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Volume 69 
Part 1 
Page o98  
January 2013  

Received 11 December 2012
Accepted 11 December 2012
Online 15 December 2012

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.001 Å
R = 0.043
wR = 0.121
Data-to-parameter ratio = 38.4
Details
Open access

N-(Diphenylcarbamoyl)-N,N',N',N'',N''-pentamethylguanidinium tetraphenylborate

aFakultät Chemie/Organische Chemie, Hochschule Aalen, Beethovenstrasse 1, D-73430 Aalen, Germany
Correspondence e-mail: Ioannis.Tiritiris@htw-aalen.de

In the title salt, C19H25N4O+·C24H20B-, the C=N and C-N bond lengths in the CN3 unit are 1.3327 (8)/1.3364 (9) and 1.3802 (9) Å, indicating double- and single-bond character, respectively. The N-C-N angles are 118.77 (6), 120.29 (6) and 120.81 (6)°, showing only a small deviation of the CN3 plane from an ideal trigonal-planar geometry. The bonds between the N atoms and the terminal methyl C atoms all have values close to a typical single bond [1.4636 (9)-1.4772 (9) Å]. The crystal packing is caused by electrostatic interactions between cations and anions.

Related literature

For the synthesis and crystal structure of 3-[bis(dimethylamino)methylene]-1,1-diphenylurea, see: Tiritiris (2012[Tiritiris, I. (2012). Acta Cryst. E68, o3085.]). For the crystal structures of alkali metal tetraphenylborates, see: Behrens et al. (2012[Behrens, U., Hoffmann, F. & Olbrich, F. (2012). Organometallics, 31, 905-913.]).

[Scheme 1]

Experimental

Crystal data
  • C19H25N4O+·C24H20B-

  • Mr = 644.64

  • Monoclinic, P 21 /n

  • a = 11.0564 (4) Å

  • b = 9.5942 (3) Å

  • c = 33.4312 (12) Å

  • [beta] = 91.684 (2)°

  • V = 3544.8 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 100 K

  • 0.24 × 0.17 × 0.15 mm

Data collection
  • Bruker Kappa APEXII DUO diffractometer

  • 119072 measured reflections

  • 17178 independent reflections

  • 14383 reflections with I > 2[sigma](I)

  • Rint = 0.026

Refinement
  • R[F2 > 2[sigma](F2)] = 0.043

  • wR(F2) = 0.121

  • S = 1.06

  • 17178 reflections

  • 447 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.51 e Å-3

  • [Delta][rho]min = -0.22 e Å-3

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FK2067 ).


Acknowledgements

The author thanks Dr W. Frey (Institut für Organische Chemie, Universität Stuttgart) for the data collection.

References

Behrens, U., Hoffmann, F. & Olbrich, F. (2012). Organometallics, 31, 905-913.  [CSD] [CrossRef] [ChemPort]
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Tiritiris, I. (2012). Acta Cryst. E68, o3085.  [CSD] [CrossRef] [details]


Acta Cryst (2013). E69, o98  [ doi:10.1107/S1600536812050507 ]

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