#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215734.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_7215734
loop_
_publ_author_name
'Wang, Lei'
'Hu, Yanjing'
'Wang, Wenqiang'
'Liu, Faqian'
'Huang, Keke'
_publ_section_title
;
 Energetic multi-component molecular solids of tetrafluoroterephthalic
 acid with some aza compounds by strong hydrogen bonds and weak
 intermolecular interactions of C--H⋯F and C--H⋯O
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              4142
_journal_paper_doi               10.1039/c4ce00133h
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C16 H16 F4 N10 O4'
_chemical_formula_weight         488.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.010(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.8860(12)
_cell_length_b                   11.475(3)
_cell_length_c                   17.771(4)
_cell_measurement_temperature    293(2)
_cell_volume                     996.4(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_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  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6184
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_T_max  0.0001
_exptl_absorpt_correction_T_min  0.0001
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0440
_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/[σ²(Fo²)+(0.0878P)²+0.0998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1446
_reflns_number_gt                1922
_reflns_number_total             2405
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00133h2.cif
_cod_data_source_block           compound3
_cod_original_cell_volume        996.3(4)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7215734
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F 0.06701(19) 0.38972(8) 0.56027(5) 0.0445(3) Uani 1 1 d .
O1 O 0.2914(3) 0.68406(10) 0.65729(6) 0.0473(3) Uani 1 1 d .
F2 F 0.2484(2) 0.32163(9) 0.43004(5) 0.0507(3) Uani 1 1 d .
N1 N -0.3013(3) 0.52353(11) 0.91579(7) 0.0408(3) Uani 1 1 d .
N2 N -0.0181(3) 0.56933(11) 0.81601(7) 0.0401(3) Uani 1 1 d .
H2 H 0.0519 0.5498 0.7734 0.080 Uiso 1 1 calc .
N3 N -0.0320(3) 0.69886(12) 0.91735(8) 0.0473(4) Uani 1 1 d .
C1 C 0.2847(3) 0.44512(13) 0.53246(7) 0.0334(3) Uani 1 1 d .
C2 C 0.3798(3) 0.40948(12) 0.46374(8) 0.0342(3) Uani 1 1 d .
O2 O 0.2191(3) 0.50005(10) 0.69023(6) 0.0526(4) Uani 1 1 d .
C3 C 0.4013(3) 0.53718(12) 0.57078(7) 0.0336(3) Uani 1 1 d .
C4 C 0.2956(3) 0.57795(13) 0.64597(8) 0.0372(4) Uani 1 1 d .
N4 N -0.2918(3) 0.64346(13) 1.01738(8) 0.0549(4) Uani 1 1 d .
H4A H -0.2391 0.7049 1.0410 0.066 Uiso 1 1 calc R
H4B H -0.4025 0.5954 1.0386 0.066 Uiso 1 1 calc R
N5 N 0.2205(3) 0.73937(13) 0.81131(8) 0.0529(4) Uani 1 1 d .
H5A H 0.2747 0.8042 0.8305 0.063 Uiso 1 1 calc R
H5B H 0.2745 0.7193 0.7671 0.063 Uiso 1 1 calc R
C5 C -0.2009(3) 0.49920(12) 0.84980(8) 0.0369(3) Uani 1 1 d .
C6 C -0.2032(4) 0.62307(13) 0.94892(9) 0.0414(4) Uani 1 1 d .
C7 C -0.2824(4) 0.39208(15) 0.80966(10) 0.0489(4) Uani 1 1 d .
H7A H -0.1893 0.3884 0.7622 0.080 Uiso 1 1 calc .
H7B H -0.4766 0.3929 0.8013 0.080 Uiso 1 1 calc .
H7C H -0.2345 0.3253 0.8394 0.080 Uiso 1 1 calc .
C8 C 0.0557(3) 0.67128(13) 0.84938(9) 0.0403(4) Uani 1 1 d .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C5 N1 C6 115.71(13) . .
C5 N2 C8 119.77(12) . .
C5 N2 H2 120.1 . .
C8 N2 H2 120.1 . .
C8 N3 C6 115.66(14) . .
F1 C1 C2 117.30(14) . .
F1 C1 C3 120.74(12) . .
C2 C1 C3 121.92(14) . .
F2 C2 C1 117.50(13) . .
F2 C2 C3 120.58(12) . 3_666
C1 C2 C3 121.90(14) . 3_666
C2 C3 C1 116.17(13) 3_666 .
C2 C3 C4 121.55(13) 3_666 .
C1 C3 C4 122.27(13) . .
O1 C4 O2 126.79(13) . .
O1 C4 C3 117.17(12) . .
O2 C4 C3 116.04(13) . .
C6 N4 H4A 120.0 . .
C6 N4 H4B 120.0 . .
H4A N4 H4B 120.0 . .
C8 N5 H5A 120.0 . .
C8 N5 H5B 120.0 . .
H5A N5 H5B 120.0 . .
N1 C5 N2 121.64(14) . .
N1 C5 C7 120.84(14) . .
N2 C5 C7 117.52(13) . .
N4 C6 N3 118.79(15) . .
N4 C6 N1 115.54(14) . .
N3 C6 N1 125.67(14) . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N5 C8 N3 121.94(15) . .
N5 C8 N2 116.80(13) . .
N3 C8 N2 121.26(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C1 1.3341(17) .
O1 C4 1.2344(19) .
F2 C2 1.3369(17) .
N1 C5 1.3013(19) .
N1 C6 1.371(2) .
N2 C5 1.3439(19) .
N2 C8 1.360(2) .
N2 H2 0.8600 .
N3 C8 1.320(2) .
N3 C6 1.331(2) .
C1 C2 1.369(2) .
C1 C3 1.380(2) .
C2 C3 1.377(2) 3_666
O2 C4 1.2480(19) .
C3 C2 1.377(2) 3_666
C3 C4 1.5068(18) .
N4 C6 1.312(2) .
N4 H4A 0.8600 .
N4 H4B 0.8600 .
N5 C8 1.310(2) .
N5 H5A 0.8600 .
N5 H5B 0.8600 .
C5 C7 1.476(2) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
