Crystallography Open Database

Information card for entry 4027833

Preview

Coordinates	4027833.cif
Original paper (by DOI)	HTML

Structure parameters

Formula	C23 H29 N O5
Calculated formula	C23 H29 N O5
SMILES	O=C1[C@]23[C@@]4(O[C@H](N(OCc5ccc(OC)cc5)CCC3)CC4)C(=O)C[C@@H]2CCC1.O=C1[C@@]23[C@]4(O[C@@H](N(OCc5ccc(OC)cc5)CCC3)CC4)C(=O)C[C@H]2CCC1
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	8.3685 ± 0.0003 Å
b	10.298 ± 0.0004 Å
c	12.6902 ± 0.0005 Å
α	70.9236 ± 0.0004°
β	83.1057 ± 0.0004°
γ	72.6356 ± 0.0004°
Cell volume	986.16 ± 0.07 Å³
Cell temperature	103 ± 2 K
Ambient diffraction temperature	103 ± 2 K
Number of distinct elements	4
Space group number	2
Hermann-Mauguin space group symbol	P -1
Hall space group symbol	-P 1
Residual factor for all reflections	0.0384
Residual factor for significantly intense reflections	0.0358
Weighted residual factors for significantly intense reflections	0.0955
Weighted residual factors for all reflections included in the refinement	0.0979
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
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.	4027833.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 {}'	4027833.cif
93874	2014-01-20	cif/ Adding structures of 4027833 via cif-deposit CGI script.	4027833.cif