#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/82/7128222.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_7128222
loop_
_publ_author_name
'Ward, Jas S.'
'Frontera, Antonio'
'Rissanen, Kari'
_publ_section_title
;
 Nucleophilic iodonium interactions (NIIs) in 2-coordinate iodine(I) and
 silver(I) complexes.
;
_journal_issue                   41
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5094
_journal_page_last               5097
_journal_paper_doi               10.1039/d1cc01505b
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C14 H18 I N2, F6 P'
_chemical_formula_sum            'C14 H18 F6 I N2 P'
_chemical_formula_weight         486.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-02-24 deposited with the CCDC.	2021-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.149(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7938(3)
_cell_length_b                   10.2841(2)
_cell_length_c                   15.1354(3)
_cell_measurement_reflns_used    2854
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      76.4740
_cell_measurement_theta_min      5.8280
_cell_volume                     1734.18(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00  -3.00   1.00    1.00    --  -41.90 -19.00-180.00  113
  2  ω      9.00  58.00   1.00    1.00    --   41.90 -99.00  60.00   49
  3  ω     48.00  97.00   1.00    1.00    --   41.90-125.00  60.00   49
  4  ω    106.00 178.00   1.00    1.00    --  112.00 111.00  60.00   72
  5  ω     40.00 109.00   1.00    1.00    --  112.00-111.00   0.00   69
  6  ω     36.00  69.00   1.00    1.00    --  112.00 -30.00  30.00   33
  7  ω     60.00 129.00   1.00    1.00    --  112.00 -61.00  60.00   69
  8  ω    100.00 140.00   1.00    1.00    --  112.00 -30.00  30.00   40
  9  ω     67.00 105.00   1.00    1.00    --  112.00-111.00  90.00   38
 10  ω     88.00 174.00   1.00    1.00    --  112.00  45.00-150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0006419000
_diffrn_orient_matrix_UB_12      0.1497770000
_diffrn_orient_matrix_UB_13      -0.0023545000
_diffrn_orient_matrix_UB_21      0.1376579000
_diffrn_orient_matrix_UB_22      0.0004702000
_diffrn_orient_matrix_UB_23      0.0260620000
_diffrn_orient_matrix_UB_31      -0.0123738000
_diffrn_orient_matrix_UB_32      -0.0031743000
_diffrn_orient_matrix_UB_33      -0.1045519000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3069
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.069
_diffrn_reflns_theta_min         5.855
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    15.958
_exptl_absorpt_correction_T_max  0.543
_exptl_absorpt_correction_T_min  0.104
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/pentane'
_exptl_crystal_size_max          0.247
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.119
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1712
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0210
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0362P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0538
_refine_ls_wR_factor_ref         0.0542
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1686
_reflns_number_total             1712
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc01505b2.cif
_cod_data_source_block           7b
_cod_depositor_comments
'Adding full bibliography for 7128218--7128225.cif.'
_cod_database_code               7128222
_shelxl_version_number           2014/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_ins_header
;
TITL OHD160_numabs in C2/c 
REM C2/c (#15 in standard setting)
CELL 1.54184  11.793845  10.284133  15.135396  90.0000 109.1490  90.0000
ZERR    4.00   0.000262   0.000197   0.000329   0.0000   0.0025   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H N F P I
UNIT 56.00 72.00 8.00 24.00 4.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.392
_oxdiff_exptl_absorpt_empirical_full_min 0.774
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.5000 0.60445(2) 0.2500 0.01801(8) Uani 1 2 d S T P . .
P101 P 1.0000 0.44184(8) 0.7500 0.02099(17) Uani 1 2 d S T P . .
F102 F 0.95596(15) 0.44247(17) 0.63789(10) 0.0328(3) Uani 1 1 d . . . . .
F103 F 0.90430(15) 0.5533(2) 0.74761(12) 0.0408(4) Uani 1 1 d . . . . .
F104 F 0.9021(2) 0.3350(2) 0.74799(14) 0.0626(7) Uani 1 1 d . . . . .
N1 N 0.58150(18) 0.61673(19) 0.40805(15) 0.0193(4) Uani 1 1 d . . . . .
C2 C 0.63436(19) 0.5169(2) 0.46491(16) 0.0195(4) Uani 1 1 d . . . . .
C3 C 0.6761(2) 0.5353(3) 0.56144(16) 0.0231(5) Uani 1 1 d . . . . .
H3 H 0.7125 0.4670 0.6008 0.028 Uiso 1 1 calc R . . . .
C4 C 0.6634(2) 0.6549(3) 0.59877(17) 0.0262(5) Uani 1 1 d . . . . .
H4 H 0.6909 0.6675 0.6632 0.031 Uiso 1 1 calc R . . . .
C5 C 0.6091(2) 0.7564(3) 0.53919(17) 0.0249(5) Uani 1 1 d . . . . .
H5 H 0.5998 0.8376 0.5629 0.030 Uiso 1 1 calc R . . . .
C6 C 0.5696(2) 0.7339(2) 0.44442(17) 0.0224(5) Uani 1 1 d . . . . .
H6 H 0.5336 0.8014 0.4041 0.027 Uiso 1 1 calc R . . . .
C7 C 0.6509(2) 0.3896(2) 0.42220(19) 0.0224(5) Uani 1 1 d . . . . .
H7A H 0.5814 0.3725 0.3676 0.027 Uiso 1 1 calc R . . . .
H7B H 0.6570 0.3201 0.4669 0.027 Uiso 1 1 calc R . . . .
C8 C 0.7644(2) 0.3914(2) 0.39364(19) 0.0251(5) Uani 1 1 d . . . . .
H8A H 0.7594 0.4617 0.3508 0.038 Uiso 1 1 calc GR . . . .
H8B H 0.7711 0.3105 0.3641 0.038 Uiso 1 1 calc GR . . . .
H8C H 0.8336 0.4032 0.4482 0.038 Uiso 1 1 calc GR . . . .
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'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-7 0 0 0.0508
7 -1 -6 0.0273
1 0 9 0.0731
-1 -6 3 0.0962
1 7 0 0.1229
2 0 -10 0.0983
2 5 -6 0.1351
-1 4 8 0.0996
1 4 7 0.0896
3 6 0 0.1196
6 2 2 0.0761
-4 5 0 0.1032
3 -6 -1 0.1023
0 -3 8 0.0927
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
N1 I1 N1 173.62(10) . 2_655 ?
F102 P101 F102 179.54(14) 2_756 . ?
F103 P101 F102 90.13(9) . 2_756 ?
F103 P101 F102 89.54(8) . . ?
F103 P101 F102 90.13(9) 2_756 . ?
F103 P101 F102 89.54(9) 2_756 2_756 ?
F103 P101 F103 88.53(15) . 2_756 ?
F104 P101 F102 90.23(9) . 2_756 ?
F104 P101 F102 90.08(10) 2_756 2_756 ?
F104 P101 F102 90.23(9) 2_756 . ?
F104 P101 F102 90.08(10) . . ?
F104 P101 F103 89.55(13) . . ?
F104 P101 F103 178.06(13) . 2_756 ?
F104 P101 F103 89.55(13) 2_756 2_756 ?
F104 P101 F103 178.06(14) 2_756 . ?
F104 P101 F104 92.4(2) . 2_756 ?
C2 N1 I1 125.13(16) . . ?
C6 N1 I1 114.47(16) . . ?
C6 N1 C2 120.3(2) . . ?
N1 C2 C3 119.6(2) . . ?
N1 C2 C7 119.1(2) . . ?
C3 C2 C7 121.3(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.5(2) . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 122.0(2) . . ?
N1 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7B 109.4 . . ?
C2 C7 C8 111.04(19) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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
I1 N1 2.270(2) . ?
I1 N1 2.270(2) 2_655 ?
P101 F102 1.6033(14) 2_756 ?
P101 F102 1.6033(14) . ?
P101 F103 1.6009(17) . ?
P101 F103 1.6010(17) 2_756 ?
P101 F104 1.5872(19) 2_756 ?
P101 F104 1.5872(19) . ?
N1 C2 1.353(3) . ?
N1 C6 1.351(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.501(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(3) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.536(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352707
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-7.3241 0.4994 0.4573 0.0784 -0.9961 0.0412
7.2539 -0.5024 -5.9428 -0.0659 0.8434 0.5332
0.6782 -0.0334 8.9567 -0.0265 0.3268 -0.9447
-1.1519 -6.2719 3.3296 -0.9465 -0.0747 -0.3140
0.6401 6.6494 -0.4909 0.9967 0.0784 0.0223
1.8421 -0.3167 -9.7699 -0.0256 -0.0012 0.9997
1.6459 5.0334 -6.4453 0.7680 0.0610 0.6375
-1.1286 4.1048 7.6658 0.5975 0.0464 -0.8005
0.8249 3.8299 7.1888 0.5562 0.3027 -0.7740
3.4901 5.8747 -0.2431 0.8782 0.4769 -0.0364
6.0017 2.1645 2.3917 0.3147 0.8895 -0.3312
-4.4318 5.2732 -0.0249 0.7927 -0.6082 0.0407
2.6416 -6.2667 -1.1011 -0.9377 0.3320 0.1023
-0.0042 -2.9965 7.9968 -0.4676 0.2064 -0.8265
