Synthesis and Chemistry of 1,3,5,7-Tetranitrocubane Including Measurement of Its Acidity, Formation of o-Nitro Anions, and the First Preparations of Pentanitrocubane and Hexanitrocubane 1
Kirill A. Lukin; Jianchang Li; Philip E. Eaton; Nobuhiro Kanomata; Jürgen Hain; Eric Punzalan; Richard Gilardi; Journal of the American Chemical Society 119 (1997) 9591–9602; doi:10.1021/ja970552q

data_4117036
_publ_contact_author
;
      Richard Gilardi
      Laboratory for the Structure of Matter
      The Naval Research Laboratory, Code 6030
      Washington, D. C. ; USA 20375-5341
;
_publ_contact_author_email       gilardi@nrl.navy.mil
_publ_contact_author_fax         '202 767 6874'
_publ_contact_author_phone       '202 767 3463'
_publ_section_title
;
 Synthesis and Chemistry of 1,3,5,7-Tetranitrocubane Including Measurement
 of Its Acidity, Formation of o-Nitro Anions, and the First Preparations
 of Pentanitrocubane and Hexanitrocubane 1
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9591
_journal_page_last               9602
_journal_paper_doi               10.1021/ja970552q
_journal_volume                  119
_journal_year                    1997
_chemical_formula_sum            'C12 H8 N8 O12'
_chemical_formula_weight         456.26
_chemical_name_systematic
;
  1,2,3,4,5,7-Hexanitrocubane acetonitrile solvate
    (two solvent molecules per cubane molecule)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 95.404(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.0102(7)
_cell_length_b                   7.7242(6)
_cell_length_c                   18.0758(12)
_cell_measurement_reflns_used    29
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      55.92
_cell_measurement_theta_min      23.54
_cell_volume                     1808.4(2)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1567
_diffrn_reflns_theta_max         57.45
_diffrn_reflns_theta_min         4.91
_diffrn_standards_decay_%        5.11
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.353
_exptl_absorpt_correction_T_max  0.6500
_exptl_absorpt_correction_T_min  0.4669
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            cloudy_white
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_description       chunky_prism
_exptl_crystal_F_000             928
_exptl_crystal_size_max          .36
_exptl_crystal_size_mid          .60
_exptl_crystal_size_min          .75
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0031(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.159
_refine_ls_goodness_of_fit_obs   1.166
_refine_ls_hydrogen_treatment
;
 Hydrogens on cubane refined (xyz,Uiso). Hydrogen atoms on solvent were found
 in diff. map, but showed disorder; two ideal staggered methyl images were
 allowed to ride and rotate, as a whole, on the terminal C, with one common,
 refined Uiso for all H's. The occupancies of the two forms were ca. equal.
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         1241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.159
_refine_ls_restrained_S_obs      1.166
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_obs          0.0393
_refine_ls_shift/esd_max         0.360
_refine_ls_shift/esd_mean        0.013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+3.2494P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1062
_refine_ls_wR_factor_obs         0.1057
_reflns_number_observed          1220
_reflns_number_total             1241
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja970552q_2.cif
_cod_data_source_block           eat31lo
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+3.2494P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+3.2494P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4117036