#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:00:44 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254897 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/67/7126744.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_7126744
loop_
_publ_author_name
'Ward, Jas S.'
'Fiorini, Giorgia'
'Frontera, Antonio'
'Rissanen, Kari'
_publ_section_title
;
 Asymmetric [N-I-N]⁺ halonium complexes.
;
_journal_issue                   60
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8428
_journal_page_last               8431
_journal_paper_doi               10.1039/d0cc02758h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C12 H15 Ag N3, F6 P'
_chemical_formula_sum            'C12 H15 Ag F6 N3 P'
_chemical_formula_weight         454.11
_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             2019-12-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-15 deposited with the CCDC.	2020-06-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.629(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8394(5)
_cell_length_b                   14.2529(8)
_cell_length_c                   14.6397(8)
_cell_measurement_reflns_used    3114
_cell_measurement_temperature    170
_cell_measurement_theta_max      27.878
_cell_measurement_theta_min      0.407
_cell_volume                     1607.69(16)
_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 0.947
_diffrn_measured_fraction_theta_max 0.948
_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  0.0464
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5158
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.679
_diffrn_reflns_theta_min         2.759
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.414
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1164 before and 0.0900 after correction. The Ratio of minimum to maximum transmission is 0.7852. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.769
_refine_diff_density_min         -1.080
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2894
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0912
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+27.0691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1889
_refine_ls_wR_factor_ref         0.2015
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2202
_reflns_number_total             2894
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02758h2.cif
_cod_data_source_block           1c
_cod_depositor_comments
'Adding full bibliography for 7126741--7126748.cif.'
_cod_database_code               7126744
_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   0.895
_shelx_estimated_absorpt_t_min   0.693
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C18 \\sim N17 \\sim C19 \\sim C14: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16)
3.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_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 0.18288(14) 0.53163(7) 0.45521(6) 0.0581(3) Uani 1 1 d . . . . .
P51 P 0.1015(5) 0.2245(2) 0.4848(3) 0.0615(10) Uani 1 1 d . . . . .
F52 F 0.2934(12) 0.1864(6) 0.4972(7) 0.094(3) Uani 1 1 d . . . . .
F53 F 0.0759(13) 0.2167(6) 0.3768(5) 0.092(3) Uani 1 1 d . . . . .
F54 F -0.0912(13) 0.2635(7) 0.4769(8) 0.110(3) Uani 1 1 d . . . . .
F55 F 0.1274(17) 0.2353(7) 0.5961(6) 0.127(4) Uani 1 1 d . . . . .
F56 F 0.0362(14) 0.1201(5) 0.4925(8) 0.107(3) Uani 1 1 d . . . . .
F57 F 0.1642(15) 0.3297(5) 0.4795(6) 0.100(3) Uani 1 1 d . . . . .
N1 N -0.0017(13) 0.5258(7) 0.3300(6) 0.051(2) Uani 1 1 d . . . . .
N11 N 0.3802(14) 0.5488(7) 0.5743(6) 0.050(2) Uani 1 1 d . . . . .
N17 N 0.7483(17) 0.6000(10) 0.8176(7) 0.078(3) Uani 1 1 d . U . . .
C2 C -0.0566(17) 0.6012(9) 0.2808(8) 0.055(3) Uani 1 1 d . . . . .
H2 H -0.0141 0.6603 0.3050 0.066 Uiso 1 1 calc R . . . .
C3 C -0.172(2) 0.6010(12) 0.1962(10) 0.077(4) Uani 1 1 d . . . . .
H3 H -0.2072 0.6577 0.1641 0.092 Uiso 1 1 calc R . . . .
C4 C -0.2328(19) 0.5158(12) 0.1611(9) 0.071(4) Uani 1 1 d . . . . .
H4 H -0.3111 0.5117 0.1034 0.085 Uiso 1 1 calc R . . . .
C5 C -0.1773(19) 0.4351(11) 0.2121(9) 0.068(4) Uani 1 1 d . . . . .
H5 H -0.2183 0.3752 0.1894 0.082 Uiso 1 1 calc R . . . .
C6 C -0.0624(19) 0.4424(9) 0.2956(8) 0.059(3) Uani 1 1 d . . . . .
H6 H -0.0254 0.3870 0.3296 0.071 Uiso 1 1 calc R . . . .
C12 C 0.4507(16) 0.6330(9) 0.5971(8) 0.054(3) Uani 1 1 d . . . . .
H12 H 0.4125 0.6836 0.5561 0.065 Uiso 1 1 calc R . . . .
C13 C 0.5718(19) 0.6526(10) 0.6733(8) 0.064(4) Uani 1 1 d . . . . .
H13 H 0.6178 0.7142 0.6826 0.076 Uiso 1 1 calc R . . . .
C14 C 0.6292(17) 0.5822(10) 0.7383(8) 0.057(3) Uani 1 1 d . U . . .
C15 C 0.5580(19) 0.4905(10) 0.7155(9) 0.066(4) Uani 1 1 d . . . . .
H15 H 0.5943 0.4383 0.7547 0.079 Uiso 1 1 calc R . . . .
C16 C 0.4330(17) 0.4794(9) 0.6336(9) 0.059(3) Uani 1 1 d . . . . .
H16 H 0.3836 0.4190 0.6201 0.071 Uiso 1 1 calc R . . . .
C18 C 0.814(2) 0.6925(13) 0.8420(10) 0.088(5) Uani 1 1 d . U . . .
H18A H 0.8288 0.7262 0.7857 0.133 Uiso 1 1 calc GR . . . .
H18B H 0.9262 0.6878 0.8843 0.133 Uiso 1 1 calc GR . . . .
H18C H 0.7319 0.7266 0.8728 0.133 Uiso 1 1 calc GR . . . .
C19 C 0.790(2) 0.5265(13) 0.8920(9) 0.092(5) Uani 1 1 d . U . . .
H19A H 0.6823 0.5012 0.9068 0.137 Uiso 1 1 calc GR . . . .
H19B H 0.8593 0.5546 0.9480 0.137 Uiso 1 1 calc GR . . . .
H19C H 0.8565 0.4757 0.8699 0.137 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 174.1(4) . . ?
F52 P51 F54 177.6(6) . . ?
F52 P51 F55 88.7(6) . . ?
F52 P51 F56 89.0(5) . . ?
F52 P51 F57 91.9(6) . . ?
F53 P51 F52 91.9(6) . . ?
F53 P51 F54 90.5(6) . . ?
F53 P51 F55 178.6(5) . . ?
F53 P51 F56 91.3(5) . . ?
F53 P51 F57 90.0(5) . . ?
F54 P51 F55 88.9(6) . . ?
F56 P51 F54 91.1(6) . . ?
F56 P51 F55 90.0(6) . . ?
F57 P51 F54 88.0(6) . . ?
F57 P51 F55 88.7(6) . . ?
F57 P51 F56 178.4(6) . . ?
C2 N1 Ag1 122.8(8) . . ?
C2 N1 C6 117.3(10) . . ?
C6 N1 Ag1 119.8(9) . . ?
C12 N11 Ag1 120.9(8) . . ?
C16 N11 Ag1 122.8(9) . . ?
C16 N11 C12 116.1(11) . . ?
C14 N17 C18 122.5(12) . . ?
C14 N17 C19 120.5(14) . . ?
C18 N17 C19 116.0(13) . . ?
N1 C2 H2 117.4 . . ?
N1 C2 C3 125.1(13) . . ?
C3 C2 H2 117.4 . . ?
C2 C3 H3 121.3 . . ?
C4 C3 C2 117.4(14) . . ?
C4 C3 H3 121.3 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.5(13) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.9(13) . . ?
C6 C5 H5 120.1 . . ?
N1 C6 C5 121.8(13) . . ?
N1 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
N11 C12 H12 117.1 . . ?
N11 C12 C13 125.8(12) . . ?
C13 C12 H12 117.1 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(13) . . ?
C14 C13 H13 119.9 . . ?
N17 C14 C13 121.7(13) . . ?
N17 C14 C15 122.7(12) . . ?
C13 C14 C15 115.5(12) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.7(11) . . ?
C16 C15 H15 120.7 . . ?
N11 C16 C15 123.7(12) . . ?
N11 C16 H16 118.2 . . ?
C15 C16 H16 118.2 . . ?
N17 C18 H18A 109.5 . . ?
N17 C18 H18B 109.5 . . ?
N17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N17 C19 H19A 109.5 . . ?
N17 C19 H19B 109.5 . . ?
N17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 2.117(10) . ?
Ag1 N11 2.121(10) . ?
P51 F52 1.578(9) . ?
P51 F53 1.561(8) . ?
P51 F54 1.594(10) . ?
P51 F55 1.611(10) . ?
P51 F56 1.584(8) . ?
P51 F57 1.584(8) . ?
N1 C2 1.322(15) . ?
N1 C6 1.343(15) . ?
N11 C12 1.337(15) . ?
N11 C16 1.331(15) . ?
N17 C14 1.373(17) . ?
N17 C18 1.44(2) . ?
N17 C19 1.503(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.37(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.40(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(18) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.354(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.399(17) . ?
C14 C15 1.437(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.409(18) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
