Synthesis of Nitrate Ester and Nitramine Derivatives of Polyfluoro Alkyl Compounds for High Energy Materials
Dharavath, Srinivas; Ghule, Vikas; RSC Adv.  (2016) –; doi:10.1039/C5RA24615F

data_7223859
_publ_section_title
;
 Synthesis of Nitrate Ester and Nitramine Derivatives of Polyfluoro Alkyl
 Compounds for High Energy Materials
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA24615F
_journal_year                    2016
_chemical_formula_moiety         '0.2(C8 H6 F8 N4 O8)'
_chemical_formula_sum            'C8 H6 F8 N4 O8'
_chemical_formula_weight         438
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-11
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_audit_update_record
;
2015-11-19 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.263(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.99141(16)
_cell_length_b                   20.7151(8)
_cell_length_c                   7.2618(2)
_cell_measurement_reflns_used    1518
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2710
_cell_measurement_theta_min      6.2620
_cell_volume                     733.72(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3291
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9971
_diffrn_measured_fraction_theta_max 0.9710
_diffrn_measurement_details
;
  1 omega    9.00   68.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136  -99.0000   90.0000 59

  2 omega   66.00  100.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136   57.0000 -150.0000 34

  3 omega  -29.00   40.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136  -57.0000  150.0000 69

  4 omega   58.00   94.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136   57.0000    0.0000 36

  5 omega   78.00  103.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136   57.0000  -60.0000 25

  6 omega   23.00   60.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136   57.0000  -60.0000 37

  7 omega   20.00   46.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -       35.5136   57.0000    0.0000 26

  8 omega  112.00  177.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -180.0000 65

  9 omega   45.00   72.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   90.0000 27

 10 omega   39.00  146.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000   60.0000 107

 11 omega   52.00   77.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 25

 12 omega  134.00  178.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 44

 13 omega   60.00   91.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 31

 14 omega   39.00  105.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 66

 15 omega   49.00   98.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 49

 16 omega   44.00   92.00   1.0000   17.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0373907000
_diffrn_orient_matrix_UB_12      0.0555885000
_diffrn_orient_matrix_UB_13      0.1442418000
_diffrn_orient_matrix_UB_21      -0.0416569000
_diffrn_orient_matrix_UB_22      0.0494350000
_diffrn_orient_matrix_UB_23      -0.1620715000
_diffrn_orient_matrix_UB_31      -0.3107625000
_diffrn_orient_matrix_UB_32      0.0000444000
_diffrn_orient_matrix_UB_33      -0.0078040000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0125
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2526
_diffrn_reflns_theta_full        70.64
_diffrn_reflns_theta_max         71.64
_diffrn_reflns_theta_min         4.27
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.135
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
(compiled Aug  4 2014,14:34:23)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.982
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             310
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.005(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_ref   1.537
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.537
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1758
_refine_ls_wR_factor_ref         0.1797
_reflns_number_gt                1304
_reflns_number_total             1389
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra24615f2.cif
_cod_data_source_block           s2
_cod_database_code               7223859
_chemical_oxdiff_formula         'C8 H6 N4 O8 F8'
_chemical_oxdiff_usercomment     SRINU
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97