Novel hydrazone derivatives of 7-hydroxy-3',3'-dimethyl-3'H-spiro[chromene-2,1'-isobenzofuran]-8-carbaldehyde

Antony Bulanov; Igor N Shcherbakov; Leonid D Popov; E Y Shasheva; P A Belikov; Zoya A Starikova

doi:10.1107/S0108270111002836

Novel hydrazone derivatives of 7-hydroxy-3',3'-dimethyl-3'H-spiro[chromene-2,1'-isobenzofuran]-8-carbaldehyde

Acta Crystallogr C. 2011 Mar;67(Pt 3):o85-8. doi: 10.1107/S0108270111002836. Epub 2011 Feb 4.

Authors

Antony Bulanov¹, Igor N Shcherbakov, Leonid D Popov, E Y Shasheva, P A Belikov, Zoya A Starikova

Affiliation

¹ Southern Federal University, Rostov-on-Don, Russian Federation.

PMID: 21368413
DOI: 10.1107/S0108270111002836

Abstract

The structures of new oxaindane spiropyrans derived from 7-hydroxy-3',3'-dimethyl-3'H-spiro[chromene-2,1'-isobenzofuran]-8-carbaldehyde (SP1), namely N-benzyl-2-[(7-hydroxy-3',3'-dimethyl-3'H-spiro[chromene-2,1'-isobenzofuran]-8-yl)methylidene]hydrazinecarbothioamide, C(27)H(25)N(3)O(3)S, (I), at 120 (2) K, and N'-[(7-hydroxy-3',3'-dimethyl-3'H-spiro[chromene-2,1'-isobenzofuran]-8-yl)methylidene]-4-methylbenzohydrazide acetone monosolvate, C(27)H(24)N(2)O(4)·C(3)H(6)O, (II), at 100 (2) K, are reported. The photochromically active C(spiro)-O bond length in (I) is close to that in the parent compound (SP1), and in (II) it is shorter. In (I), centrosymmetric pairs of molecules are bound by two equivalent N-H...S hydrogen bonds, forming an eight-membered ring with two donors and two acceptors.