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The stereochemistry of organosulfur compounds. XIX. The crystal and molecular structure of 10‐(1,3‐dithiolan‐2‐ylidene)‐10 H ‐indeno[1,2‐ f ]‐1,2,3,4,5‐pentathiepin
Author(s) -
Korp James D.,
Bernal Ivan,
Watkins Steven F.,
Fronczek F. R.
Publication year - 1982
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.5570190302
Subject(s) - chemistry , triclinic crystal system , ring (chemistry) , crystallography , molecule , crystal structure , organosulfur compounds , dithiolane , crystal (programming language) , delocalized electron , indene , bond length , stereochemistry , sulfur , medicinal chemistry , organic chemistry , computer science , programming language
The molecular structure of 10‐(1,3‐Dithiolan‐2‐ylidene)‐10 H ‐indeno[1,2‐ f ] ‐1,2,3,4,5‐pentathiepin S 7 C 12 H 89 has been determined by single crystal X‐ray diffraction. The crystals are triclinic, space group PI, with two molecules in a unit cell of dimensions α = 8.931(2), b = 9.387(2), c = 10.175(2) Å, α = 75.73(2), β = 73.35(1), γ = 64.37(2)°. The structure was solved by direct methods, and refined to a final R value of 3.3% for 1925 independent reflections. The molecule consists of an indene core with a nearly co‐planar dithiolane and a fused pentasulfide chain. The S 5 C 2 ring is in the chair configuration, with an average SS distance of 2.052 Å. There is no variation of bond lengths as is frequently seen in multi‐sulfur chains. The indenone ring shows no evidence of any delocalization, while the dithiolane ring is disordered at the two methylene positions. No attempt was made to resolve the disorder, since it is frequently seen and has been thoroughly investigated previously.