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Volume 69 
Part 9 
Pages o1435-o1436  
September 2013  

Received 24 July 2013
Accepted 26 July 2013
Online 17 August 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.002 Å
R = 0.041
wR = 0.098
Data-to-parameter ratio = 21.3
Details
Open access

A second polymorph of bis(triphenyl-[lambda]5-phosphanylidene)ammonium chloride-boric acid adduct

aFachbereich C - Anorganische Chemie, Bergische Universität Wuppertal, Gausssstrasse 20, 42119 Wuppertal, Germany
Correspondence e-mail: carsten.jenne@uni-wuppertal.de

The title crystal structure is a new triclinic polymorph of [(Ph3P)2N]Cl·(B(OH)3) or C36H30NP2+·Cl-·BH3O3. The crystal structure of the orthorhombic polymorph was reported by [Andrews et al. (1983[Andrews, S. J., Robb, D. A. & Welch, A. J. (1983). Acta Cryst. C39, 880-882.]). Acta Cryst. C39, 880-882]. In the crystal, the [(Ph3P)2N]+ cations have no significant contacts to the chloride ions nor to the boric acid molecules. This is indicated by the P-N-P angle of 137.28 (8)°, which is in the expected range for a free [(Ph3P)2N]+ cation. The boric acid molecules form inversion dimers via pairs of O-H...O hydrogen bonds, and each boric acid molecule forms two additional O-H...Cl hydrogen bonds to one chloride anion. These entities fill channels, created by the [(Ph3P)2N]+ cations, along the c-axis direction.

Related literature

For the orthorhombic polymorph of the title compound, see: Andrews et al. (1983[Andrews, S. J., Robb, D. A. & Welch, A. J. (1983). Acta Cryst. C39, 880-882.]). Other bis(triphenylphosphine)iminium halide structures include [(Ph3P)2N]Cl (Knapp & Uzun, 2010a[Knapp, C. & Uzun, R. (2010a). Acta Cryst. E66, o3185.]), [(Ph3P)2N]Br·CH3CN (Knapp & Uzun, 2010b[Knapp, C. & Uzun, R. (2010b). Acta Cryst. E66, o3186.]), [(Ph3P)2N]I (Beckett et al., 2010[Beckett, M. A., Horton, P. N., Hursthouse, M. B. & Timmis, J. L. (2010). Acta Cryst. E66, o319.]) and [(Ph3P)2N][ClHCl] (Gellhaar & Knapp, 2011[Gellhaar, J. & Knapp, C. (2011). Acta Cryst. E67, o2546.]). For a discussion of the [(Ph3P)2N]+ cation, see: Lewis & Dance (2000[Lewis, G. R. & Dance, I. (2000). J. Chem. Soc. Dalton Trans. pp. 299-306.]). For a theoretical study on boric acid dimers, see: Larkin et al. (2006[Larkin, J. D., Bhat, K. L., Markham, G. D., Brooks, B. R., Schaefer, H. F. & Bock, C. W. (2006). J. Phys. Chem. A, 110, 10633-10642.]). For an overview of the different polymorphs of boric acid, see: Shuvalov & Burns (2003[Shuvalov, R. R. & Burns, P. C. (2003). Acta Cryst. C59, i47-i49.]).

[Scheme 1]

Experimental

Crystal data
  • C36H30NP2+·Cl-·BH3O3

  • Mr = 635.83

  • Triclinic, [P \overline 1]

  • a = 10.7720 (2) Å

  • b = 11.4243 (3) Å

  • c = 14.3507 (4) Å

  • [alpha] = 107.244 (2)°

  • [beta] = 105.648 (2)°

  • [gamma] = 93.2742 (19)°

  • V = 1605.99 (7) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.26 mm-1

  • T = 150 K

  • 0.18 × 0.14 × 0.10 mm

Data collection
  • Agilent Xcalibur (Eos, Gemini ultra) diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013[Agilent (2013). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]) Tmin = 0.256, Tmax = 1.000

  • 14941 measured reflections

  • 8731 independent reflections

  • 6913 reflections with I > 2[sigma](I)

  • Rint = 0.023

Refinement
  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.098

  • S = 1.04

  • 8731 reflections

  • 409 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.50 e Å-3

  • [Delta][rho]min = -0.35 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H3O...O2i 0.86 (3) 1.90 (3) 2.7585 (19) 180 (3)
O2-H2O...Cl1 0.79 (3) 2.30 (3) 3.0595 (14) 161 (3)
O1-H1O...Cl1 0.77 (3) 2.42 (3) 3.1757 (17) 166 (3)
Symmetry code: (i) -x, -y+1, -z+1.

Data collection: CrysAlis PRO (Agilent, 2013[Agilent (2013). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg et al., 2012[Brandenburg, K. & Putz, H. (2012). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2629 ).


Acknowledgements

Financial support from the Deutsche Forschungsgemeinschaft (DFG) and the Fonds der chemischen Industrie (FCI) is gratefully acknowledged.

References

Agilent (2013). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.
Andrews, S. J., Robb, D. A. & Welch, A. J. (1983). Acta Cryst. C39, 880-882.  [CSD] [CrossRef] [details]
Beckett, M. A., Horton, P. N., Hursthouse, M. B. & Timmis, J. L. (2010). Acta Cryst. E66, o319.  [CSD] [CrossRef] [details]
Brandenburg, K. & Putz, H. (2012). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [ISI] [CrossRef] [ChemPort] [details]
Gellhaar, J. & Knapp, C. (2011). Acta Cryst. E67, o2546.  [CSD] [CrossRef] [details]
Knapp, C. & Uzun, R. (2010a). Acta Cryst. E66, o3185.  [CSD] [CrossRef] [details]
Knapp, C. & Uzun, R. (2010b). Acta Cryst. E66, o3186.  [CSD] [CrossRef] [details]
Larkin, J. D., Bhat, K. L., Markham, G. D., Brooks, B. R., Schaefer, H. F. & Bock, C. W. (2006). J. Phys. Chem. A, 110, 10633-10642.  [ISI] [CrossRef] [PubMed] [ChemPort]
Lewis, G. R. & Dance, I. (2000). J. Chem. Soc. Dalton Trans. pp. 299-306.  [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Shuvalov, R. R. & Burns, P. C. (2003). Acta Cryst. C59, i47-i49.  [CSD] [CrossRef] [details]


Acta Cryst (2013). E69, o1435-o1436   [ doi:10.1107/S1600536813020886 ]

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