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_7223858
_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         '0.17(C6 H4 F8 N2 O6)'
_chemical_formula_sum            'C6 H4 F8 N2 O6'
_chemical_formula_weight         352.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-19
_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                91.605(10)
_cell_angle_beta                 104.350(9)
_cell_angle_gamma                101.944(10)
_cell_formula_units_Z            1
_cell_length_a                   5.1438(5)
_cell_length_b                   6.2912(9)
_cell_length_c                   9.9448(12)
_cell_measurement_reflns_used    743
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6240
_cell_measurement_theta_min      4.6560
_cell_volume                     303.96(7)
_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 0.9487
_diffrn_measured_fraction_theta_max 0.9526
_diffrn_measurement_details
;
  1 omega   34.00   74.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479   37.0000   30.0000 40

  2 omega   24.00  103.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479   57.0000  120.0000 79

  3 omega   54.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 37

  4 omega   61.00   87.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 26

  5 omega   82.00  124.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   30.0000 42

  6 omega   57.00  120.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -129.0000 -100.0000 63

  7 omega   48.00  104.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -120.0000 56

  8 omega   56.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 35

  9 omega   44.00   89.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 45

 10 omega   40.00   69.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 29

 11 omega   46.00   75.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 29

 12 omega   41.00   81.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   30.0000 40

 13 omega   50.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   30.0000 64

 14 omega   45.00   89.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479 -129.0000 -100.0000 44

 15 omega    3.00   39.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479  -57.0000 -120.0000 36

 16 omega  -14.00   43.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479  -57.0000  -60.0000 57

 17 omega   39.00   93.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479   57.0000  -90.0000 54

 18 omega  126.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -90.0000 51

 19 omega  119.00  175.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -180.0000 56

 20 omega   13.00   98.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479   77.0000   30.0000 85

 21 omega   39.00  171.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  150.0000 132

 22 omega   12.00   92.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.6479   77.0000 -180.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0541063000
_diffrn_orient_matrix_UB_12      -0.2314154000
_diffrn_orient_matrix_UB_13      -0.0710365000
_diffrn_orient_matrix_UB_21      0.0808495000
_diffrn_orient_matrix_UB_22      -0.0888148000
_diffrn_orient_matrix_UB_23      0.1436862000
_diffrn_orient_matrix_UB_31      -0.3016772000
_diffrn_orient_matrix_UB_32      -0.0405903000
_diffrn_orient_matrix_UB_33      0.0075212000
_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  0.0096
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1630
_diffrn_reflns_theta_full        70.22
_diffrn_reflns_theta_max         71.22
_diffrn_reflns_theta_min         4.61
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.203
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27274
_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_density_diffrn    1.923
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             141
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.900
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1126
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.900
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0755
_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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2329
_refine_ls_wR_factor_ref         0.2417
_reflns_number_gt                993
_reflns_number_total             1126
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra24615f2.cif
_cod_data_source_block           srinu
_cod_original_cell_volume        303.96(6)
_cod_database_code               7223858
_chemical_oxdiff_formula         'C6 H4 F8 N2 O6'
_chemical_oxdiff_usercomment     SRINU
_reflns_odcompleteness_completeness 97.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97