Refinement of crystal structure of tris[pyrrolidine-2-one] hydrogen tribromide, (C4H7NO)3HBr3
Alain Bekaert; Bernard Viossat; Jean Daniel Brion; Pascale Lemoine; Zeitschrift für Kristallographie - New Crystal Structures 224 (2009) 676–; doi:

data_8102447
_publ_section_references
;

1. Bekaert, A., Barberan, O.; Kaloun, E. B.; Danan, A.; Brion, J. D.;
 Lemoine, P.; Viossat, B.: Crystal structure of N-methylpyrrolidone-2-one-N-
methylpyrrolidine-2-onium perbromide, C~10~H~19~Br~3~N~2~O~2~. Z. Kristallogr. 
NCS 216 (2001) 457-458.

2. Tafel, J.; Wassmuth, O.: \"Uber das Pyrrolidon. Ber. 40 (1907) 2831-2842.

3. Daniels, W. E.; Chiddix M. E.; Glickman S.: A. Lactam Complexes of 
Bromine-Hydrogen Bromide. J. Org. Chem. 28 (1963) 573-574.

4. Trowbridge, P. F.; Diehl, O. C.: Halogen derivatives of pyridine.
 J. Am. Chem. Soc. 19 (1897) 558-75.  

5. Chattaway, F. D.; Hoyle, George.: Perhalides of quaternary ammonium salts.
 J. Chem. Soc. Trans. 123 (1923) 654-62.

6. Englert, S. Mary Elizabeth; McElvain, S. M.: Bromination of pyridine.
 J. Am. Chem. Soc. 51 (1929) 863-6.

7. Guttman, D. E.; Higuchi, T.: Study of possible complex formation between 
macromolecules and certain pharmaceuticals. IX. Formation of iodine-iodide 
complexes with polyethylene glycol. J. Am. Pharm. Assn. Ed. 44 (1955) 
668-78.

8. Boeyens, J. C. A.; Denner, L.; Howard, A. S.; Michael, J. P.: Tris
(2-pyrrolidinone) hydrogen tribromide: crystal structure and 
hydrogen-bonding characteristics. S. Afr. J. Chem. 39 (1986) 217-220.

9. Gavezzotti, A.; Filippini, G.: Geometry of the intermolecular X-H...Y 
(X, Y = N, O) hydrogen bond and the calibration of empirical hydrogen-bond 
potentials. J. Phys. Chem. 98 (1994) 4831-4837.

10. Goddard, R.;Heinemann,O.; Kr\"uger,C.; Magdo, I; Mark, F.; Schaffner, K. A 
low-temperature phase of 2-pyrrolidone. Acta Crystallogr. C54 (1998) 501-504.

11. Bekaert, A., Barberan, O.; Kaloun, E. B.; Rabhi, C.; Danan, A.; Brion, J. 
D.; Lemoine, P.; Viossat, B.: Crystal structure of hexakis(N,N-
dimethylformamide-O)aluminium(III) tris(tri-
bromide), Al[(CH~3~)~2~N(CH)O]~6~(Br~3~)~3~. Z. Kristallogr. NCS 217 (2002) 
128-130.

12. Altomare, A.; Cascarano; G.; Giacovazzo, G; Guagliardi, A.; Burla, M.C.;
Polidori, G.; Camalli, M.: SIR92- a program for automatic solution of crystal
structures by direct methods. J. Appl. Cryst. 7 (1994) 435-436.

13. Sheldrick, G.M.: SHELXL-97.: A computer program for refinement of Crystal
Structures. University of G\"ottingen, Germany 1997.

14. Watkin, D.J.; Prout, C.K.; Pearce, L.J: CAMERON. Chemical
Crystallography Laboratory, Oxford, England 1996.

15. Farrugia, L. J.: WinGX - Version 1.63.02. An integrated System of 
Windows Programs for the solution, Refinement and Analysis of Single 
Crystals X-Ray Diffraction Data. J  Appl. Crystallogr., 32 (1999) 837-838.

;
_publ_section_title
;
 Refinement of crystal structure of tris[pyrrolidine-2-one] hydrogen
 tribromide, (C4H7NO)3HBr3
;
_journal_issue                   4
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              676
_journal_volume                  224
_journal_year                    2009
_chemical_formula_moiety         'C4 H8 N O, 2(C4 H7 N O), Br3'
_chemical_formula_sum            'C12 H22 Br3 N3 O3'
_chemical_formula_weight         496.06
_chemical_name_systematic
;
bis[pyrrolidine-2-one]-pyrrolidine-2-onium perbromide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.19(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.932(2)
_cell_length_b                   10.091(2)
_cell_length_c                   15.514(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      8.950
_cell_measurement_theta_min      4.067
_cell_volume                     1802.7(6)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'CAMERON(Watkin et al., 1996)'
_computing_publication_material  'WinGX - version 1.63.02 (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92(Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Enraf-nonius CAD4'
_diffrn_measurement_method       '\w - 2\q'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_sigmaI/netI    0.0935
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10628
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         2.43
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.725
_exptl_absorpt_correction_T_max  0.3655
_exptl_absorpt_correction_T_min  0.1827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   "'multi-scan (Blessing, 1995)'"
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         5237
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.893
_refine_ls_R_factor_all          0.1615
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.1141
_reflns_number_gt                2079
_reflns_number_total             5237
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2622.cff
_cod_data_source_block           ab129
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               8102447