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#$Date: 2016-03-26 17:24:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180392 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/61/7206139.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_7206139
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         'C26 H16 F8 N2 2+, I4 2-'
_chemical_formula_sum            'C26 H16 F8 I4 N2'
_chemical_formula_weight         1016.01
_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                 92.106(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   39.119(5)
_cell_length_b                   6.1713(8)
_cell_length_c                   12.324(2)
_cell_measurement_reflns_used    5567
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      3.13
_cell_volume                     2973.2(7)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       55
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18758
_diffrn_reflns_theta_full        30.57
_diffrn_reflns_theta_max         30.57
_diffrn_reflns_theta_min         2.08
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    4.262
_exptl_absorpt_correction_T_max  0.4682
_exptl_absorpt_correction_T_min  0.3493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    2.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       table
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.091
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         4542
_refine_ls_number_restraints     100
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0282P)²+6.6793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0688
_refine_ls_wR_factor_ref         0.0798
_reflns_number_gt                3139
_reflns_number_total             4542
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c0ce00860e.txt
_cod_data_source_block           mg17
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7206139
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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.535728(7) 0.14179(4) 0.268135(19) 0.05933(9) Uani 1 1 d . . .
I2 I 0.618384(6) 0.13435(4) 0.308315(19) 0.05254(8) Uani 1 1 d . . .
F1 F 0.67724(7) 0.6368(4) 0.3791(2) 0.0779(7) Uani 1 1 d . . .
F2 F 0.71835(7) 0.3881(5) 0.2641(2) 0.0946(10) Uani 1 1 d . . .
F3 F 0.72241(7) -0.1235(4) 0.5466(3) 0.0875(8) Uani 1 1 d . . .
F4 F 0.68217(7) 0.1258(4) 0.6617(2) 0.0839(8) Uani 1 1 d . . .
C1 C 0.68830(9) 0.4496(6) 0.4219(3) 0.0516(8) Uani 1 1 d . . .
C2 C 0.70933(9) 0.3195(8) 0.3630(3) 0.0592(10) Uani 1 1 d . . .
C3 C 0.72091(9) 0.1259(7) 0.4025(3) 0.0620(11) Uani 1 1 d . . .
H3 H 0.7350 0.0384 0.3621 0.074 Uiso 1 1 calc R . .
C4 C 0.71124(9) 0.0641(6) 0.5027(3) 0.0570(9) Uani 1 1 d . . .
C5 C 0.69041(8) 0.1931(6) 0.5625(3) 0.0510(8) Uani 1 1 d . . .
C6 C 0.67792(8) 0.3880(6) 0.5231(3) 0.0455(7) Uani 1 1 d . . .
C7 C 0.65528(9) 0.5286(8) 0.5899(3) 0.0633(11) Uani 1 1 d . A .
H7A H 0.6586 0.4891 0.6657 0.076 Uiso 1 1 calc R . .
H7B H 0.6623 0.6784 0.5824 0.076 Uiso 1 1 calc R . .
N1 N 0.61838(6) 0.5111(4) 0.55902(18) 0.0420(6) Uani 1 1 d DU . .
C8A C 0.5972(2) 0.3532(11) 0.5916(5) 0.0503(15) Uani 0.50 1 d PDU A -1
H8A H 0.6063 0.2379 0.6317 0.060 Uiso 0.50 1 calc PR A -1
C9A C 0.5629(2) 0.3565(13) 0.5681(5) 0.051(2) Uani 0.50 1 d PDU A -1
H9A H 0.5489 0.2466 0.5924 0.061 Uiso 0.50 1 calc PR A -1
C10A C 0.54953(18) 0.5246(11) 0.5079(4) 0.045(2) Uani 0.50 1 d PDU A -1
C11A C 0.5718(2) 0.6788(15) 0.4745(8) 0.056(2) Uani 0.50 1 d PDU A -1
H11A H 0.5630 0.7929 0.4327 0.067 Uiso 0.50 1 calc PR A -1
C12A C 0.6060(2) 0.6760(12) 0.4985(6) 0.0531(17) Uani 0.50 1 d PDU A -1
H12A H 0.6203 0.7845 0.4739 0.064 Uiso 0.50 1 calc PR A -1
C13A C 0.51292(13) 0.5518(11) 0.4773(5) 0.0547(17) Uani 0.50 1 d PDU A -1
H13A H 0.5062(6) 0.674(2) 0.4336(10) 0.066 Uiso 0.50 1 d PD B -1
C8B C 0.3977(2) 0.6424(11) 0.3839(6) 0.0503(15) Uani 0.50 1 d PDU . -1
H8B H 0.3855 0.7329 0.3361 0.060 Uiso 0.50 1 calc PR . -1
C9B C 0.4322(2) 0.6611(13) 0.3981(6) 0.056(2) Uani 0.50 1 d PDU A -1
H9B H 0.4433 0.7656 0.3578 0.067 Uiso 0.50 1 calc PR A -1
C10B C 0.45172(19) 0.5360(12) 0.4677(5) 0.048(2) Uani 0.50 1 d PDU A -1
C11B C 0.4346(3) 0.3828(16) 0.5267(9) 0.0531(17) Uani 0.50 1 d PDU A -1
H11B H 0.4468 0.2946 0.5756 0.064 Uiso 0.50 1 calc PR A -1
C12B C 0.39999(12) 0.3601(7) 0.5137(4) 0.052(3) Uani 0.50 1 d PD . -1
H12B H 0.3887 0.2569 0.5541 0.062 Uiso 0.50 1 calc PR . -1
C13B C 0.48917(12) 0.5702(7) 0.4747(4) 0.0500(16) Uani 0.50 1 d PRD A -1
H13B H 0.4985 0.6832 0.4313 0.060 Uiso 0.50 1 d PRD . -1
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
F1 C1 C2 119.2(4) . . ?
F1 C1 C6 119.6(3) . . ?
C2 C1 C6 121.2(4) . . ?
F2 C2 C3 120.3(4) . . ?
F2 C2 C1 118.3(4) . . ?
C3 C2 C1 121.4(4) . . ?
C4 C3 C2 118.1(4) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
F3 C4 C3 120.7(4) . . ?
F3 C4 C5 118.3(4) . . ?
C3 C4 C5 121.0(4) . . ?
F4 C5 C4 118.5(4) . . ?
F4 C5 C6 119.8(3) . . ?
C4 C5 C6 121.7(3) . . ?
C1 C6 C5 116.5(3) . . ?
C1 C6 C7 122.3(4) . . ?
C5 C6 C7 121.1(3) . . ?
N1 C7 C6 113.8(3) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C12A N1 C8B 131.0(7) . 5_666 ?
C12A N1 C8A 119.9(7) . . ?
C8B N1 C8A 15.2(6) 5_666 . ?
C12A N1 C12B 14.8(6) . 5_666 ?
C8B N1 C12B 120.1(5) 5_666 5_666 ?
C8A N1 C12B 107.3(5) . 5_666 ?
C12A N1 C7 114.6(5) . . ?
C8B N1 C7 112.7(5) 5_666 . ?
C8A N1 C7 125.4(5) . . ?
C12B N1 C7 127.1(4) 5_666 . ?
N1 C8A C9A 122.5(8) . . ?
N1 C8A H8A 118.8 . . ?
C9A C8A H8A 118.8 . . ?
C8A C9A C10A 118.8(9) . . ?
C8A C9A H9A 120.6 . . ?
C10A C9A H9A 120.6 . . ?
C11A C10A C9A 117.2(8) . . ?
C11A C10A C13A 117.9(6) . . ?
C9A C10A C13A 124.9(7) . . ?
C12A C11A C10A 124.0(10) . . ?
C12A C11A H11A 118.0 . . ?
C10A C11A H11A 118.0 . . ?
N1 C12A C11A 117.6(9) . . ?
N1 C12A H12A 121.2 . . ?
C11A C12A H12A 121.2 . . ?
C13B C13A C10A 167.2(6) . . ?
C13B C13A H13A 68.5(14) . . ?
C10A C13A H13A 118.4(15) . . ?
C13B C13A H13B 54.4 . . ?
C10A C13A H13B 132.2 . . ?
H13A C13A H13B 14.1 . . ?
N1 C8B C9B 118.2(8) 5_666 . ?
N1 C8B H8B 120.9 5_666 . ?
C9B C8B H8B 120.9 . . ?
C8B C9B C10B 124.1(9) . . ?
C8B C9B H9B 117.9 . . ?
C10B C9B H9B 117.9 . . ?
C9B C10B C11B 116.7(8) . . ?
C9B C10B C13B 119.0(7) . . ?
C11B C10B C13B 124.4(8) . . ?
C12B C11B C10B 120.4(9) . . ?
C12B C11B H11B 119.8 . . ?
C10B C11B H11B 119.8 . . ?
C11B C12B N1 120.5(6) . 5_666 ?
C11B C12B H12B 119.7 . . ?
N1 C12B H12B 119.7 5_666 . ?
C13A C13B C10B 164.7(6) . . ?
C13A C13B H13A 56.7(10) . . ?
C10B C13B H13A 133.9(11) . . ?
C13A C13B H13B 73.1 . . ?
C10B C13B H13B 117.9 . . ?
H13A C13B H13B 16.4 . . ?
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
I1 I1 2.8145(7) 2_655 ?
F1 C1 1.336(4) . ?
F2 C2 1.349(4) . ?
F3 C4 1.344(5) . ?
F4 C5 1.341(4) . ?
C1 C2 1.375(5) . ?
C1 C6 1.379(5) . ?
C2 C3 1.361(6) . ?
C3 C4 1.359(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(5) . ?
C5 C6 1.380(5) . ?
C6 C7 1.507(5) . ?
C7 N1 1.483(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N1 C12A 1.342(4) . ?
N1 C8B 1.350(4) 5_666 ?
N1 C8A 1.351(4) . ?
N1 C12B 1.379(3) 5_666 ?
C8A C9A 1.360(5) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.368(5) . ?
C9A H9A 0.9300 . ?
C10A C11A 1.364(5) . ?
C10A C13A 1.477(7) . ?
C11A C12A 1.359(5) . ?
C11A H11A 0.9300 . ?
C12A H12A 0.9300 . ?
C13A C13B 0.935(6) . ?
C13A H13A 0.958(14) . ?
C13A H13B 1.1284 . ?
C8B N1 1.350(4) 5_666 ?
C8B C9B 1.360(5) . ?
C8B H8B 0.9300 . ?
C9B C10B 1.365(5) . ?
C9B H9B 0.9300 . ?
C10B C11B 1.380(12) . ?
C10B C13B 1.480(7) . ?
C11B C12B 1.366(12) . ?
C11B H11B 0.9300 . ?
C12B N1 1.379(3) 5_666 ?
C12B H12B 0.9300 . ?
C13B H13A 1.07(2) . ?
C13B H13B 0.9587 . ?
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
F1 C1 C2 F2 0.8(5) . . . . ?
C6 C1 C2 F2 179.4(3) . . . . ?
F1 C1 C2 C3 -179.1(3) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
F2 C2 C3 C4 179.7(3) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C2 C3 C4 F3 -178.8(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
F3 C4 C5 F4 -0.1(5) . . . . ?
C3 C4 C5 F4 -178.8(3) . . . . ?
F3 C4 C5 C6 180.0(3) . . . . ?
C3 C4 C5 C6 1.3(5) . . . . ?
F1 C1 C6 C5 -179.8(3) . . . . ?
C2 C1 C6 C5 1.6(5) . . . . ?
F1 C1 C6 C7 -2.2(5) . . . . ?
C2 C1 C6 C7 179.2(3) . . . . ?
F4 C5 C6 C1 178.1(3) . . . . ?
C4 C5 C6 C1 -2.0(5) . . . . ?
F4 C5 C6 C7 0.5(5) . . . . ?
C4 C5 C6 C7 -179.6(3) . . . . ?
C1 C6 C7 N1 81.7(4) . . . . ?
C5 C6 C7 N1 -100.8(4) . . . . ?
C6 C7 N1 C12A -102.0(5) . . . . ?
C6 C7 N1 C8B 91.3(5) . . . 5_666 ?
C6 C7 N1 C8A 81.8(5) . . . . ?
C6 C7 N1 C12B -92.8(5) . . . 5_666 ?
C12A N1 C8A C9A -1.9(6) . . . . ?
C8B N1 C8A C9A 138(3) 5_666 . . . ?
C12B N1 C8A C9A -10.4(5) 5_666 . . . ?
C7 N1 C8A C9A 174.2(3) . . . . ?
N1 C8A C9A C10A 0.9(3) . . . . ?
C8A C9A C10A C11A 0.5(3) . . . . ?
C8A C9A C10A C13A -179.1(3) . . . . ?
C9A C10A C11A C12A -0.8(6) . . . . ?
C13A C10A C11A C12A 178.8(5) . . . . ?
C8B N1 C12A C11A -11.4(9) 5_666 . . . ?
C8A N1 C12A C11A 1.5(7) . . . . ?
C12B N1 C12A C11A 34.9(19) 5_666 . . . ?
C7 N1 C12A C11A -175.0(5) . . . . ?
C10A C11A C12A N1 -0.2(8) . . . . ?
C11A C10A C13A C13B -118(3) . . . . ?
C9A C10A C13A C13B 61(3) . . . . ?
N1 C8B C9B C10B -0.9(3) 5_666 . . . ?
C8B C9B C10B C11B -0.3(2) . . . . ?
C8B C9B C10B C13B 179.2(2) . . . . ?
C9B C10B C11B C12B 0.6(6) . . . . ?
C13B C10B C11B C12B -178.9(6) . . . . ?
C10B C11B C12B N1 0.3(9) . . . 5_666 ?
C10A C13A C13B C10B -96(4) . . . . ?
C9B C10B C13B C13A -132(2) . . . . ?
C11B C10B C13B C13A 48(2) . . . . ?
