Asymmetric [N-I-N]<sup>+</sup> halonium complexes.
Ward, Jas S.; Fiorini, Giorgia; Frontera, Antonio; Rissanen, Kari; Chemical communications (Cambridge, England) 56 (2020) 8428–8431; doi:10.1039/d0cc02758h

data_7126746
_publ_section_title
;
 Asymmetric [N-I-N]<sup>+</sup> 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 I N3, F6 P, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C12.5 H16 Cl F6 I N3 P'
_chemical_formula_weight         515.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-16
_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                 91.168(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.793(3)
_cell_length_b                   10.3913(9)
_cell_length_c                   8.4476(5)
_cell_measurement_reflns_used    1921
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.7490
_cell_measurement_theta_min      3.7910
_cell_volume                     2000.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_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 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -66.00  33.00   1.00    8.00    --  -41.40  37.00-180.00   99
  2  \w    -95.00  -2.00   1.00    8.00    --  -41.40 125.00 -90.00   93
  3  \w   -116.00 -17.00   1.00    8.00    --  -41.40 -37.00   0.00   99
  4  \w     23.00  97.00   1.00    8.00    --   41.40-125.00-150.00   74
  5  \w    -31.00  70.00   1.00    8.00    --   41.40 -57.00-120.00  101
  6  \w     29.00 109.00   1.00   40.00    --  112.00 -94.00   0.00   80
  7  \w     40.00 141.00   1.00   40.00    --  112.00 -61.00   0.00  101
  8  \w     79.00 178.00   1.00   40.00    --  112.00  77.00 120.00   99
  9  \w     86.00 178.00   1.00   40.00    --  112.00  45.00 -30.00   92
 10  \w     36.00 140.00   1.00   40.00    --  112.00 -30.00 120.00  104
 11  \w     39.00 121.00   1.00   40.00    --  112.00-125.00 -30.00   82
 12  \w     36.00 145.00   1.00   40.00    --  112.00 -77.00 120.00  109
 13  \w     30.00 165.00   1.00   40.00    --  112.00 -15.00 -60.00  135
 14  \w     13.00 103.00   1.00    8.00    --   41.40  57.00-150.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0036870000
_diffrn_orient_matrix_UB_12      0.0504575000
_diffrn_orient_matrix_UB_13      0.1715133000
_diffrn_orient_matrix_UB_21      -0.0671161000
_diffrn_orient_matrix_UB_22      -0.0116507000
_diffrn_orient_matrix_UB_23      0.0118425000
_diffrn_orient_matrix_UB_31      0.0069252000
_diffrn_orient_matrix_UB_32      -0.1389430000
_diffrn_orient_matrix_UB_33      0.0610959000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7587
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.458
_diffrn_reflns_theta_min         3.879
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    15.089
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_correction_T_min  0.191
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
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    1.712
_exptl_crystal_description       plate
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.017
_refine_diff_density_max         3.245
_refine_diff_density_min         -1.427
_refine_diff_density_rms         0.282
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.253
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2152
_refine_ls_number_restraints     114
_refine_ls_restrained_S_all      1.224
_refine_ls_R_factor_all          0.1115
_refine_ls_R_factor_gt           0.1024
_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/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2805
_refine_ls_wR_factor_ref         0.2952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1886
_reflns_number_total             2152
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc02758h2.cif
_cod_data_source_block           2c
_cod_depositor_comments
'Adding full bibliography for 7126741--7126748.cif.'
_cod_original_formula_sum        'C12.50 H16 Cl F6 I N3 P'
_cod_database_code               7126746
_shelxl_version_number           2014/6
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.941(3)
 0.059(3)
2. 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
3. Uiso/Uaniso restraints and constraints
P51 \\sim F52 \\sim F53 \\sim F54 \\sim F55 \\sim F56 \\sim F57: within 1.7A
with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Rigid body (RIGU) restrains
 P61, F62, F63, F64, F65, F66, F67
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N11, C12, C13, C14
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Sof(P51)=Sof(F52)=Sof(F53)=Sof(F54)=Sof(F55)=Sof(F56)=Sof(F57)=0.5*(1-FVAR(2))
 Sof(P61)=Sof(F62)=Sof(F63)=Sof(F64)=Sof(F65)=Sof(F66)=Sof(F67)=0.5*FVAR(2)
 Fixed Sof: Cl11(0.5) C101(0.25) H10A(0.25) H10B(0.25)
6.a Free rotating group:
 P51(F52,F53,F54,F55,F56,F57), P61(F62,F63,F64,F65,F66,F67)
6.b Secondary CH2 refined with riding coordinates:
 C101(H10A,H10B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C12(H12), C13(H13)
6.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_shelx_res_checksum              8200
_ins_header
;
TITL OHS050_numabs in C2/m 
REM C2/m (#12 in standard setting)
CELL 1.54184  22.793443  10.391280   8.447648  90.0000  91.1683  90.0000
ZERR    4.00   0.002538   0.000889   0.000548   0.0000   0.0079   0.0000
LATT  7
SYMM -x, y,-z 
SFAC C H N F P Cl I
UNIT 50.00 64.00 12.00 24.00 4.00 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 1.745
_oxdiff_exptl_absorpt_empirical_full_min 0.541