In:
Acta Crystallographica Section C Structural Chemistry, International Union of Crystallography (IUCr), Vol. 77, No. 4 ( 2021-04-01), p. 186-196
Abstract:
The crystal structures of two single-enantiomer amidophosphoesters with an (O) 2 P(O)(N) skeleton and one single-enantiomer phosphoric triamide with an (N) 2 P(O)(N) skeleton were studied. The compounds are diphenyl [( R )-(+)-α-4-dimethylbenzylamido]phosphate, (I), and diphenyl [( S )-(−)-α-4-dimethylbenzylamido]phosphate, (II), both C 21 H 22 NO 3 P, and N -(2,6-difluorobenzoyl)- N ′, N ′′-bis[( R )-(+)-α-ethylbenzyl]phosphoric triamide, C 25 H 28 F 2 N 3 O 2 P, (III). The asymmetric units contain two amidophosphoester molecules for (I) and (II), and one phosphoric triamide molecule for (III). In the crystal structures of (I) and (II), molecules are assembled in a similar one-dimensional chiral ribbon architecture, but with almost a mirror-image relationship with respect to each other through N—H...O(P) and C—H...O(P) hydrogen bonds along [010]. In the crystal structure of (III), the chiral tape architecture along [100] is mediated by N—H...O(P) and N—H...O(C) hydrogen bonds, and the tapes are connected into slabs by C—H...O interactions (along the ab plane). The differences/similarities of the two diastereotopic phenoxy groups in (I)/(II) and the two chiral amine fragments in (III) were studied on the grounds of geometry, conformation and contribution to the crystal packing, as well as 1 H and 13 C signals in a solution NMR study.
Type of Medium:
Online Resource
ISSN:
2053-2296
DOI:
10.1107/S2053229621002047
DOI:
10.1107/S2053229621002047/fp3087sup1.cif
DOI:
10.1107/S2053229621002047/fp3087Isup2.hkl
DOI:
10.1107/S2053229621002047/fp3087IIsup3.hkl
DOI:
10.1107/S2053229621002047/fp3087IIIsup4.hkl
DOI:
10.1107/S2053229621002047/fp3087sup5.pdf
Language:
Unknown
Publisher:
International Union of Crystallography (IUCr)
Publication Date:
2021
detail.hit.zdb_id:
2025703-X
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