Received 8 October 2012
The title compound, C34H30N4O2, lies on an inversion center and consists of two 3-substituted-1H-indole units linked by a 1,2-dimethylenehydrazine bridge. It is one of numerous examples in which two aromatic ring systems are joined by this 4-atom bridge. The geometry of the centrosymmetric bridge is: C(arom)-C = 1.444 (3), C=N = 1.284 (3), N-N = 1.414 (4) Å, C(arom)-C=N = 122.6 (2) and C=N-N = 111.9 (2)°. The nine non-H atoms of the indole unit lie in a plane (r.m.s. = 0.0089 Å) which is twisted 6.0 (2)° with respect to the hydrazine bridge plane. The benzyloxymethyl substituents do not lie in the plane of the rest of the molecule and are in a folded rather than an extended conformation. This is described by the three torsion angles in the middle of the C=N-C-O-CBz group, viz. 98.5 (3), -62.1 (3), and -66.3 (2)°.
For the synthesis, see: Shui (1994). For related structures, see: Burke-Laing & Laing (1976); Mom & de With (1978); Biswas et al. (1999); Rizal et al. (2008). For a description of the Cambridge Structural Database, see: Allen (2002).
Data collection: COLLECT (Nonius, 2000); cell refinement: HKL SCALEPACK (Otwinowski & Minor 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor 1997); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2449 ).
The purchase of the diffractometer was made possible by grant No. LEQSF(1999-2000)-ENH-TR-13, administered by the Louisiana Board of Regents. We thank Dr Lee Shui for kindly providing the sample.
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