One dimensional halogen bond design: Br⋯N versus I⋯N with fluoroarenes
Peloquin, Andrew J.; McMillen, Colin D.; Pennington, William T.; CrystEngComm 23 (2021) 6098–6106; doi:10.1039/D1CE00864A

data_7243310
_publ_section_title
;
 One dimensional halogen bond design: Br&#x22EF;N versus I&#x22EF;N with
 fluoroarenes
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              6098
_journal_page_last               6106
_journal_paper_doi               10.1039/D1CE00864A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C6 F4 I2, C6 H8 N2'
_chemical_formula_sum            'C12 H8 F4 I2 N2'
_chemical_formula_weight         510.013
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2021-05-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-27 deposited with the CCDC.	2021-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                86.110(1)
_cell_angle_beta                 74.656(1)
_cell_angle_gamma                77.418(1)
_cell_formula_units_Z            1
_cell_length_a                   5.7357(1)
_cell_length_b                   6.2412(1)
_cell_length_c                   10.6257(1)
_cell_measurement_reflns_used    18838
_cell_measurement_temperature    106(8)
_cell_measurement_theta_max      28.9960
_cell_measurement_theta_min      1.9720
_cell_volume                     357.986(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      106(8)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9746
_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    -16.00  89.00   0.50    0.34    --   14.30  15.00  30.00  210
  2  \w    -13.00  83.00   0.50    0.34    --   14.30  77.00-180.00  192
  3  \w    -16.00  89.00   0.50    0.34    --   14.30  15.00 -30.00  210
  4  \w     -3.00  82.00   0.50    0.34    --   14.30  45.00  30.00  170
  5  \w    -13.00  83.00   0.50    0.34    --   14.30  77.00  60.00  192
  6  \w     -8.00  82.00   0.50    0.34    --   14.30  61.00 150.00  180
  7  \w    -62.00  -4.00   0.50    0.34    --  -15.63 118.00 168.00  116
  8  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00  90.00  114
  9  \w    -85.00 -26.00   0.50    0.34    --  -15.63 157.00 -36.00  118
 10  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00-120.00  114
 11  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00 -60.00  114
 12  \w    -64.00  -6.00   0.50    0.34    --  -15.63 121.00-162.86  116
 13  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00 -30.00  114
 14  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00   0.00  114
 15  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00  30.00  114
 16  \w    -66.00  -9.00   0.50    0.34    --  -15.63 125.00 120.00  114
 17  \w    -64.00  -6.00   0.50    0.34    --  -15.63 121.00 178.47  116
 18  \w    -42.00  53.00   0.50    0.34    --  -15.63  77.00-180.00  190
 19  \w    -33.00  52.00   0.50    0.34    --  -15.63  45.00-180.00  170
 20  \w    -38.00  52.00   0.50    0.34    --  -15.63  61.00 -60.00  180
 21  \w    -33.00  52.00   0.50    0.34    --  -15.63  45.00 -60.00  170
 22  \w    -33.00  52.00   0.50    0.34    --  -15.63  45.00 150.00  170
 23  \w    -46.00  59.00   0.50    0.34    --  -15.63  15.00 150.00  210
 24  \w    -53.00  37.00   0.50    0.34    --   14.30 -61.00-120.00  180
 25  \w    -53.00  29.00   0.50    0.34    --   14.30 -45.00 -30.00  164
 26  \w    -54.00  14.00   0.50    0.34    --   14.30 -30.00   0.00  136
 27  \w    -60.00   3.00   0.50    0.34    --   14.30 -15.00-120.00  126
 28  \w    -54.00  14.00   0.50    0.34    --   14.30 -30.00-150.00  136
 29  \w    -60.00   3.00   0.50    0.34    --   14.30 -15.00 -60.00  126
 30  \w    -60.00   3.00   0.50    0.34    --   14.30 -15.00  30.00  126
 31  \w    -53.00  37.00   0.50    0.34    --   14.30 -61.00  30.00  180
 32  \w    -84.00  -3.00   0.50    0.34    --  -15.63 -30.00  30.00  162
 33  \w    -84.00  11.00   0.50    0.34    --  -15.63 -77.00 150.00  190
 34  \w    -83.00   7.00   0.50    0.34    --  -15.63 -61.00  90.00  180
 35  \w    -84.00  11.00   0.50    0.34    --  -15.63 -77.00  30.00  190
 36  \w    -84.00  -3.00   0.50    0.34    --  -15.63 -30.00 120.00  162
 37  \w    -83.00   7.00   0.50    0.34    --  -15.63 -61.00 -30.00  180
 38  \w    -83.00   7.00   0.50    0.34    --  -15.63 -61.00-120.00  180
 39  \w    -83.00   7.00   0.50    0.34    --  -15.63 -61.00-150.00  180
 40  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00 -90.00  110
 41  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00-120.00  110
 42  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00-150.00  110
 43  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00 -60.00  110
 44  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00   0.00  110
 45  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00  30.00  110
 46  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00  90.00  110
 47  \w    -38.00  17.00   0.50    0.34    --  -15.63 -94.00 120.00  110
 48  \w      4.00  61.00   0.50    0.34    --   14.30-118.00  82.00  114
 49  \w      9.00  65.00   0.50    0.34    --   14.30-125.00 150.00  112
 50  \w      9.00  65.00   0.50    0.34    --   14.30-125.00   0.00  112
 51  \w     27.00  84.00   0.50    0.34    --   14.30-157.00 -71.00  114
 52  \w      9.00  65.00   0.50    0.34    --   14.30-125.00-150.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0720833000
_diffrn_orient_matrix_UB_12      -0.0894918000
_diffrn_orient_matrix_UB_13      -0.0401264000
_diffrn_orient_matrix_UB_21      -0.0082922000
_diffrn_orient_matrix_UB_22      -0.0702997000
_diffrn_orient_matrix_UB_23      0.0556216000
_diffrn_orient_matrix_UB_31      -0.1091844000
_diffrn_orient_matrix_UB_32      -0.0246965000
_diffrn_orient_matrix_UB_33      -0.0093898000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9746
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23215
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9746
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         29.16
_diffrn_reflns_theta_min         1.99
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.427
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.390
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (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_density_diffrn    2.366
_exptl_crystal_description       plate
_exptl_crystal_F_000             235.344
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.165
_refine_diff_density_max         0.7094
_refine_diff_density_min         -0.7404
_refine_diff_density_rms         0.1926
_refine_ls_d_res_high            0.7293
_refine_ls_d_res_low             10.2463
_refine_ls_goodness_of_fit_ref   1.0986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    6
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0986
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0173
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0169P)^2^+0.2695P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0373
_refine_ls_wR_factor_ref         0.0418
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              8
_reflns_limit_k_min              -8
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                1789
_reflns_number_total             1878
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ce00864a2.cif
_cod_data_source_block           I2F4bz_25Me2pyrz
_cod_depositor_comments
'Adding full bibliography for 7243307--7243335.cif.'
_cod_database_code               7243310
_chemical_oxdiff_formula         (C6F4I2)(N2C6H8)
_chemical_oxdiff_usercomment     (2,5-Me2pyrz)(I2F4bz)
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_olex2_refinement_description
;
;
_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 4.320
_oxdiff_exptl_absorpt_empirical_full_min 0.709