Computational evaluation of halogen-bonded cocrystals enables prediction of their mechanochemical interconversion reactions
Kumar, Lavanya; Leko, Katarina; Nemec, Vinko; Trzybiński, Damian; Bregović, Nikola; Cinčić, Dominik; Arhangelskis, Mihails; Chemical Science 14 (2023) 3140–3146; doi:10.1039/D2SC06770F

data_1568453
_publ_section_title
;
 Computational evaluation of halogen-bonded cocrystals enables prediction
 of their mechanochemical interconversion reactions
;
_journal_issue                   12
_journal_name_full               'Chemical Science'
_journal_page_first              3140
_journal_page_last               3146
_journal_paper_doi               10.1039/D2SC06770F
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C6 F3 I3, 0.5(C4 H4 N2)'
_chemical_formula_sum            'C8 H2 F3 I3 N'
_chemical_formula_weight         549.81
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-09-26
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2022-11-03 deposited with the CCDC.	2023-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.439(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1685(4)
_cell_length_b                   7.7161(3)
_cell_length_c                   16.7661(6)
_cell_measurement_reflns_used    9471
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9220
_cell_measurement_theta_min      2.4620
_cell_volume                     1170.06(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43c (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0013
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -17.00  58.00   1.00    1.00    --   17.62 -99.00-150.00   75
  2  \w    -18.00  58.00   1.00    1.00    --   17.62 -99.00  90.00   76
  3  \w     -7.00  86.00   1.00    1.00    --   17.62  77.00   0.00   93
  4  \w     -7.00  84.00   1.00    1.00    --   17.62  69.00-111.00   91
  5  \w    -18.00  58.00   1.00    1.00    --   17.62 -99.00 -30.00   76
  6  \w    -45.00  37.00   1.00    1.00    --   17.62 -37.00  90.00   82
  7  \w    -86.00   1.00   1.00    1.00    --  -17.70 -57.00  90.00   87
  8  \w     -1.00  51.00   1.00    1.00    --  -17.70  57.00-120.00   52
  9  \w    -90.00 -29.00   1.00    1.00    --  -17.70 -19.00 150.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0336341000
_diffrn_orient_matrix_UB_12      0.0242763000
_diffrn_orient_matrix_UB_13      -0.0335505000
_diffrn_orient_matrix_UB_21      0.0301512000
_diffrn_orient_matrix_UB_22      -0.0843841000
_diffrn_orient_matrix_UB_23      -0.0011511000
_diffrn_orient_matrix_UB_31      -0.0642113000
_diffrn_orient_matrix_UB_32      -0.0268978000
_diffrn_orient_matrix_UB_33      -0.0266749000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1146
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.123
_diffrn_reflns_theta_max         25.123
_diffrn_reflns_theta_min         2.252
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    8.019
_exptl_absorpt_correction_T_max  0.03629
_exptl_absorpt_correction_T_min  0.01791
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43c (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
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    3.121
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.71
_exptl_crystal_size_mid          0.61
_exptl_crystal_size_min          0.44
_exptl_crystal_size_rad          0.36
_refine_diff_density_max         1.886
_refine_diff_density_min         -1.531
_refine_diff_density_rms         0.330
_refine_ls_extinction_coef       0.0178(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2080
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.148
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0463
_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/[\s^2^(Fo^2^)+(0.0629P)^2^+0.1793P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1986
_reflns_number_total             2080
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06770f2.cif
_cod_data_source_block           2022_06_20_dt_tftib-py_c5
_cod_depositor_comments          'Adding full bibliography for 1568453.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1568453
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C2) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
3. Rigid body (RIGU) restrains
 C1, C2, C3, C4, C5, C6
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
4.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2022-06-20
_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 3.815
_oxdiff_exptl_absorpt_empirical_full_min 0.388