2-Ferrocenyl-2-[(2-ferrocenylethenyl)(morpholin-4-yl)methyl]-1,3-dithiolane

The structure of 2-ferrocenyl-2-[(2-ferrocenylethenyl)(morpholin-4-yl)methyl]-1,3-dithiolane, is described. In the crystal, cyclopentadienyl-C—H⋯O(morpholinyl) interactions feature within helical chains parallel to the c-axis direction. The chains are connected by methylene- and cyclopentadienyl-C—H⋯O(cyclopentadienyl) interactions.


Structure description
1,3-Dithiolanes, also known as S,S-thioacetals, are stable under acidic and basic conditions (Kocieneski et al., 1994).They are of importance in their applications in synthetic, organic and medicinal chemistry (Wuts Peter, 2014) and are used in synthesis as a carbonyl protecting group and for the formation of carbon-carbon bonds through metalation (Gro ¨bel & Seebach, 1977).
The dithiolane fragment is found in antibiotics and antifungals such as luliconazole, which has activity against Candida albicans, Malassezia spp.and Aspergillus fumigatus (Khanna & Bharti, 2014).
The lipophilic character of ferrocene makes it capable of penetrating cell membranes (Ludwig et al., 2019).Therefore, its incorporation into biological molecules represents a matter of great interest in drug development.It has been pointed out that the addition of ferrocene residues in biologically active molecules offers the possibility of improving the efficacy of therapeutic drugs (Patra et al., 2017).In this connection, diferrocenyl-1,3dithiolane derivatives have pharmacological activity and may be considered as lead candidates for the development of new drugs or as building blocks for new molecules (Mloston ´et al., 2018).
In the crystal, Fig. 2, cyclopentadienyl-C-H� � �O(morpholinyl) interactions (Table 1)feature within helical chains parallel to the c-axis direction.The chains are connected within a three-dimensional architecture via methylene-and cyclopentadienyl-C-H� � �O(cyclopentadienyl) interactions.

Figure 2
The crystal array of the title compound showing intermolecular contacts of the type C-H� � �O and C-H� � �� interactions.

Refinement
Crystal data, data collection and structure refinement details are summarized in Table 2.The atoms of the methylene-C4 group are disordered over two sets of sites and were refined with equivalent anisotropic displacement parameters to yield occupancies of 0.782 (13): 0.218 (13).

Special details
Geometry.All esds (except the esd in the dihedral angle between two l.s.planes) are estimated using the full covariance matrix.The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry.An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s.planes.

Table 2
Experimental details.