Crystallography Open Database

Information card for entry 4033610

Preview

Coordinates	4033610.cif
Original paper (by DOI)	HTML
External links	PubChem

Structure parameters

Common name	Oxidopyrylium dimer 13
Chemical name	racemic (1R,2S,6S,7R)-6,9-dimethoxy-1,2-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@]12(C(=O)[C@](C=CO2)([C@H]2C=C(C(=O)[C@]1(C)O2)OC)OC)C.[C@@]12(C(=O)[C@@](C=CO2)([C@@H]2C=C(C(=O)[C@@]1(C)O2)OC)OC)C
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	9.21 ± 0.004 Å
b	10.504 ± 0.004 Å
c	14.325 ± 0.006 Å
α	77.595 ± 0.003°
β	74.803 ± 0.003°
γ	89.528 ± 0.003°
Cell volume	1304.4 ± 0.9 Å³
Cell temperature	100 ± 2 K
Ambient diffraction temperature	100 ± 2 K
Number of distinct elements	3
Space group number	2
Hermann-Mauguin space group symbol	P -1
Hall space group symbol	-P 1
Residual factor for all reflections	0.0996
Residual factor for significantly intense reflections	0.0906
Weighted residual factors for significantly intense reflections	0.2743
Weighted residual factors for all reflections included in the refinement	0.2946
Goodness-of-fit parameter for all reflections included in the refinement	1.28
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.	4033610.cif
219602	2019-10-28	cif/ Adding structures of 4033610 via cif-deposit CGI script.	4033610.cif