Crystallography Open Database

Information card for entry 4025162

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Structure parameters

Chemical name	Ethyl 4-(4-chlorobenzoyl)-2,7-di(4-methylphenyl)-5,5-dioxo- 2,3,4,5,6,7-hexahydro-5-thieno[3,2-c]thiopyran-6-carboxylate
Formula	C31 H29 Cl O5 S2
Calculated formula	C31 H29 Cl O5 S2
SMILES	S1(=O)(=O)[C@H]([C@@H](C2=C([C@@H]1C(=O)c1ccc(Cl)cc1)C[C@@H](S2)c1ccc(C)cc1)c1ccc(cc1)C)C(=O)OCC.S1(=O)(=O)[C@@H]([C@H](C2=C([C@H]1C(=O)c1ccc(Cl)cc1)C[C@H](S2)c1ccc(C)cc1)c1ccc(cc1)C)C(=O)OCC
Title of publication	l-Proline-Catalyzed Three-Component Domino [3+2+1] Annulation for the Regio- and Diastereoselective Synthesis of Highly Substituted Thienothiopyrans Containing Three or Four Stereocenters
Authors of publication	Sethuraman Indumathi; Subbu Perumal; J. Carlos Menéndez
Journal of publication	Journal of Organic Chemistry
Year of publication	2010
Journal volume	75
Pages of publication	472 - 475
a	10.937 Å
b	12.082 Å
c	12.285 Å
α	107.01°
β	91.64°
γ	108.81°
Cell volume	1455.81 Å³
Cell temperature	293 ± 2 K
Ambient diffraction temperature	293 ± 2 K
Number of distinct elements	5
Space group number	2
Hermann-Mauguin space group symbol	P -1
Hall space group symbol	-P 1
Residual factor for all reflections	0.071
Residual factor for significantly intense reflections	0.0456
Weighted residual factors for significantly intense reflections	0.1332
Weighted residual factors for all reflections included in the refinement	0.1551
Goodness-of-fit parameter for all reflections included in the refinement	0.906
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.	4025162.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.	4025162.cif
91935	2013-12-29	cod/ (saulius@koala.ibt.lt) Adding DOIs that could be assigned unambiguously to the rest of COD CIFs.	4025162.cif
34330	2012-02-24	cif/4/ Reorganising CIF range 4 into a prefix tree.	4025162.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' ) &	4025162.cif
10934	2011-02-14	../uploads/cif-deposit/cod/cif Adding structures of 4025162 via cif-deposit CGI script.	4025162.cif