(S)-2-[(4-Fluoro-phen-yl)formamido]-3-phenyl-propanoic acid

Kathleen S Lee; Luke Turner; Cynthia B Powell; Eric W Reinheimer

doi:10.1107/S2414314620008974

(S)-2-[(4-Fluoro-phen-yl)formamido]-3-phenyl-propanoic acid

IUCrdata. 2020 Jul 10;5(Pt 7):x200897. doi: 10.1107/S2414314620008974. eCollection 2020 Jul.

Authors

Kathleen S Lee¹, Luke Turner¹, Cynthia B Powell¹, Eric W Reinheimer²

Affiliations

¹ Department of Chemistry and Biochemistry, Abilene Christian University, ACU 28132, Abilene, Texas 79699, USA.
² Rigaku Americas Corporation, 9009 New Trails Drive, The Woodlands, Texas, 77381, USA.

Abstract

The title compound, C₁₆H₁₄FNO₃, was synthesized via solid phase methods; it exhibits monoclinic (P2₁) symmetry at room temperature. The two independent mol-ecules that comprise the asymmetric unit display distinct torsion angles of 173.2 (2) and 72.6 (2)° along the central sp ³ C-N bond. In the crystal, hydrogen bonding through N-H⋯O contacts couples the asymmetric unit mol-ecules into pairs that align in layers extending parallel to (100) via additional O-H⋯O inter-actions. The phenyl ring of one independent mol-ecule was found to be disordered over two sets of sites in a 0.55 (3):0.45 (3) ratio.

Keywords: amino acid derivative; crystal structure; hydrogen bonding; solid phase synthesis.

Grants and funding

Funding for this research was provided by: The Welch Foundation (grant No. R-0021); Abilene Christian University Office of Undergraduate Research; Abilene Christian University Research Council.