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#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/61/7206138.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_7206138
loop_
_publ_author_name
'García, Marcos D.'
'Martí-Rujas, Javier'
'Metrangolo, Pierangelo'
'Peinador, Carlos'
'Pilati, Tullio'
'Resnati, Giuseppe'
'Terraneo, Giancarlo'
'Ursini, Maurizio'
_publ_section_title
;
 Dimensional caging of polyiodides: cation-templated synthesis using
 bipyridinium salts
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              4411
_journal_paper_doi               10.1039/c0ce00860e
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C24 H14 F8 N2, 2+, 2(I3, 1-)'
_chemical_formula_sum            'C24 H14 F8 I6 N2'
_chemical_formula_weight         1243.77
_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                99.020(3)
_cell_angle_beta                 93.382(3)
_cell_angle_gamma                105.947(3)
_cell_formula_units_Z            1
_cell_length_a                   7.6088(5)
_cell_length_b                   7.6970(5)
_cell_length_c                   14.1513(9)
_cell_measurement_reflns_used    4970
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      24.11
_cell_measurement_theta_min      2.80
_cell_volume                     782.46(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, L.J. (1997) Jour. Appl. Cryst. 30, 565)
Mercury (Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E.,
Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006).
J. Appl. Cryst. 39, 453-457
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement
'SHELXL-97 (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122)'
_computing_structure_solution
;
SIR2002 (Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003).
J. Appl. Cryst. 36, 1103.)
;
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker APEX-II CCD area detector'
_diffrn_measurement_method       'φ and ω 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  0.0946
_diffrn_reflns_av_sigmaI/netI    0.0652
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17264
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.47
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    6.021
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lamina
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.975
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.866
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3776
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.866
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ^2^(Fo^2^)+(0.0333P)^2] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0814
_reflns_number_gt                1934
_reflns_number_total             3776
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c0ce00860e.txt
_cod_data_source_block           mg11
_cod_database_code               7206138
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.31581(4) 0.69843(5) 0.02434(3) 0.05758(12) Uani 1 1 d . . .
I1 I 0.41453(5) 0.91083(5) 0.21833(3) 0.07405(15) Uani 1 1 d . . .
I3 I 0.21751(6) 0.47090(6) -0.16626(3) 0.07716(15) Uani 1 1 d . . .
N1 N 0.1392(6) 0.2920(5) 0.2236(3) 0.0511(10) Uani 1 1 d . . .
C1 C 0.2459(7) 0.3096(7) 0.1525(4) 0.0603(14) Uani 1 1 d . . .
H1 H 0.3579 0.4009 0.1627 0.072 Uiso 1 1 calc R . .
C2 C 0.1953(6) 0.1981(7) 0.0663(4) 0.0587(14) Uani 1 1 d . . .
H2 H 0.2728 0.2141 0.0179 0.070 Uiso 1 1 calc R . .
C3 C 0.0304(6) 0.0601(6) 0.0481(3) 0.0387(10) Uani 1 1 d . . .
C4 C -0.0773(7) 0.0456(7) 0.1224(4) 0.0624(14) Uani 1 1 d . . .
H4 H -0.1905 -0.0438 0.1132 0.075 Uiso 1 1 calc R . .
C5 C -0.0217(7) 0.1608(7) 0.2106(4) 0.0669(15) Uani 1 1 d . . .
H5 H -0.0956 0.1472 0.2606 0.080 Uiso 1 1 calc R . .
C6 C 0.1902(7) 0.4245(6) 0.3166(4) 0.0607(14) Uani 1 1 d . . .
H6A H 0.3026 0.5188 0.3124 0.073 Uiso 1 1 calc R . .
H6B H 0.0941 0.4839 0.3272 0.073 Uiso 1 1 calc R . .
C7 C 0.2172(7) 0.3361(6) 0.3997(3) 0.0491(12) Uani 1 1 d . . .
C8 C 0.3834(7) 0.3030(6) 0.4229(4) 0.0514(12) Uani 1 1 d . . .
C9 C 0.4123(7) 0.2312(6) 0.5032(4) 0.0530(13) Uani 1 1 d . . .
C10 C 0.2797(7) 0.1883(7) 0.5641(4) 0.0610(14) Uani 1 1 d . . .
H10 H 0.3006 0.1397 0.6184 0.073 Uiso 1 1 calc R . .
C11 C 0.1139(7) 0.2205(7) 0.5414(4) 0.0600(14) Uani 1 1 d . . .
C12 C 0.0842(7) 0.2907(6) 0.4610(4) 0.0555(14) Uani 1 1 d . . .
F1 F 0.5209(4) 0.3494(4) 0.3684(2) 0.0717(8) Uani 1 1 d . . .
F2 F 0.5771(4) 0.2063(4) 0.5244(2) 0.0821(10) Uani 1 1 d . . .
F3 F -0.0200(4) 0.1824(5) 0.5992(2) 0.0913(11) Uani 1 1 d . . .
F4 F -0.0798(4) 0.3175(4) 0.4408(2) 0.0837(10) 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_geom_angle_publ_flag
I1 I2 I3 177.369(15) . . ?
C1 N1 C5 120.2(4) . . ?
C1 N1 C6 121.0(4) . . ?
C5 N1 C6 118.7(5) . . ?
N1 C1 C2 121.3(5) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 C2 C3 121.3(5) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C4 C3 C2 116.1(4) . . ?
C4 C3 C3 121.9(5) . 2 ?
C2 C3 C3 121.9(5) . 2 ?
C3 C4 C5 121.5(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
N1 C5 C4 119.5(5) . . ?
N1 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C7 C6 N1 112.9(4) . . ?
C7 C6 H6A 109.0 . . ?
N1 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
N1 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C12 C7 C8 116.3(4) . . ?
C12 C7 C6 122.5(5) . . ?
C8 C7 C6 121.1(5) . . ?
F1 C8 C9 119.2(5) . . ?
F1 C8 C7 119.5(5) . . ?
C9 C8 C7 121.2(5) . . ?
F2 C9 C10 118.8(5) . . ?
F2 C9 C8 119.2(5) . . ?
C10 C9 C8 122.0(5) . . ?
C9 C10 C11 117.1(5) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 H10 121.4 . . ?
F3 C11 C12 119.5(5) . . ?
F3 C11 C10 119.5(5) . . ?
C12 C11 C10 120.9(5) . . ?
F4 C12 C11 119.1(5) . . ?
F4 C12 C7 118.5(5) . . ?
C11 C12 C7 122.4(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 I1 2.9065(6) . ?
I2 I3 2.9090(6) . ?
N1 C1 1.329(6) . ?
N1 C5 1.338(6) . ?
N1 C6 1.492(6) . ?
C1 C2 1.345(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(7) . ?
C3 C3 1.489(9) 2 ?
C4 C5 1.381(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.479(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C12 1.379(7) . ?
C7 C8 1.388(6) . ?
C8 F1 1.339(5) . ?
C8 C9 1.371(7) . ?
C9 F2 1.343(5) . ?
C9 C10 1.371(7) . ?
C10 C11 1.380(7) . ?
C10 H10 0.9300 . ?
C11 F3 1.343(6) . ?
C11 C12 1.367(7) . ?
C12 F4 1.342(5) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 0.5(7) . . . . ?
C6 N1 C1 C2 -175.6(4) . . . . ?
N1 C1 C2 C3 -0.2(8) . . . . ?
C1 C2 C3 C4 0.6(7) . . . . ?
C1 C2 C3 C3 177.8(5) . . . 2 ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C3 C4 C5 -178.3(5) 2 . . . ?
C1 N1 C5 C4 -1.0(7) . . . . ?
C6 N1 C5 C4 175.2(5) . . . . ?
C3 C4 C5 N1 1.3(8) . . . . ?
C1 N1 C6 C7 -118.7(5) . . . . ?
C5 N1 C6 C7 65.2(6) . . . . ?
N1 C6 C7 C12 -100.0(6) . . . . ?
N1 C6 C7 C8 83.5(6) . . . . ?
C12 C7 C8 F1 -177.8(4) . . . . ?
C6 C7 C8 F1 -1.0(7) . . . . ?
C12 C7 C8 C9 -0.7(7) . . . . ?
C6 C7 C8 C9 176.0(4) . . . . ?
F1 C8 C9 F2 -1.1(7) . . . . ?
C7 C8 C9 F2 -178.1(4) . . . . ?
F1 C8 C9 C10 177.2(4) . . . . ?
C7 C8 C9 C10 0.1(7) . . . . ?
F2 C9 C10 C11 178.3(4) . . . . ?
C8 C9 C10 C11 0.0(8) . . . . ?
C9 C10 C11 F3 -179.4(4) . . . . ?
C9 C10 C11 C12 0.6(8) . . . . ?
F3 C11 C12 F4 -0.9(7) . . . . ?
C10 C11 C12 F4 179.1(4) . . . . ?
F3 C11 C12 C7 178.7(4) . . . . ?
C10 C11 C12 C7 -1.3(8) . . . . ?
C8 C7 C12 F4 -179.0(4) . . . . ?
C6 C7 C12 F4 4.2(7) . . . . ?
C8 C7 C12 C11 1.3(7) . . . . ?
C6 C7 C12 C11 -175.4(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195902
