#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:23:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180427 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/96/7209654.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_7209654
loop_
_publ_author_name
'Wang, Lei'
'Zhao, Lei'
'Hu, Yanjing'
'Wang, Wenqiang'
'Chen, Ruixin'
'Yang, Yu'
_publ_section_title
;
 A cooperation molecular recognition study: syntheses and analysis of
 supramolecular assemblies of tetrafluoroterephthalic acid with some aza
 compounds
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2835
_journal_paper_doi               10.1039/c3ce26865a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C40 H20 F8 N4 O8'
_chemical_formula_sum            'C40 H20 F8 N4 O8'
_chemical_formula_weight         836.60
_chemical_melting_point          ?
_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                99.65(3)
_cell_angle_beta                 96.63(3)
_cell_angle_gamma                91.26(3)
_cell_formula_units_Z            1
_cell_length_a                   7.9033(16)
_cell_length_b                   7.9444(16)
_cell_length_c                   13.749(3)
_cell_measurement_temperature    293(2)
_cell_volume                     844.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 12.00cm
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7937
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.145
_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    1.645
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0604
_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)+(0.1431P)²+0.9696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2249
_refine_ls_wR_factor_ref         0.2335
_reflns_number_gt                2916
_reflns_number_total             3682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce26865a.txt
_cod_data_source_block           w12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7209654
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 0.2332(2) 0.7785(2) 0.42327(14) 0.0405(5) Uani 1 1 d
F2 F 0.1737(2) 1.0976(2) 0.49765(14) 0.0401(5) Uani 1 1 d
O3 O 0.5122(3) 1.3954(3) 0.67265(15) 0.0406(5) Uani 1 1 d
H3 H 0.4897 1.4932 0.6957 0.080 Uiso 1 1 calc
C20 C 0.3362(3) 1.0531(4) 0.49818(19) 0.0284(6) Uani 1 1 d
C19 C 0.3679(3) 0.8863(3) 0.45959(19) 0.0288(6) Uani 1 1 d
C18 C 0.4679(3) 1.1715(3) 0.53968(18) 0.0278(6) Uani 1 1 d
O4 O 0.3336(3) 1.4363(3) 0.54096(18) 0.0518(7) Uani 1 1 d
C17 C 0.4301(4) 1.3518(3) 0.5849(2) 0.0305(6) Uani 1 1 d
F3 F 0.1784(2) 0.8808(2) 0.92813(13) 0.0399(5) Uani 1 1 d
F4 F 0.7743(2) 0.8319(2) 0.93995(13) 0.0392(5) Uani 1 1 d
O1 O 0.5122(3) 0.6863(3) 0.77257(15) 0.0356(5) Uani 1 1 d
O2 O 0.3680(4) 0.5665(3) 0.8745(2) 0.0674(9) Uani 1 1 d
C16 C 0.4748(3) 0.8494(3) 0.92833(18) 0.0269(6) Uani 1 1 d
C15 C 0.6361(3) 0.9136(3) 0.96833(19) 0.0269(6) Uani 1 1 d
C14 C 0.3385(3) 0.9377(3) 0.96215(18) 0.0268(5) Uani 1 1 d
C13 C 0.4476(4) 0.6843(3) 0.8530(2) 0.0324(6) Uani 1 1 d
C9 C 0.1048(4) 0.9027(4) 0.7058(2) 0.0320(6) Uani 1 1 d
N1 N -0.2694(3) 1.1051(3) 0.80442(19) 0.0351(6) Uani 1 1 d
C8 C -0.0591(3) 0.9282(3) 0.73450(19) 0.0277(6) Uani 1 1 d
N2 N -0.1740(3) 0.7927(3) 0.71687(17) 0.0320(5) Uani 1 1 d
H2 H -0.2730 0.8077 0.7362 0.080 Uiso 1 1 calc
C3 C -0.1065(4) 1.0902(4) 0.78347(19) 0.0299(6) Uani 1 1 d
C11 C 0.0186(4) 0.6095(4) 0.6392(2) 0.0415(7) Uani 1 1 d
H11 H 0.0422 0.5021 0.6063 0.080 Uiso 1 1 calc
C10 C 0.1397(4) 0.7403(4) 0.6566(2) 0.0389(7) Uani 1 1 d
H10 H 0.2464 0.7211 0.6356 0.080 Uiso 1 1 calc
C7 C 0.2279(4) 1.0438(4) 0.7301(2) 0.0405(7) Uani 1 1 d
H7 H 0.3374 1.0296 0.7124 0.080 Uiso 1 1 calc
C2 C 0.0195(4) 1.2239(4) 0.8067(2) 0.0350(6) Uani 1 1 d
C4 C -0.1915(5) 1.3946(4) 0.8819(3) 0.0483(8) Uani 1 1 d
H4 H -0.2252 1.4962 0.9171 0.080 Uiso 1 1 calc
C6 C 0.1865(4) 1.1964(4) 0.7783(2) 0.0418(7) Uani 1 1 d
H6 H 0.2683 1.2858 0.7934 0.080 Uiso 1 1 calc
C12 C -0.1396(4) 0.6390(4) 0.6713(2) 0.0378(7) Uani 1 1 d
H12 H -0.2221 0.5505 0.6608 0.080 Uiso 1 1 calc
C1 C -0.3078(4) 1.2549(4) 0.8524(2) 0.0411(7) Uani 1 1 d
H1 H -0.4189 1.2685 0.8675 0.080 Uiso 1 1 calc
C5 C -0.0284(5) 1.3808(4) 0.8588(3) 0.0454(8) Uani 1 1 d
H5 H 0.0498 1.4731 0.8770 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
C17 O3 H3 109.5 . .
F2 C20 C19 118.2(2) . .
F2 C20 C18 120.2(2) . .
C19 C20 C18 121.6(2) . .
F1 C19 C20 117.9(2) . .
F1 C19 C18 120.3(2) . 2_676
C20 C19 C18 121.8(2) . 2_676
C19 C18 C20 116.6(2) 2_676 .
C19 C18 C17 122.6(2) 2_676 .
C20 C18 C17 120.7(2) . .
O4 C17 O3 127.4(3) . .
O4 C17 C18 121.4(2) . .
O3 C17 C18 111.1(2) . .
C15 C16 C14 117.2(2) . .
C15 C16 C13 121.5(2) . .
C14 C16 C13 121.2(2) . .
F4 C15 C16 120.2(2) . .
F4 C15 C14 118.1(2) . 2_677
C16 C15 C14 121.7(2) . 2_677
F3 C14 C16 120.5(2) . .
F3 C14 C15 118.5(2) . 2_677
C16 C14 C15 121.1(2) . 2_677
O2 C13 O1 126.8(2) . .
O2 C13 C16 118.1(3) . .
O1 C13 C16 115.1(2) . .
C10 C9 C8 118.1(3) . .
C10 C9 C7 123.8(3) . .
C8 C9 C7 118.1(3) . .
C1 N1 C3 116.3(3) . .
N2 C8 C9 118.6(2) . .
N2 C8 C3 119.5(2) . .
C9 C8 C3 121.9(3) . .
C12 N2 C8 122.9(3) . .
C12 N2 H2 118.6 . .
C8 N2 H2 118.6 . .
N1 C3 C2 124.4(3) . .
N1 C3 C8 117.9(2) . .
C2 C3 C8 117.7(3) . .
C10 C11 C12 119.2(3) . .
C10 C11 H11 120.4 . .
C12 C11 H11 120.4 . .
C11 C10 C9 120.8(3) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C6 C7 C9 120.8(3) . .
C6 C7 H7 119.6 . .
C9 C7 H7 119.6 . .
C3 C2 C5 116.7(3) . .
C3 C2 C6 120.0(3) . .
C5 C2 C6 123.3(3) . .
C5 C4 C1 119.6(3) . .
C5 C4 H4 120.2 . .
C1 C4 H4 120.2 . .
C7 C6 C2 121.4(3) . .
C7 C6 H6 119.3 . .
C2 C6 H6 119.3 . .
N2 C12 C11 120.4(3) . .
N2 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
N1 C1 C4 124.0(3) . .
N1 C1 H1 118.0 . .
C4 C1 H1 118.0 . .
C4 C5 C2 118.9(3) . .
C4 C5 H5 120.6 . .
C2 C5 H5 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C19 1.345(3) .
F2 C20 1.339(3) .
O3 C17 1.290(3) .
O3 H3 0.8200 .
C20 C19 1.382(4) .
C20 C18 1.390(4) .
C19 C18 1.386(4) 2_676
C18 C19 1.386(4) 2_676
C18 C17 1.513(3) .
O4 C17 1.205(4) .
F3 C14 1.338(3) .
F4 C15 1.346(3) .
O1 C13 1.272(4) .
O2 C13 1.212(4) .
C16 C15 1.380(4) .
C16 C14 1.381(4) .
C16 C13 1.523(3) .
C15 C14 1.384(3) 2_677
C14 C15 1.384(3) 2_677
C9 C10 1.401(4) .
C9 C8 1.406(4) .
C9 C7 1.438(4) .
N1 C1 1.320(4) .
N1 C3 1.355(4) .
C8 N2 1.364(4) .
C8 C3 1.427(4) .
N2 C12 1.325(4) .
N2 H2 0.8600 .
C3 C2 1.410(4) .
C11 C10 1.368(5) .
C11 C12 1.385(5) .
C11 H11 0.9300 .
C10 H10 0.9300 .
C7 C6 1.347(5) .
C7 H7 0.9300 .
C2 C5 1.412(4) .
C2 C6 1.430(5) .
C4 C5 1.365(6) .
C4 C1 1.399(5) .
C4 H4 0.9300 .
C6 H6 0.9300 .
C12 H12 0.9300 .
C1 H1 0.9300 .
C5 H5 0.9300 .
