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The crystal and molecular structure of phenothiazine‐10‐propionic acid
Author(s) -
Malmstrom Sister Mary Carl,
Cordes A. W.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090223
Subject(s) - chemistry , phenothiazine , dihedral angle , crystallography , molecule , crystal structure , bond length , molecular geometry , ring (chemistry) , crystal (programming language) , x ray crystallography , stereochemistry , diffraction , hydrogen bond , organic chemistry , medicine , physics , optics , computer science , programming language , pharmacology
The crystal structure of phenothiazine‐10‐propionic acid, C 12 H 8 SNC 2 H 4 COOH, was determined from three‐dimensional X‐ray diffraction data collected with a manual diffractomer using MoKα (λ 0.71069 Å) radiation. The space group is P2 1 /c with a = 7.888 (2)Å, b = 8.703 (2)Å, c = 19.700 (8)Å, β = 101.42 (1)°, Z = 4, D meas = 1.35(2) g. cm −3 and D calc = 1.36 g. cm −3 at 23°. The structure was determined by the direct method and refined with 500 observed reflections by full‐matrix least squares to an R of 0.072. The molecule is folded along the S‐N axis and the dihedral angle is 136.5°. The C‐S‐C angle is 98.5(7)° and the average C‐S bond is 1.77(2)Å. The shortening of the C‐S bond, the small value of the C‐S‐C angle and the folding of the molecule are typical of the phenothiazine class of compounds and are assumed to be due to sulfur d orbital participation in ring bonding.