual factors for all reflections included in the refinement	0.0945
Goodness-of-fit parameter for all reflections included in the refinement	1.048
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
301828 (current)	2025-08-20	Add cross-references to PubChem compounds in COD range 4/03/ Each referenced PubChem compound corresponds to the full crystal structure.	4033608.cif
219600	2019-10-28	cif/ Adding structures of 4033608 via cif-deposit CGI script.	4033608.cif