Abstract
The structures of the title Indeno-imidazole compounds, have been determined by FTIR, NMR, mass and single crystal X-ray diffraction. 3a,8a-Dihydroxy-1-phenyl-1,3,3a,8a-tetrahydro-indeno[1,2-d]imidazole-2,8-dione (
1
) crystallizes in the monoclinic, space group
P2
1
/
c
with a = 12.0913(7) Å, b = 5.7204(3) Å, c = 19.8168(11) Å,
α
= 90.00
∘
,
β
= 103.6650(10)
∘
,
γ
= 90.00
∘
, V = 1331.87(13) Å
3
, Z = 4; while 3a,8a-Dihydroxy-1-phenyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazol-8-one (
2
) crystallizes in the monoclinic, space group
P2
1
/
c
with a = 11.0101(5) Å, b = 6.8421(3) Å, c = 21.1243(9) Å,
α
= 90.00
∘
,
β
= 110.771(2)
∘
,
γ
= 90.00
∘
, V = 1487.91(11) Å
3
, Z = 4. Solid-state crystal structures of compounds
1
and
2
are presented here in terms of crystal engineering and supramolecular chemistry. Replacement of oxygen atom of compound
1
by sulfur atom in compound
2
forced compound
2
to hold water molecules and formed the hydrated form.
Graphical Abstract
Indaneimidazoles have been synthesized. The structures of 1:1 adducts were assigned based on spectral analysis and X-ray analysis. Molecular structures contain two different types of cyclic amide groups as lactam and thiolactam. Both title molecules form centrosymmetric dimers by strong hydrogen bonding in
1
while through sulfurhydrogen interaction in
2
.