#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/82/7128220.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_7128220
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 Ag N2, F6 P'
_chemical_formula_sum            'C14 H18 Ag F6 N2 P'
_chemical_formula_weight         467.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-08
_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                 108.6200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8641(3)
_cell_length_b                   11.1767(2)
_cell_length_c                   15.0419(4)
_cell_measurement_reflns_used    5227
_cell_measurement_temperature    170
_cell_measurement_theta_max      30.508
_cell_measurement_theta_min      0.407
_cell_volume                     1730.86(7)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_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_temperature      170
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18583
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.573
_diffrn_reflns_theta_min         2.316
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.315
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0798 before and 0.0649 after correction. The Ratio of minimum to maximum transmission is 0.8047. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/pentane'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.925
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4856
_refine_ls_number_restraints     87
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0435
_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)+(0.0299P)²+3.0040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1036
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3778
_reflns_number_total             4856
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc01505b2.cif
_cod_data_source_block           7a
_cod_depositor_comments
'Adding full bibliography for 7128218--7128225.cif.'
_cod_database_code               7128220
_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.
;
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.710
_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. Rigid body (RIGU) restrains
3. Others
 Sof(F114)=Sof(F115)=Sof(F116)=Sof(F117)=1-FVAR(1)
 Sof(F104)=Sof(F105)=Sof(F106)=Sof(F107)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C17(H17A,H17B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16)
4.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ag1 Ag 0.27337(3) 0.31025(2) 0.48537(2) 0.04009(9) Uani 1 1 d . . . . .
P101 P 0.50614(9) 0.40429(8) 0.33595(7) 0.0379(2) Uani 1 1 d . U . . .
F102 F 0.4104(2) 0.2917(2) 0.31161(19) 0.0622(6) Uani 1 1 d . U . . .
F103 F 0.6022(2) 0.51625(19) 0.36143(17) 0.0537(5) Uani 1 1 d . U . . .
F104 F 0.4527(8) 0.4346(8) 0.2254(5) 0.063(2) Uani 0.386(7) 1 d . U P A 1
F105 F 0.6187(7) 0.3269(7) 0.3128(8) 0.073(2) Uani 0.386(7) 1 d . U P A 1
F106 F 0.5535(10) 0.3607(9) 0.4385(5) 0.076(2) Uani 0.386(7) 1 d . U P A 1
F107 F 0.3899(8) 0.4704(8) 0.3486(8) 0.070(2) Uani 0.386(7) 1 d . U P A 1
F114 F 0.5235(8) 0.3984(5) 0.2381(4) 0.0832(18) Uani 0.614(7) 1 d . U P A 2
F115 F 0.6223(4) 0.3179(4) 0.3822(5) 0.0750(17) Uani 0.614(7) 1 d . U P A 2
F116 F 0.4861(6) 0.4200(5) 0.4374(4) 0.0757(15) Uani 0.614(7) 1 d . U P A 2
F117 F 0.3907(5) 0.4992(4) 0.2973(5) 0.0686(15) Uani 0.614(7) 1 d . U P A 2
N1 N 0.4103(3) 0.1779(2) 0.5564(2) 0.0368(6) Uani 1 1 d . . . . .
N11 N 0.1280(3) 0.4399(2) 0.42232(19) 0.0364(6) Uani 1 1 d . . . . .
C2 C 0.3780(4) 0.0625(3) 0.5641(2) 0.0399(7) Uani 1 1 d . . . . .
C3 C 0.4700(4) -0.0193(3) 0.6143(3) 0.0485(9) Uani 1 1 d . . . . .
H3 H 0.4458 -0.1002 0.6188 0.058 Uiso 1 1 calc R . . . .
C4 C 0.5952(4) 0.0160(4) 0.6573(3) 0.0527(10) Uani 1 1 d . . . . .
H4 H 0.6585 -0.0396 0.6919 0.063 Uiso 1 1 calc R . . . .
C5 C 0.6281(4) 0.1337(4) 0.6498(3) 0.0525(10) Uani 1 1 d . . . . .
H5 H 0.7146 0.1605 0.6792 0.063 Uiso 1 1 calc R . . . .
C6 C 0.5342(4) 0.2121(3) 0.5991(3) 0.0453(8) Uani 1 1 d . . . . .
H6 H 0.5574 0.2931 0.5940 0.054 Uiso 1 1 calc R . . . .
C7 C 0.2372(4) 0.0282(4) 0.5219(3) 0.0565(10) Uani 1 1 d . . . . .
H7A H 0.2301 -0.0585 0.5077 0.068 Uiso 1 1 calc R . . . .
H7B H 0.1982 0.0723 0.4624 0.068 Uiso 1 1 calc R . . . .
C8 C 0.1644(5) 0.0578(6) 0.5901(4) 0.0896(18) Uani 1 1 d . . . . .
H8A H 0.0727 0.0361 0.5622 0.134 Uiso 1 1 calc GR . . . .
H8B H 0.1714 0.1437 0.6038 0.134 Uiso 1 1 calc GR . . . .
H8C H 0.2021 0.0128 0.6484 0.134 Uiso 1 1 calc GR . . . .
C12 C 0.0000(3) 0.4149(3) 0.3904(2) 0.0395(7) Uani 1 1 d . . . . .
C13 C -0.0897(4) 0.5039(4) 0.3521(3) 0.0483(9) Uani 1 1 d . . . . .
H13 H -0.1797 0.4853 0.3299 0.058 Uiso 1 1 calc R . . . .
C14 C -0.0492(4) 0.6187(4) 0.3460(3) 0.0533(10) Uani 1 1 d . . . . .
H14 H -0.1105 0.6797 0.3187 0.064 Uiso 1 1 calc R . . . .
C15 C 0.0807(4) 0.6447(3) 0.3798(3) 0.0493(9) Uani 1 1 d . . . . .
H15 H 0.1107 0.7240 0.3770 0.059 Uiso 1 1 calc R . . . .
C16 C 0.1668(4) 0.5538(3) 0.4178(3) 0.0427(8) Uani 1 1 d . . . . .
H16 H 0.2569 0.5718 0.4416 0.051 Uiso 1 1 calc R . . . .
C17 C -0.0410(4) 0.2879(4) 0.3938(3) 0.0504(9) Uani 1 1 d . . . . .
H17A H 0.0182 0.2486 0.4503 0.061 Uiso 1 1 calc R . . . .
H17B H -0.1298 0.2860 0.3986 0.061 Uiso 1 1 calc R . . . .
C18 C -0.0393(7) 0.2208(5) 0.3086(4) 0.0850(18) Uani 1 1 d . . . . .
H18A H -0.1057 0.2534 0.2534 0.127 Uiso 1 1 calc GR . . . .
H18B H -0.0574 0.1361 0.3158 0.127 Uiso 1 1 calc GR . . . .
H18C H 0.0464 0.2288 0.3006 0.127 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 0.0033 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'
Ag Ag -0.8971 1.1015 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N1 Ag1 N11 175.27(11) . . ?
F102 P101 F104 86.3(3) . . ?
F102 P101 F105 90.6(3) . . ?
F102 P101 F116 91.6(2) . . ?
F102 P101 F117 93.5(2) . . ?
F103 P101 F102 179.37(15) . . ?
F103 P101 F104 94.3(3) . . ?
F103 P101 F105 89.4(3) . . ?
F103 P101 F116 87.9(2) . . ?
F103 P101 F117 86.81(19) . . ?
F104 P101 F105 86.5(5) . . ?
F106 P101 F102 88.0(3) . . ?
F106 P101 F103 91.4(3) . . ?
F106 P101 F104 173.6(4) . . ?
F106 P101 F105 90.7(5) . . ?
F107 P101 F102 84.6(3) . . ?
F107 P101 F103 95.4(3) . . ?
F107 P101 F104 89.3(5) . . ?
F107 P101 F105 173.8(4) . . ?
F107 P101 F106 93.1(5) . . ?
F114 P101 F102 90.9(2) . . ?
F114 P101 F103 89.6(2) . . ?
F114 P101 F115 94.0(4) . . ?
F114 P101 F116 176.2(3) . . ?
F114 P101 F117 90.1(3) . . ?
F115 P101 F102 89.41(19) . . ?
F115 P101 F103 90.23(18) . . ?
F115 P101 F116 88.8(3) . . ?
F115 P101 F117 174.9(3) . . ?
F117 P101 F116 86.9(3) . . ?
C2 N1 Ag1 123.2(2) . . ?
C6 N1 Ag1 118.2(2) . . ?
C6 N1 C2 118.5(3) . . ?
C12 N11 Ag1 123.5(2) . . ?
C12 N11 C16 118.7(3) . . ?
C16 N11 Ag1 117.7(2) . . ?
N1 C2 C3 120.9(3) . . ?
N1 C2 C7 117.6(3) . . ?
C3 C2 C7 121.4(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.9(4) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.2(4) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 122.3(4) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C2 C7 H7A 109.7 . . ?
C2 C7 H7B 109.7 . . ?
C2 C7 C8 109.7(4) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
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 . . ?
N11 C12 C13 120.6(3) . . ?
N11 C12 C17 118.0(3) . . ?
C13 C12 C17 121.3(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(4) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.6 . . ?
C14 C15 C16 118.8(4) . . ?
C16 C15 H15 120.6 . . ?
N11 C16 C15 122.4(4) . . ?
N11 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C12 C17 H17A 109.4 . . ?
C12 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 C12 111.3(3) . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
Ag1 N1 2.129(3) . ?
Ag1 N11 2.130(3) . ?
P101 F102 1.599(2) . ?
P101 F103 1.596(2) . ?
P101 F104 1.613(7) . ?
P101 F105 1.624(8) . ?
P101 F106 1.541(7) . ?
P101 F107 1.526(8) . ?
P101 F114 1.544(5) . ?
P101 F115 1.565(4) . ?
P101 F116 1.618(5) . ?
P101 F117 1.603(4) . ?
N1 C2 1.351(4) . ?
N1 C6 1.348(5) . ?
N11 C12 1.347(4) . ?
N11 C16 1.349(4) . ?
C2 C3 1.386(5) . ?
C2 C7 1.507(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.365(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(5) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.519(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C12 C13 1.383(5) . ?
C12 C17 1.494(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.369(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.369(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(5) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.490(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352706
