Crystallography Open Database

Information card for entry 4121546

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Structure parameters

Formula	C21 H33 N2 O2 P
Calculated formula	C21 H33 N2 O2 P
SMILES	C1(=CN2C=C(C(C)(C)C)OP2(Nc2c(cc(cc2C)C)C)O1)C(C)(C)C
Title of publication	Intermolecular N-H Oxidative Addition of Ammonia, Alkylamines, and Arylamines to a Planar σ(3)-Phosphorus Compound via an Entropy-Controlled Electrophilic Mechanism.
Authors of publication	McCarthy, Sean M.; Lin, Yi-Chun; Devarajan, Deepa; Chang, Ji Woong; Yennawar, Hemant P.; Rioux, Robert M.; Ess, Daniel H.; Radosevich, Alexander T.
Journal of publication	Journal of the American Chemical Society
Year of publication	2014
Journal volume	136
Journal issue	12
Pages of publication	4640 - 4650
a	14.8761 ± 0.0019 Å
b	17.428 ± 0.002 Å
c	8.2778 ± 0.001 Å
α	90°
β	99.402 ± 0.002°
γ	90°
Cell volume	2117.3 ± 0.4 Å³
Cell temperature	173 ± 2 K
Ambient diffraction temperature	173 ± 2 K
Number of distinct elements	5
Space group number	14
Hermann-Mauguin space group symbol	P 1 21/c 1
Hall space group symbol	-P 2ybc
Residual factor for all reflections	0.0521
Residual factor for significantly intense reflections	0.0438
Weighted residual factors for significantly intense reflections	0.1216
Weighted residual factors for all reflections included in the refinement	0.1271
Goodness-of-fit parameter for all reflections included in the refinement	1.07
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
301834 (current)	2025-08-20	Add cross-references to PubChem compounds in COD range 4/12/ Each referenced PubChem compound corresponds to the full crystal structure.	4121546.cif
179017	2016-03-22	cif/4/12/ (antanas@kurmis) Replacing _[local]_cod_* tags with their equivalents from the COD CIF dictionary in multiple entries in subrange 4/12/15.	4121546.cif
108230	2014-03-29	cif/ Adding structures of 4121546 via cif-deposit CGI script.	4121546.cif