Three polar derivatives of N-ethylcarbazole: materials for optical applications

Three N‐ethyl­carbazole derivatives have been synthesized and tested for non‐linear optical (NLO) properties. The compounds are 2‐(9‐ethyl‐9H‐carbazol‐3‐yl­methyl­ene)­malono­nitrile, C18H13N3, (IIIa), 2‐cyano‐3‐(9‐ethyl‐9H‐carba­zol‐3‐yl)­thio­acryl­amide, C18H15N3S, (IIIb), and 3‐(9‐ethyl‐9H‐carba...

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Bibliographic Details
Published in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2002-02, Vol.58 (2), p.o72-o75
Main Authors: Nesterov, Vladimir N., Montoya, Nicole G., Antipin, Mikhail Yu, Sanghadasa, Mohan, Clark, Ronald D., Timofeeva, Tatiana V.
Format: Article
Language:English
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Summary:Three N‐ethyl­carbazole derivatives have been synthesized and tested for non‐linear optical (NLO) properties. The compounds are 2‐(9‐ethyl‐9H‐carbazol‐3‐yl­methyl­ene)­malono­nitrile, C18H13N3, (IIIa), 2‐cyano‐3‐(9‐ethyl‐9H‐carba­zol‐3‐yl)­thio­acryl­amide, C18H15N3S, (IIIb), and 3‐(9‐ethyl‐9H‐carbazol‐3‐yl)‐2‐(4‐phenyl‐1,3‐thia­zol‐2‐yl)­acrylo­nitrile, C26H19N3S, (V). It was found that the mol­ecules of (IIIa) and (V) are nearly planar, while non‐planarity is more pronounced for (IIIb). Molecules of (IIIa) and (V) exhibit herring‐bone packing motifs. In (IIIb), the mol­ecules form layers coplanar with (01), within which they form centrosymmetric dimers via N—H⋯S hydrogen bonds.
ISSN:0108-2701
1600-5759
DOI:10.1107/S0108270101020170