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Volume 68 
Part 1 
Pages o191-o192  
January 2012  

Received 7 December 2011
Accepted 12 December 2011
Online 21 December 2011

Key indicators
Single-crystal X-ray study
T = 120 K
Mean [sigma](C-C) = 0.001 Å
Disorder in solvent or counterion
R = 0.035
wR = 0.122
Data-to-parameter ratio = 15.0
Details
Open access

6,6'-Di-tert-butyl-4,4'-dimethoxy-2,2'-[1,3-diazinane-1,3-diylbis(methylene)]diphenol 0.19-hydrate

aDepartamento de Química, Universidad Nacional de Colombia, Ciudad Universitaria, Bogotá, Colombia, and bInstitute of Physics ASCR, v.v.i., Na Slovance 2, 182 21 Praha 8, Czech Republic
Correspondence e-mail: ariverau@unal.edu.co

In the title hexahydropyrimidine derivative, C28H42N2O4·0.19H2O, the 1,3-diazinane ring has a chair conformation with a diequatorial substitution. The asymmetric unit contains one half-organic molecule and a solvent water molecule with occupany 0.095. The molecule lies on a mirror plane perpendicular to [010] which passes through the C atoms at the 2- and 5-positions of the heterocyclic system. The partially occupied water molecule is also located on this mirror plane. The dihedral angle between the planes of the aromatic rings is 17.71 (3)°. Two intramolecular O-H...N hydrogen bonds with graph-set motif S(6) are present. No remarkable intermolecular contacts exist in the crystal structure.

Related literature

For a related structure, see: Rivera et al. (2012a[Rivera, A., Gonzalez, D. M., Ríos-Motta, J., Fejfarova, K. & Dusek, M. (2012a). J. Chem. Crystallogr. In preparation.]). For the synthesis of the precursor, see: Rivera et al. (2010[Rivera, A., Ríos-Motta, J., Dusek, M. & Jarosová, M. (2010). Acta Cryst. C66, o222-o224.]). For the preparation of the title compound, see: Rivera et al. (2012b[Rivera, A., Ríos-Motta, J., Trujillo, G. P., González, D. M. & Alcázar, D. (2012b). Synth. Commun. Accepted. (Reference code: ID LSYC-2011-6173).]). For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]). For puckering parameters, see: Cremer & Pople (1975[Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.]). For hydrogen-bond graph-set nomenclature, see: Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.]).

[Scheme 1]

Experimental

Crystal data
  • C28H42N2O4·0.19H2O

  • Mr = 473.5

  • Orthorhombic, P n m a

  • a = 8.2265 (1) Å

  • b = 33.0103 (2) Å

  • c = 10.0322 (5) Å

  • V = 2724.34 (14) Å3

  • Z = 4

  • Cu K[alpha] radiation

  • [mu] = 0.61 mm-1

  • T = 120 K

  • 0.42 × 0.36 × 0.30 mm

Data collection
  • Agilent Xcalibur diffractometer with an Atlas (Gemini ultra Cu) detector

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010[Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.]) Tmin = 0.073, Tmax = 1

  • 54017 measured reflections

  • 2456 independent reflections

  • 2353 reflections with I > 3[sigma](I)

  • Rint = 0.027

Refinement
  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.122

  • S = 2.64

  • 2456 reflections

  • 164 parameters

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

  • [Delta][rho]max = 0.17 e Å-3

  • [Delta][rho]min = -0.14 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...N1 0.890 (15) 1.843 (15) 2.6735 (10) 154.6 (14)

Data collection: CrysAlis PRO (Agilent, 2010[Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2002 (Burla et al., 2003[Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.]); program(s) used to refine structure: JANA2006 (Petrícek et al., 2006[Petrícek, V., Dusek, M. & Palatinus, L. (2006). JANA2006. Institute of Physics, Prague, Czech Republic.]); molecular graphics: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: JANA2006.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GO2039 ).


Acknowledgements

We acknowledge the Dirección de Investigaciones, Sede Bogotá (DIB) de la Universidad Nacional de Colombia, for financial support of this work, as well as the Institutional research plan No. AVOZ10100521 of the Institute of Physics and the project Praemium Academiae of the Academy of Sciences of the Czech Republic. DMG acknowledges the Vicerrectoría Académica de la Universidad Nacional de Colombia for a fellowship.

References

Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.  [CrossRef] [ChemPort] [ISI]
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact, Bonn, Germany.
Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.  [CrossRef] [details]
Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.  [CrossRef] [ChemPort] [ISI]
Petrícek, V., Dusek, M. & Palatinus, L. (2006). JANA2006. Institute of Physics, Prague, Czech Republic.
Rivera, A., Gonzalez, D. M., Ríos-Motta, J., Fejfarova, K. & Dusek, M. (2012a). J. Chem. Crystallogr. In preparation.
Rivera, A., Ríos-Motta, J., Dusek, M. & Jarosová, M. (2010). Acta Cryst. C66, o222-o224.  [CrossRef] [details]
Rivera, A., Ríos-Motta, J., Trujillo, G. P., González, D. M. & Alcázar, D. (2012b). Synth. Commun. Accepted. (Reference code: ID LSYC-2011-6173).


Acta Cryst (2012). E68, o191-o192   [ doi:10.1107/S1600536811053542 ]

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