
C—H⋯π arene , C sp 3 —H⋯O=C and O—H⋯O intermolecular interactions in (2 R /2 S )‐3‐(3‐hydroxyphenyl)‐2‐(1‐oxo‐1,3‐dihydro‐2 H ‐isoindol‐2‐yl)propanoic acid: a meta ‐tyrosine derivative
Author(s) -
Gallagher J. F.,
Murphy C.
Publication year - 1999
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270199010884
Subject(s) - intermolecular force , physics , crystallography , stereochemistry , chemistry , molecule , quantum mechanics
The title compound, C₁₇H₁₅NO₄, a DL-meta-tyrosine\udderivative forms a hydrogen-bonded network in\udthe solid state which consists of Oacid--H... Ophenyl--H...O=Cisoindole chains [O...O 2.668 (2) and\ud2.653 (2)Å], Csp³--H ...O=Cacid [C...O 3.225 (3)Å]\udand two C--H...πarene intermolecular interactions.\udThe Carene--H...πphenyl interaction is short, C...Cg\ud3.542(3)Å, where Cg is the phenyl ring centroid\ud(H...Cg 2.64 Å and C--H...Cg 165°). The interplanar\udangle between the five- and six-membered rings of the\udisoindole system is 0.95 (13)° with the carbonyl-O atom\ud0.096(3)Å from the C₄N ring plane. π-π stacking\udinvolving inversion symmetry-related isoindole groups\udoccurs with RS pairs (interplanar distance of 3.43 Å)