#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215736.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_7215736
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         'C48 H30 F12 N6 O12'
_chemical_formula_sum            'C48 H30 F12 N6 O12'
_chemical_formula_weight         1110.78
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 129.1980(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.889(2)
_cell_length_b                   9.7001(8)
_cell_length_c                   19.7288(16)
_cell_measurement_temperature    293(2)
_cell_volume                     4284.4(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_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  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13375
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.158
_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    1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         5219
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.909
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0626
_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)+(0.1112P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1658
_refine_ls_wR_factor_ref         0.1912
_reflns_number_gt                2698
_reflns_number_total             5219
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00133h2.cif
_cod_data_source_block           compound5
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7215736
loop_
_symmetry_equiv_pos_as_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_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 0.16058(6) 0.06763(14) 0.43750(10) 0.0436(4) Uani 1 1 d .
F2 F 0.13515(6) 0.32804(14) 0.40867(11) 0.0479(4) Uani 1 1 d .
O1 O 0.17081(8) 0.57834(17) 0.39730(12) 0.0431(5) Uani 1 1 d .
O4 O 0.26088(8) 0.62835(16) 0.52047(12) 0.0437(5) Uani 1 1 d .
C21 C 0.19280(10) 0.2937(2) 0.45366(16) 0.0295(5) Uani 1 1 d .
C2 C 0.21997(10) 0.5461(2) 0.46440(15) 0.0287(5) Uani 1 1 d .
C3 C 0.20619(10) 0.1543(2) 0.46917(15) 0.0292(5) Uani 1 1 d .
C14 C 0.23602(10) 0.3933(2) 0.48399(15) 0.0265(5) Uani 1 1 d .
F5 F 0.03521(6) 0.69394(15) 0.10141(11) 0.0517(5) Uani 1 1 d .
F3 F -0.17078(6) 0.58908(14) -0.07042(11) 0.0536(5) Uani 1 1 d .
F4 F -0.19527(6) 0.84817(15) -0.09380(11) 0.0524(5) Uani 1 1 d .
F6 F 0.01058(6) 0.95194(14) 0.07610(10) 0.0495(5) Uani 1 1 d .
O3 O -0.15959(8) 1.10006(17) -0.09669(12) 0.0459(5) Uani 1 1 d .
O6 O -0.09307(8) 0.39328(18) -0.01921(13) 0.0504(6) Uani 1 1 d .
O2 O 0.00001(8) 0.43891(18) 0.09437(13) 0.0556(6) Uani 1 1 d .
C25 C -0.12428(11) 0.6750(2) -0.03304(16) 0.0316(6) Uani 1 1 d .
O5 O -0.06738(8) 1.14715(17) 0.02273(13) 0.0520(6) Uani 1 1 d .
H5 H -0.0787 1.2273 0.0088 0.080 Uiso 1 1 calc .
C6 C -0.02277(10) 0.7270(2) 0.05179(16) 0.0309(6) Uani 1 1 d .
C17 C -0.05077(11) 0.4733(2) 0.03254(16) 0.0299(6) Uani 1 1 d .
C20 C -0.13752(10) 0.8146(2) -0.04624(16) 0.0315(6) Uani 1 1 d .
C1 C -0.09351(10) 0.9146(2) -0.01157(15) 0.0283(5) Uani 1 1 d .
C10 C -0.11033(11) 1.0655(2) -0.03259(16) 0.0325(6) Uani 1 1 d .
C11 C -0.03572(10) 0.8662(2) 0.03833(15) 0.0300(6) Uani 1 1 d .
C12 C -0.06618(11) 0.6265(2) 0.01668(15) 0.0282(5) Uani 1 1 d .
N1 N 0.04811(9) 0.5608(2) 0.29255(13) 0.0351(5) Uani 1 1 d .
H1 H 0.0843 0.5313 0.3245 0.080 Uiso 1 1 calc .
C13 C 0.03102(10) 0.6987(2) 0.27751(16) 0.0293(5) Uani 1 1 d .
C4 C 0.06409(11) 0.8195(2) 0.30704(17) 0.0366(6) Uani 1 1 d .
H4 H 0.1056 0.8194 0.3440 0.080 Uiso 1 1 calc .
C15 C 0.0000 0.4826(3) 0.2500 0.0356(8) Uani 1 2 d S
C16 C 0.03134(12) 0.9394(2) 0.27800(18) 0.0439(7) Uani 1 1 d .
H16 H 0.0514 1.0234 0.2961 0.080 Uiso 1 1 calc .
C7 C 0.0000 0.3288(4) 0.2500 0.0514(11) Uani 1 2 d S
H7A H -0.0404 0.2958 0.2141 0.077 Uiso 0.50 1 calc P
H7B H 0.0213 0.2958 0.3087 0.077 Uiso 0.50 1 calc P
H7C H 0.0191 0.2958 0.2272 0.077 Uiso 0.50 1 calc P
N2 N 0.12131(9) 0.4404(2) 0.20163(13) 0.0348(5) Uani 1 1 d .
H2 H 0.0853 0.4711 0.1672 0.080 Uiso 1 1 calc .
N3 N 0.21739(9) 0.4359(2) 0.28959(13) 0.0343(5) Uani 1 1 d .
H3 H 0.2539 0.4633 0.3216 0.080 Uiso 1 1 calc .
C18 C 0.19937(11) 0.2994(2) 0.27916(16) 0.0321(6) Uani 1 1 d .
C19 C 0.13722(11) 0.3032(2) 0.22236(16) 0.0325(6) Uani 1 1 d .
C8 C 0.13491(12) 0.0612(3) 0.23236(18) 0.0401(6) Uani 1 1 d .
H8 H 0.1141 -0.0212 0.2175 0.080 Uiso 1 1 calc .
C9 C 0.19765(12) 0.0591(3) 0.29026(17) 0.0396(6) Uani 1 1 d .
H9 H 0.2172 -0.0251 0.3126 0.080 Uiso 1 1 calc .
C22 C 0.10344(12) 0.1830(3) 0.19698(17) 0.0381(6) Uani 1 1 d .
H22 H 0.0619 0.1848 0.1583 0.080 Uiso 1 1 calc .
C23 C 0.23110(11) 0.1774(2) 0.31503(17) 0.0372(6) Uani 1 1 d .
H23 H 0.2726 0.1757 0.3537 0.080 Uiso 1 1 calc .
C24 C 0.17013(11) 0.5171(3) 0.24305(16) 0.0367(6) Uani 1 1 d .
C5 C 0.17097(12) 0.6699(3) 0.23961(18) 0.0472(7) Uani 1 1 d .
H5A H 0.2116 0.7015 0.2750 0.080 Uiso 1 1 calc .
H5B H 0.1520 0.7080 0.2614 0.080 Uiso 1 1 calc .
H5C H 0.1499 0.6990 0.1802 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
F2 C21 C14 121.1(2) . .
F2 C21 C3 116.4(2) . .
C14 C21 C3 122.5(2) . .
O1 C2 O4 126.1(2) . .
O1 C2 C14 118.8(2) . .
O4 C2 C14 115.1(2) . .
F1 C3 C14 121.3(2) . 7_556
F1 C3 C21 117.0(2) . .
C14 C3 C21 121.7(2) 7_556 .
C3 C14 C21 115.8(2) 7_556 .
C3 C14 C2 122.6(2) 7_556 .
C21 C14 C2 121.5(2) . .
F3 C25 C12 121.6(2) . .
F3 C25 C20 116.3(2) . .
C12 C25 C20 122.1(2) . .
C10 O5 H5 109.5 . .
F5 C6 C12 121.2(2) . .
F5 C6 C11 115.8(2) . .
C12 C6 C11 123.0(2) . .
O2 C17 O6 125.7(2) . .
O2 C17 C12 118.8(2) . .
O6 C17 C12 115.4(2) . .
F4 C20 C25 116.3(2) . .
F4 C20 C1 121.6(2) . .
C25 C20 C1 122.1(2) . .
C11 C1 C20 115.7(2) . .
C11 C1 C10 124.0(2) . .
C20 C1 C10 120.3(2) . .
O3 C10 O5 125.8(2) . .
O3 C10 C1 121.0(2) . .
O5 C10 C1 113.1(2) . .
F6 C11 C1 121.4(2) . .
F6 C11 C6 116.7(2) . .
C1 C11 C6 121.9(2) . .
C6 C12 C25 115.2(2) . .
C6 C12 C17 122.0(2) . .
C25 C12 C17 122.8(2) . .
C15 N1 C13 109.1(2) . .
C15 N1 H1 125.4 . .
C13 N1 H1 125.4 . .
C4 C13 C13 122.29(14) . 2
C4 C13 N1 131.7(2) . .
C13 C13 N1 105.98(13) 2 .
C16 C4 C13 115.5(2) . .
C16 C4 H4 122.3 . .
C13 C4 H4 122.3 . .
N1 C15 N1 109.7(3) . 2
N1 C15 C7 125.13(15) . .
N1 C15 C7 125.13(15) 2 .
C4 C16 C16 122.23(15) . 2
C4 C16 H16 118.9 . .
C16 C16 H16 118.9 2 .
C15 C7 H7A 109.5 . .
C15 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C15 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C24 N2 C19 109.5(2) . .
C24 N2 H2 125.3 . .
C19 N2 H2 125.3 . .
C24 N3 C18 109.9(2) . .
C24 N3 H3 125.1 . .
C18 N3 H3 125.1 . .
C23 C18 N3 132.3(2) . .
C23 C18 C19 122.2(2) . .
N3 C18 C19 105.5(2) . .
N2 C19 C18 106.4(2) . .
N2 C19 C22 132.2(2) . .
C18 C19 C22 121.4(2) . .
C22 C8 C9 121.5(2) . .
C22 C8 H8 119.2 . .
C9 C8 H8 119.2 . .
C23 C9 C8 122.1(2) . .
C23 C9 H9 118.9 . .
C8 C9 H9 118.9 . .
C8 C22 C19 116.5(2) . .
C8 C22 H22 121.8 . .
C19 C22 H22 121.8 . .
C9 C23 C18 116.2(2) . .
C9 C23 H23 121.9 . .
C18 C23 H23 121.9 . .
N3 C24 N2 108.9(2) . .
N3 C24 C5 126.0(2) . .
N2 C24 C5 125.1(2) . .
C24 C5 H5A 109.5 . .
C24 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C24 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C3 1.339(3) .
F2 C21 1.343(3) .
O1 C2 1.221(3) .
O4 C2 1.267(3) .
C21 C14 1.381(3) .
C21 C3 1.386(3) .
C2 C14 1.528(3) .
C3 C14 1.380(3) 7_556
C14 C3 1.380(3) 7_556
F5 C6 1.340(3) .
F3 C25 1.338(3) .
F4 C20 1.338(3) .
F6 C11 1.333(2) .
O3 C10 1.209(3) .
O6 C17 1.250(3) .
O2 C17 1.220(3) .
C25 C12 1.385(3) .
C25 C20 1.386(3) .
O5 C10 1.283(3) .
O5 H5 0.8200 .
C6 C12 1.380(3) .
C6 C11 1.381(3) .
C17 C12 1.526(3) .
C20 C1 1.387(3) .
C1 C11 1.378(3) .
C1 C10 1.516(3) .
N1 C15 1.318(3) .
N1 C13 1.391(3) .
N1 H1 0.8600 .
C13 C4 1.386(3) .
C13 C13 1.390(5) 2
C4 C16 1.375(3) .
C4 H4 0.9300 .
C15 N1 1.318(3) 2
C15 C7 1.492(5) .
C16 C16 1.404(5) 2
C16 H16 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
N2 C24 1.325(3) .
N2 C19 1.383(3) .
N2 H2 0.8600 .
N3 C24 1.321(3) .
N3 C18 1.389(3) .
N3 H3 0.8600 .
C18 C23 1.386(3) .
C18 C19 1.392(4) .
C19 C22 1.394(3) .
C8 C22 1.381(4) .
C8 C9 1.405(4) .
C8 H8 0.9300 .
C9 C23 1.376(3) .
C9 H9 0.9300 .
C22 H22 0.9300 .
C23 H23 0.9300 .
C24 C5 1.485(4) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
