#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/14/2201425.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2201425
loop_
_publ_author_name
'Álvarez-Rúa, Carmen'
'García-Granda, Santiago'
'Ballesteros, Alfredo'
'Francisco González-Bobes'
'González, José M.'
_publ_section_title
;
 Bis(pyridine)iodonium(I) tetrafluoroborate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1381
_journal_page_last               o1383
_journal_paper_doi               10.1107/S1600536802020639
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C10 H10 I N2 1+, B F4 1-'
_chemical_formula_moiety         'C10 H10 I N2 1+, B F4 1-'
_chemical_formula_sum            'C10 H10 B F4 I N2'
_chemical_formula_weight         371.91
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 115.1760(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.1840(4)
_cell_length_b                   15.7830(4)
_cell_length_c                   14.8550(3)
_cell_measurement_reflns_used    5040
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      70.0
_cell_measurement_theta_min      2.0
_cell_volume                     2585.25(12)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2000)'
_computing_data_reduction
;
HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK
;
_computing_molecular_graphics    'PLATON (Spek, 2001)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9437
_diffrn_reflns_theta_full        69.80
_diffrn_reflns_theta_max         69.80
_diffrn_reflns_theta_min         4.32
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    19.800
_exptl_absorpt_correction_T_max  0.673
_exptl_absorpt_correction_T_min  0.416
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(XABS2 (Parkin et al., 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.911
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.970
_refine_diff_density_min         -1.354
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0731P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1414
_reflns_number_gt                3369
_reflns_number_total             4821
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cm6022.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2201425
_cod_database_fobs_code          2201425
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
I1 0.48947(3) 0.746188(15) 0.99242(2) 0.02600(16) Uani d . 1 . . I
N11 0.3524(3) 0.8515(2) 0.9311(2) 0.0297(8) Uani d . 1 . . N
C111 0.2506(4) 0.8382(3) 0.8464(3) 0.0350(10) Uani d . 1 . . C
H111 0.2378 0.7844 0.8150 0.042 Uiso calc R 1 . . H
C112 0.1662(4) 0.9005(3) 0.8052(3) 0.0342(10) Uani d . 1 . . C
H112 0.0955 0.8905 0.7455 0.041 Uiso calc R 1 . . H
C113 0.1858(4) 0.9788(3) 0.8522(4) 0.0372(12) Uani d . 1 . . C
H113 0.1287 1.0233 0.8247 0.045 Uiso calc R 1 . . H
C114 0.2879(5) 0.9913(3) 0.9385(4) 0.0372(14) Uani d . 1 . . C
H114 0.3020 1.0443 0.9718 0.045 Uiso calc R 1 . . H
C115 0.3694(4) 0.9267(2) 0.9763(3) 0.0323(10) Uani d . 1 . . C
H115 0.4400 0.9355 1.0363 0.039 Uiso calc R 1 . . H
N12 0.6210(3) 0.6369(2) 1.0501(2) 0.0282(8) Uani d . 1 . . N
C121 0.7132(4) 0.6395(3) 1.1410(3) 0.0366(11) Uani d . 1 . . C
H121 0.7255 0.6888 1.1807 0.044 Uiso calc R 1 . . H
C122 0.7903(4) 0.5713(3) 1.1773(3) 0.0406(11) Uani d . 1 . . C
H122 0.8554 0.5739 1.2418 0.049 Uiso calc R 1 . . H
C123 0.7733(5) 0.5002(3) 1.1207(4) 0.0393(14) Uani d . 1 . . C
H123 0.8256 0.4527 1.1453 0.047 Uiso calc R 1 . . H
C124 0.6780(5) 0.4986(3) 1.0263(5) 0.0427(14) Uani d . 1 . . C
H124 0.6646 0.4499 0.9853 0.051 Uiso calc R 1 . . H
C125 0.6033(4) 0.5679(3) 0.9929(3) 0.0338(10) Uani d . 1 . . C
H125 0.5382 0.5669 0.9283 0.041 Uiso calc R 1 . . H
I2 0.0000 1.0000 0.0000 0.02495(17) Uani d S 1 . . I
N21 0.1203(3) 0.8844(2) 0.0503(2) 0.0284(8) Uani d . 1 . . N
C211 0.0888(4) 0.8147(2) -0.0061(3) 0.0344(10) Uani d . 1 . . C
H211 0.0168 0.8149 -0.0664 0.041 Uiso calc R 1 . . H
C212 0.1590(5) 0.7426(3) 0.0215(4) 0.0418(13) Uani d . 1 . . C
H212 0.1364 0.6936 -0.0195 0.050 Uiso calc R 1 . . H
C213 0.2638(6) 0.7425(3) 0.1109(5) 0.0400(14) Uani d . 1 . . C
H213 0.3130 0.6933 0.1324 0.048 Uiso calc R 1 . . H
C214 0.2941(4) 0.8154(3) 0.1671(4) 0.0408(11) Uani d . 1 . . C
H214 0.3655 0.8174 0.2278 0.049 Uiso calc R 1 . . H
C215 0.2203(4) 0.8852(3) 0.1349(3) 0.0323(10) Uani d . 1 . . C
H215 0.2413 0.9352 0.1741 0.039 Uiso calc R 1 . . H
I3 1.0000 0.5000 1.0000 0.02676(17) Uani d S 1 . . I
N31 0.8531(3) 0.5978(2) 0.9268(2) 0.0271(8) Uani d . 1 . . N
C311 0.7616(4) 0.5817(2) 0.8372(3) 0.0330(10) Uani d . 1 . . C
H311 0.7583 0.5282 0.8069 0.040 Uiso calc R 1 . . H
C312 0.6733(4) 0.6406(3) 0.7886(3) 0.0359(10) Uani d . 1 . . C
H312 0.6096 0.6281 0.7254 0.043 Uiso calc R 1 . . H
C313 0.6784(4) 0.7187(3) 0.8330(3) 0.0359(11) Uani d . 1 . . C
H313 0.6189 0.7608 0.8007 0.043 Uiso calc R 1 . . H
C314 0.7720(5) 0.7339(3) 0.9257(4) 0.0316(11) Uani d . 1 . . C
H314 0.7767 0.7865 0.9580 0.038 Uiso calc R 1 . . H
C315 0.8578(4) 0.6730(2) 0.9704(3) 0.0288(9) Uani d . 1 . . C
H315 0.9220 0.6842 1.0338 0.035 Uiso calc R 1 . . H
B1 0.4621(5) 0.0538(3) 0.2261(4) 0.0306(11) Uani d . 1 . . B
F11 0.5145(3) 0.11642(19) 0.2961(2) 0.0702(9) Uani d . 1 . . F
F12 0.4461(3) -0.01702(19) 0.2743(2) 0.0544(8) Uani d . 1 . . F
F13 0.5358(3) 0.0324(2) 0.1810(2) 0.0578(8) Uani d . 1 . . F
F14 0.3494(2) 0.08063(15) 0.15621(19) 0.0484(7) Uani d . 1 . . F
B2 0.9565(4) 0.7012(3) 0.7202(4) 0.0319(11) Uani d . 1 . . B
F21 0.9342(3) 0.75717(19) 0.7808(2) 0.0602(10) Uani d . 1 . . F
F22 1.0299(3) 0.73925(19) 0.6826(2) 0.0564(9) Uani d . 1 . . F
F23 0.8474(2) 0.67767(15) 0.64236(19) 0.0494(7) Uani d . 1 . . F
F24 1.0139(3) 0.6311(2) 0.7756(3) 0.0896(13) Uani d . 1 . . F
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 I1 N12 . . 177.66(12) yes
C115 N11 C111 . . 119.2(4) ?
C115 N11 I1 . . 121.5(3) ?
C111 N11 I1 . . 119.3(3) ?
N11 C111 C112 . . 121.5(4) ?
N11 C111 H111 . . 119.2 ?
C112 C111 H111 . . 119.2 ?
C111 C112 C113 . . 118.6(4) ?
C111 C112 H112 . . 120.7 ?
C113 C112 H112 . . 120.7 ?
C114 C113 C112 . . 119.5(4) ?
C114 C113 H113 . . 120.2 ?
C112 C113 H113 . . 120.2 ?
C115 C114 C113 . . 119.3(4) ?
C115 C114 H114 . . 120.3 ?
C113 C114 H114 . . 120.3 ?
N11 C115 C114 . . 121.8(4) ?
N11 C115 H115 . . 119.1 ?
C114 C115 H115 . . 119.1 ?
C125 N12 C121 . . 120.2(4) ?
C125 N12 I1 . . 118.9(3) ?
C121 N12 I1 . . 120.9(3) ?
N12 C121 C122 . . 120.7(4) ?
N12 C121 H121 . . 119.7 ?
C122 C121 H121 . . 119.7 ?
C123 C122 C121 . . 120.1(5) ?
C123 C122 H122 . . 120.0 ?
C121 C122 H122 . . 120.0 ?
C122 C123 C124 . . 118.7(4) ?
C122 C123 H123 . . 120.7 ?
C124 C123 H123 . . 120.7 ?
C125 C124 C123 . . 119.4(5) ?
C125 C124 H124 . . 120.3 ?
C123 C124 H124 . . 120.3 ?
N12 C125 C124 . . 121.0(4) ?
N12 C125 H125 . . 119.5 ?
C124 C125 H125 . . 119.5 ?
N21 I2 N21 3_575 . 180.0 yes
C215 N21 C211 . . 120.3(4) ?
C215 N21 I2 . . 120.7(3) ?
C211 N21 I2 . . 119.0(3) ?
N21 C211 C212 . . 121.1(4) ?
N21 C211 H211 . . 119.4 ?
C212 C211 H211 . . 119.4 ?
C211 C212 C213 . . 119.1(5) ?
C211 C212 H212 . . 120.5 ?
C213 C212 H212 . . 120.5 ?
C214 C213 C212 . . 118.5(4) ?
C214 C213 H213 . . 120.8 ?
C212 C213 H213 . . 120.8 ?
C215 C214 C213 . . 119.4(5) ?
C215 C214 H214 . . 120.3 ?
C213 C214 H214 . . 120.3 ?
N21 C215 C214 . . 121.6(4) ?
N21 C215 H215 . . 119.2 ?
C214 C215 H215 . . 119.2 ?
N31 I3 N31 . 3_767 180.0 yes
C315 N31 C311 . . 119.4(3) ?
C315 N31 I3 . . 120.6(3) ?
C311 N31 I3 . . 119.9(3) ?
N31 C311 C312 . . 121.7(4) ?
N31 C311 H311 . . 119.1 ?
C312 C311 H311 . . 119.1 ?
C311 C312 C313 . . 119.0(4) ?
C311 C312 H312 . . 120.5 ?
C313 C312 H312 . . 120.5 ?
C314 C313 C312 . . 118.6(4) ?
C314 C313 H313 . . 120.7 ?
C312 C313 H313 . . 120.7 ?
C315 C314 C313 . . 119.9(4) ?
C315 C314 H314 . . 120.1 ?
C313 C314 H314 . . 120.1 ?
N31 C315 C314 . . 121.4(4) ?
N31 C315 H315 . . 119.3 ?
C314 C315 H315 . . 119.3 ?
F13 B1 F11 . . 110.9(4) ?
F13 B1 F12 . . 108.6(4) ?
F11 B1 F12 . . 108.1(4) ?
F13 B1 F14 . . 110.8(4) ?
F11 B1 F14 . . 109.8(4) ?
F12 B1 F14 . . 108.7(4) ?
F21 B2 F22 . . 109.3(4) ?
F21 B2 F24 . . 108.5(4) ?
F22 B2 F24 . . 109.9(4) ?
F21 B2 F23 . . 109.4(4) ?
F22 B2 F23 . . 109.6(4) ?
F24 B2 F23 . . 110.2(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
I1 N11 . 2.255(3) yes
I1 N12 . 2.261(3) yes
N11 C115 . 1.336(5) ?
N11 C111 . 1.355(6) ?
C111 C112 . 1.365(6) ?
C111 H111 . 0.9500 ?
C112 C113 . 1.389(6) ?
C112 H112 . 0.9500 ?
C113 C114 . 1.369(7) ?
C113 H113 . 0.9500 ?
C114 C115 . 1.365(6) ?
C114 H114 . 0.9500 ?
C115 H115 . 0.9500 ?
N12 C125 . 1.340(5) ?
N12 C121 . 1.341(5) ?
C121 C122 . 1.378(6) ?
C121 H121 . 0.9500 ?
C122 C123 . 1.365(7) ?
C122 H122 . 0.9500 ?
C123 C124 . 1.388(8) ?
C123 H123 . 0.9500 ?
C124 C125 . 1.374(6) ?
C124 H124 . 0.9500 ?
C125 H125 . 0.9500 ?
I2 N21 3_575 2.260(3) yes
I2 N21 . 2.260(3) yes
N21 C215 . 1.327(5) ?
N21 C211 . 1.337(5) ?
C211 C212 . 1.376(6) ?
C211 H211 . 0.9500 ?
C212 C213 . 1.397(9) ?
C212 H212 . 0.9500 ?
C213 C214 . 1.377(7) ?
C213 H213 . 0.9500 ?
C214 C215 . 1.373(6) ?
C214 H214 . 0.9500 ?
C215 H215 . 0.9500 ?
I3 N31 . 2.261(3) yes
I3 N31 3_767 2.261(3) yes
N31 C315 . 1.342(5) ?
N31 C311 . 1.348(5) ?
C311 C312 . 1.372(6) ?
C311 H311 . 0.9500 ?
C312 C313 . 1.387(6) ?
C312 H312 . 0.9500 ?
C313 C314 . 1.384(7) ?
C313 H313 . 0.9500 ?
C314 C315 . 1.365(6) ?
C314 H314 . 0.9500 ?
C315 H315 . 0.9500 ?
B1 F13 . 1.372(5) ?
B1 F11 . 1.379(5) ?
B1 F12 . 1.385(5) ?
B1 F14 . 1.389(5) ?
B2 F21 . 1.369(6) ?
B2 F22 . 1.378(6) ?
B2 F24 . 1.378(5) ?
B2 F23 . 1.390(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_publ_flag
C115 N11 C111 C112 1.2(6) ?
I1 N11 C111 C112 -178.6(3) ?
N11 C111 C112 C113 -0.4(6) ?
C111 C112 C113 C114 -0.5(7) ?
C112 C113 C114 C115 0.6(8) ?
C111 N11 C115 C114 -1.1(6) ?
I1 N11 C115 C114 178.7(4) yes
C113 C114 C115 N11 0.2(7) ?
C125 N12 C121 C122 -0.6(6) ?
I1 N12 C121 C122 177.5(3) ?
N12 C121 C122 C123 0.0(7) ?
C121 C122 C123 C124 0.5(7) ?
C122 C123 C124 C125 -0.5(8) ?
C121 N12 C125 C124 0.7(6) ?
I1 N12 C125 C124 -177.4(3) yes
C123 C124 C125 N12 -0.1(7) ?
C215 N21 C211 C212 -0.2(6) ?
I2 N21 C211 C212 -179.8(3) ?
N21 C211 C212 C213 0.8(7) ?
C211 C212 C213 C214 -1.2(7) ?
C212 C213 C214 C215 0.9(7) ?
C211 N21 C215 C214 -0.1(6) ?
I2 N21 C215 C214 179.5(3) yes
C213 C214 C215 N21 -0.3(7) ?
C315 N31 C311 C312 0.6(6) ?
I3 N31 C311 C312 -177.5(3) ?
N31 C311 C312 C313 0.0(6) ?
C311 C312 C313 C314 -0.7(6) ?
C312 C313 C314 C315 1.0(7) ?
C311 N31 C315 C314 -0.3(6) ?
I3 N31 C315 C314 177.7(3) yes
C313 C314 C315 N31 -0.5(7) ?
