Crystallography Open Database

Information card for entry 4027834

Preview

Coordinates	4027834.cif
Original paper (by DOI)	HTML

Structure parameters

Formula	C24 H32 N2 O9 S
Calculated formula	C24 H32 N2 O9 S
SMILES	S(=O)(=O)(N(OCOC)CCC[C@@]12[C@@]34O[C@@H](O[C@H]2C[C@H](C[C@H]1CC4=O)C)CC3)c1ccccc1N(=O)=O.S(=O)(=O)(N(OCOC)CCC[C@]12[C@]34O[C@H](O[C@@H]2C[C@@H](C[C@@H]1CC4=O)C)CC3)c1ccccc1N(=O)=O
Title of publication	Total Synthesis of (+)-Sieboldine A: Evolution of a Pinacol-Terminated Cyclization Strategy
Authors of publication	Stephen M. Canham; David J. France; Larry E. Overman
Journal of publication	Journal of Organic Chemistry
Year of publication	2013
Journal volume	78
Pages of publication	9 - 34
a	8.2418 ± 0.0007 Å
b	21.0733 ± 0.0017 Å
c	14.2997 ± 0.0012 Å
α	90°
β	102.257 ± 0.001°
γ	90°
Cell volume	2427 ± 0.3 Å³
Cell temperature	98 ± 2 K
Ambient diffraction temperature	98 ± 2 K
Number of distinct elements	5
Space group number	9
Hermann-Mauguin space group symbol	C 1 c 1
Hall space group symbol	C -2yc
Residual factor for all reflections	0.0264
Residual factor for significantly intense reflections	0.0251
Weighted residual factors for significantly intense reflections	0.0635
Weighted residual factors for all reflections included in the refinement	0.0645
Goodness-of-fit parameter for all reflections included in the refinement	1.019
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
178457 (current)	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 4/02/78.	4027834.cif
130086	2015-01-23	cod/ (robertas@burundukas) The 'cif_fix_values' program was applied to CIFs that have generated the validation messages containing tag '_exptl_crystal_density_meas'. 16946 CIFs had a values that were perceived as 'not measured' and they were changed to '?'. The total of 17089 CIFs was changed. Those that were not corrected by 'cif_fix_values' were reformatted by the parser (e.g. a doi tag was moved to another place). The processing command was: mysql -u cod_reader -h www.crystallography.net cod -e \ 'select distinct codid from validation \ where message like \ "%tag%_exptl_crystal_density_meas'\''%"' -NB \ \| xargs -i sh -c 'cif_fix_values {} \ \| cif_filter --add-cif-header {} \ \| sponge {}'	4027834.cif
93875	2014-01-20	cif/ Adding structures of 4027834 via cif-deposit CGI script.	4027834.cif