#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:42:20 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180050 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/44/7034468.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7034468
loop_
_publ_author_name
'Haiges, Ralf'
'Christe, Karl O.'
_publ_section_title
;
 5-(Fluorodinitromethyl)-2H-tetrazole and its tetrazolates - Preparation
 and Characterization of New High Energy Compounds.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10166
_journal_page_last               10176
_journal_paper_doi               10.1039/c5dt00291e
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C2 H F N6 O4'
_chemical_formula_sum            'C2 H F N6 O4'
_chemical_formula_weight         192.09
_chemical_name_common            HFDNTz
_chemical_name_systematic        5-(fluorodinitromethyl)-2H-tetrazole
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_cell_angle_alpha                90
_cell_angle_beta                 119.723(2)
_cell_angle_gamma                90
_cell_formula_units_Z            24
_cell_length_a                   28.8030(7)
_cell_length_b                   5.37030(10)
_cell_length_c                   28.8969(10)
_cell_measurement_reflns_used    7127
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      28.9367
_cell_measurement_theta_min      2.8124
_cell_volume                     3881.7(2)
_computing_cell_refinement       'APEX2 v2014.9-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_publication_material  'SHELXTL XL 2014/6 (Bruker AXS)'
_computing_structure_refinement  'SHELXTL XL 2014/6 (Bruker AXS)'
_computing_structure_solution    'SHELXTL XT 2014/4 (Bruker AXS)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            46406
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         1.62
_diffrn_source                   'fine-focus tube'
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2014/4'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.972
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.435
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.324
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0348P)²+4.5858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0940
_reflns_number_gt                4146
_reflns_number_total             5932
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt00291e4.cif
_cod_data_source_block           HFDNTz
_cod_depositor_comments
'Adding full bibliography for 7034468--7034474.cif.'
_cod_original_cell_volume        3881.71(19)
_cod_database_code               7034468
#BEGIN Tags that were not found in dictionaries:
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_occupancy
C C1 0.41234(6) 0.2864(3) 0.57465(7) 0.0121(3) Uani d . 1
C C2 0.41056(6) 0.2305(3) 0.52329(7) 0.0127(3) Uani d . 1
C C3 0.41128(6) 0.3749(3) 0.33780(6) 0.0122(3) Uani d . 1
C C4 0.36142(6) 0.4249(3) 0.33980(7) 0.0121(3) Uani d . 1
C C5 0.17640(6) 0.5410(3) 0.33778(7) 0.0127(3) Uani d . 1
C C6 0.22798(6) 0.5936(3) 0.38742(7) 0.0129(3) Uani d . 1
F F1 0.37321(4) 0.35649(19) 0.48278(4) 0.0170(2) Uani d . 1
F F2 0.35839(4) 0.29651(19) 0.37703(4) 0.0162(2) Uani d . 1
F F3 0.26858(4) 0.46927(19) 0.38982(4) 0.0159(2) Uani d . 1
N N1 0.38892(6) 0.4848(3) 0.58126(6) 0.0153(3) Uani d . 1
N N2 0.39901(6) 0.4479(3) 0.63070(6) 0.0146(3) Uani d . 1
H H2 0.3874(8) 0.551(4) 0.6467(8) 0.018 Uiso d U 1
N N3 0.42621(6) 0.2439(3) 0.65378(6) 0.0154(3) Uani d . 1
N N4 0.43524(5) 0.1361(3) 0.61775(6) 0.0134(3) Uani d . 1
N N5 0.39939(6) -0.0488(3) 0.51041(6) 0.0137(3) Uani d . 1
N N6 0.46433(6) 0.2767(3) 0.52542(6) 0.0147(3) Uani d . 1
N N7 0.44153(6) 0.1773(3) 0.36059(6) 0.0146(3) Uani d . 1
N N8 0.48099(6) 0.2183(3) 0.35030(6) 0.0145(3) Uani d . 1
H H8 0.5088(8) 0.118(4) 0.3612(8) 0.017 Uiso d U 1
N N9 0.47642(6) 0.4233(3) 0.32354(6) 0.0155(3) Uani d . 1
N N10 0.43111(5) 0.5276(3) 0.31476(6) 0.0136(3) Uani d . 1
N N11 0.31011(6) 0.3754(3) 0.28623(6) 0.0142(3) Uani d . 1
N N12 0.35918(5) 0.7041(3) 0.35128(6) 0.0138(3) Uani d . 1
N N13 0.16922(6) 0.3424(3) 0.30786(6) 0.0150(3) Uani d . 1
N N14 0.11986(6) 0.3833(3) 0.26850(6) 0.0150(3) Uani d . 1
H H14 0.1021(8) 0.280(4) 0.2400(8) 0.018 Uiso d U 1
N N15 0.09743(6) 0.5886(3) 0.27299(6) 0.0152(3) Uani d . 1
N N16 0.13361(5) 0.6936(3) 0.31795(6) 0.0138(3) Uani d . 1
N N17 0.24077(5) 0.8731(3) 0.38970(6) 0.0135(3) Uani d . 1
N N18 0.22574(6) 0.5375(3) 0.43854(6) 0.0138(3) Uani d . 1
O O1 0.35335(5) -0.1058(2) 0.48098(5) 0.0194(3) Uani d . 1
O O2 0.43838(5) -0.1857(2) 0.53273(5) 0.0187(3) Uani d . 1
O O3 0.46298(5) 0.2662(3) 0.48284(5) 0.0233(3) Uani d . 1
O O4 0.50279(5) 0.3148(2) 0.56923(5) 0.0193(3) Uani d . 1
O O5 0.31581(5) 0.3436(2) 0.24780(5) 0.0195(3) Uani d . 1
O O6 0.26907(5) 0.3743(3) 0.28804(5) 0.0232(3) Uani d . 1
O O7 0.34284(5) 0.8415(2) 0.31258(5) 0.0190(3) Uani d . 1
O O8 0.37553(5) 0.7585(2) 0.39735(5) 0.0193(3) Uani d . 1
O O9 0.26929(5) 0.9328(2) 0.37200(5) 0.0184(3) Uani d . 1
O O10 0.21908(5) 1.0077(2) 0.40771(5) 0.0185(3) Uani d . 1
O O11 0.18135(5) 0.5161(2) 0.43347(5) 0.0196(3) Uani d . 1
O O12 0.26855(5) 0.5227(3) 0.47907(5) 0.0224(3) Uani d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 N4 113.51(15)
N1 C1 C2 122.49(15)
N4 C1 C2 123.92(15)
F1 C2 C1 113.02(13)
F1 C2 N6 108.34(13)
C1 C2 N6 113.00(13)
F1 C2 N5 107.74(13)
C1 C2 N5 109.68(13)
N6 C2 N5 104.60(12)
N7 C3 N10 113.46(14)
N7 C3 C4 122.34(15)
N10 C3 C4 124.15(15)
F2 C4 C3 113.12(14)
F2 C4 N12 107.84(13)
C3 C4 N12 109.11(13)
F2 C4 N11 108.10(13)
C3 C4 N11 113.08(13)
N12 C4 N11 105.18(12)
N13 C5 N16 113.48(15)
N13 C5 C6 122.60(15)
N16 C5 C6 123.87(15)
F3 C6 C5 112.88(14)
F3 C6 N17 107.73(12)
C5 C6 N17 109.19(14)
F3 C6 N18 107.95(13)
C5 C6 N18 112.91(13)
N17 C6 N18 105.83(13)
N2 N1 C1 100.36(14)
N3 N2 N1 115.32(14)
N3 N2 H2 122.7(14)
N1 N2 H2 122.0(14)
N2 N3 N4 105.32(13)
N3 N4 C1 105.48(14)
O1 N5 O2 128.25(15)
O1 N5 C2 116.23(14)
O2 N5 C2 115.48(13)
O3 N6 O4 128.16(15)
O3 N6 C2 115.24(14)
O4 N6 C2 116.59(13)
C3 N7 N8 100.41(13)
N9 N8 N7 115.09(14)
N9 N8 H8 121.8(13)
N7 N8 H8 123.1(13)
N8 N9 N10 105.59(13)
N9 N10 C3 105.45(14)
O6 N11 O5 128.20(15)
O6 N11 C4 115.33(14)
O5 N11 C4 116.47(13)
O8 N12 O7 128.69(15)
O8 N12 C4 115.92(14)
O7 N12 C4 115.33(13)
C5 N13 N14 100.41(14)
N15 N14 N13 115.09(14)
N15 N14 H14 121.1(13)
N13 N14 H14 123.8(13)
N14 N15 N16 105.51(13)
N15 N16 C5 105.51(14)
O9 N17 O10 128.31(15)
O9 N17 C6 116.08(13)
O10 N17 C6 115.56(13)
O12 N18 O11 127.95(15)
O12 N18 C6 115.71(13)
O11 N18 C6 116.33(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.325(2)
C1 N4 1.350(2)
C1 C2 1.490(2)
C2 F1 1.3180(19)
C2 N6 1.539(2)
C2 N5 1.540(2)
C3 N7 1.323(2)
C3 N10 1.349(2)
C3 C4 1.490(2)
C4 F2 1.3168(18)
C4 N12 1.543(2)
C4 N11 1.544(2)
C5 N13 1.323(2)
C5 N16 1.349(2)
C5 C6 1.494(2)
C6 F3 1.3182(18)
C6 N17 1.539(2)
C6 N18 1.540(2)
N1 N2 1.324(2)
N2 N3 1.319(2)
N2 H2 0.89(2)
N3 N4 1.325(2)
N5 O1 1.2071(18)
N5 O2 1.2245(18)
N6 O3 1.2129(18)
N6 O4 1.2170(19)
N7 N8 1.328(2)
N8 N9 1.314(2)
N8 H8 0.88(2)
N9 N10 1.3244(19)
N11 O6 1.2089(18)
N11 O5 1.2124(18)
N12 O8 1.2074(18)
N12 O7 1.2226(18)
N13 N14 1.326(2)
N14 N15 1.316(2)
N14 H14 0.91(2)
N15 N16 1.323(2)
N17 O9 1.2067(18)
N17 O10 1.2274(18)
N18 O12 1.2109(18)
N18 O11 1.2181(18)
