#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215740.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_7215740
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_moiety         'C32 H22 F8 N4 O8'
_chemical_formula_sum            'C32 H22 F8 N4 O8'
_chemical_formula_weight         742.54
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                99.8950(10)
_cell_angle_beta                 97.073(2)
_cell_angle_gamma                111.8780(10)
_cell_formula_units_Z            1
_cell_length_a                   7.1153(5)
_cell_length_b                   8.4148(6)
_cell_length_c                   14.4196(13)
_cell_measurement_temperature    293(2)
_cell_volume                     772.54(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.925
_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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4968
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         2.68
_exptl_absorpt_coefficient_mu    0.147
_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    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             378
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.073
_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     235
_refine_ls_number_reflns         3540
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0531
_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)+(0.0900P)²+0.1419P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1597
_reflns_number_gt                2728
_reflns_number_total             3540
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00133h2.cif
_cod_data_source_block           compound9
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7215740
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
F1 F 0.61505(19) 0.97023(17) 0.42851(9) 0.0569(4) Uani 1 1 d
F2 F 1.2650(2) 1.28150(17) 0.63969(10) 0.0612(4) Uani 1 1 d
O3 O 1.5658(2) 1.17948(18) 0.81609(10) 0.0520(4) Uani 1 1 d
O1 O 0.7968(2) 1.34957(18) 0.53077(10) 0.0498(4) Uani 1 1 d
O2 O 0.8759(3) 1.2907(2) 0.67218(10) 0.0514(4) Uani 1 1 d
C1 C 0.9345(3) 1.1335(2) 0.53762(12) 0.0327(4) Uani 1 1 d
C2 C 0.8610(3) 1.2713(2) 0.58312(12) 0.0359(4) Uani 1 1 d
O4 O 1.7473(3) 1.44701(19) 0.79522(11) 0.0573(4) Uani 1 1 d
C3 C 1.1292(3) 1.1418(2) 0.57125(12) 0.0364(4) Uani 1 1 d
C4 C 0.8070(3) 0.9891(2) 0.46486(12) 0.0347(4) Uani 1 1 d
F5 F 1.3848(4) 1.5370(3) 0.82264(9) 0.0996(7) Uani 1 1 d
F6 F 1.7430(3) 1.3262(3) 1.02970(10) 0.1079(8) Uani 1 1 d
C5 C 1.5674(3) 1.4279(2) 0.92194(12) 0.0366(4) Uani 1 1 d
C6 C 1.6283(3) 1.3382(2) 0.83725(13) 0.0383(4) Uani 1 1 d
C7 C 1.4439(4) 1.5175(3) 0.91007(13) 0.0481(5) Uani 1 1 d
C8 C 1.6227(4) 1.4125(3) 1.01338(14) 0.0515(6) Uani 1 1 d
N2 N 0.1113(2) 0.10095(19) 0.26866(10) 0.0345(3) Uani 1 1 d
N1 N 0.2236(3) 0.3510(2) 0.37068(11) 0.0390(4) Uani 1 1 d
H1 H 0.2297 0.4481 0.4046 0.080 Uiso 1 1 calc
C9 C 0.3101(3) 0.1359(3) 0.31271(14) 0.0418(4) Uani 1 1 d
H9 H 0.3820 0.0647 0.3008 0.080 Uiso 1 1 calc
C10 C -0.0093(3) -0.0252(2) 0.09299(13) 0.0380(4) Uani 1 1 d
C11 C -0.0220(3) -0.0560(2) 0.19251(13) 0.0418(4) Uani 1 1 d
H11A H -0.1642 -0.0906 0.2004 0.080 Uiso 1 1 calc
H11B H 0.0182 -0.1523 0.1992 0.080 Uiso 1 1 calc
C12 C 0.0615(3) 0.2348(2) 0.30512(12) 0.0352(4) Uani 1 1 d
C13 C -0.1369(3) 0.2499(3) 0.27823(18) 0.0546(5) Uani 1 1 d
H13A H -0.2278 0.1490 0.2284 0.080 Uiso 1 1 calc
H13B H -0.1128 0.3549 0.2553 0.080 Uiso 1 1 calc
H13C H -0.1992 0.2555 0.3334 0.080 Uiso 1 1 calc
C14 C -0.1793(3) -0.0265(3) 0.03387(15) 0.0465(5) Uani 1 1 d
H14 H -0.3008 -0.0442 0.0564 0.080 Uiso 1 1 calc
C15 C 0.1704(3) 0.0020(3) 0.05737(15) 0.0480(5) Uani 1 1 d
H15 H 0.2862 0.0037 0.0960 0.080 Uiso 1 1 calc
C16 C 0.3807(3) 0.2930(3) 0.37641(14) 0.0443(5) Uani 1 1 d
H16 H 0.5108 0.3511 0.4166 0.080 Uiso 1 1 calc
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
C4 C1 C3 116.53(15) . .
C4 C1 C2 122.02(16) . .
C3 C1 C2 121.35(16) . .
O1 C2 O2 127.95(16) . .
O1 C2 C1 118.50(15) . .
O2 C2 C1 113.55(15) . .
F2 C3 C1 120.06(15) . .
F2 C3 C4 117.91(17) . 2_776
C1 C3 C4 122.01(16) . 2_776
F1 C4 C1 120.37(15) . .
F1 C4 C3 118.17(16) . 2_776
C1 C4 C3 121.45(17) . 2_776
C7 C5 C8 116.83(16) . .
C7 C5 C6 121.86(16) . .
C8 C5 C6 121.17(16) . .
O3 C6 O4 126.84(16) . .
O3 C6 C5 119.69(17) . .
O4 C6 C5 113.47(15) . .
F5 C7 C5 119.63(17) . .
F5 C7 C8 119.04(17) . 2_887
C5 C7 C8 121.33(18) . 2_887
F6 C8 C5 119.72(17) . .
F6 C8 C7 118.43(18) . 2_887
C5 C8 C7 121.85(18) . 2_887
C12 N2 C9 109.03(15) . .
C12 N2 C11 125.91(16) . .
C9 N2 C11 125.05(15) . .
C12 N1 C16 109.76(15) . .
C12 N1 H1 125.1 . .
C16 N1 H1 125.1 . .
C16 C9 N2 106.93(16) . .
C16 C9 H9 126.5 . .
N2 C9 H9 126.5 . .
C14 C10 C15 118.23(18) . .
C14 C10 C11 120.43(18) . .
C15 C10 C11 121.33(17) . .
N2 C11 C10 112.59(15) . .
N2 C11 H11A 109.1 . .
C10 C11 H11A 109.1 . .
N2 C11 H11B 109.1 . .
C10 C11 H11B 109.1 . .
H11A C11 H11B 107.8 . .
N1 C12 N2 107.32(16) . .
N1 C12 C13 125.96(17) . .
N2 C12 C13 126.72(18) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C15 C14 C10 120.83(19) 2 .
C15 C14 H14 119.6 2 .
C10 C14 H14 119.6 . .
C14 C15 C10 120.94(19) 2 .
C14 C15 H15 119.5 2 .
C10 C15 H15 119.5 . .
C9 C16 N1 106.95(17) . .
C9 C16 H16 126.5 . .
N1 C16 H16 126.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C4 1.341(2) .
F2 C3 1.345(2) .
O3 C6 1.208(2) .
O1 C2 1.234(2) .
O2 C2 1.252(2) .
C1 C4 1.381(2) .
C1 C3 1.382(3) .
C1 C2 1.524(2) .
O4 C6 1.289(2) .
C3 C4 1.387(2) 2_776
C4 C3 1.387(2) 2_776
F5 C7 1.336(2) .
F6 C8 1.337(2) .
C5 C7 1.368(3) .
C5 C8 1.371(3) .
C5 C6 1.519(2) .
C7 C8 1.380(3) 2_887
C8 C7 1.380(3) 2_887
N2 C12 1.345(2) .
N2 C9 1.377(2) .
N2 C11 1.470(2) .
N1 C12 1.324(2) .
N1 C16 1.375(2) .
N1 H1 0.8600 .
C9 C16 1.348(3) .
C9 H9 0.9300 .
C10 C14 1.386(3) .
C10 C15 1.391(3) .
C10 C11 1.509(3) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.475(3) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 C15 1.372(3) 2
C14 H14 0.9300 .
C15 C14 1.372(3) 2
C15 H15 0.9300 .
C16 H16 0.9300 .
