Mechanochemical reactions of cocrystals: comparing theory with experiment in the making and breaking of halogen bonds in the solid state.
Arhangelskis, Mihails; Topić, Filip; Hindle, Poppy; Tran, Ricky; Morris, Andrew J.; Cinčić, Dominik; Friščić, Tomislav; Chemical communications (Cambridge, England) 56 (2020) 8293–8296; doi:10.1039/d0cc02935a

data_7126669
_publ_section_title
;
 Mechanochemical reactions of cocrystals: comparing theory with experiment
 in the making and breaking of halogen bonds in the solid state.
;
_journal_issue                   59
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8293
_journal_page_last               8296
_journal_paper_doi               10.1039/d0cc02935a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         '2(C6 F4 I2), C6 H12 N2'
_chemical_formula_sum            'C18 H12 F8 I4 N2'
_chemical_formula_weight         915.90
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-03-15 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                94.235(2)
_cell_angle_beta                 102.514(2)
_cell_angle_gamma                102.883(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5107(5)
_cell_length_b                   12.8506(8)
_cell_length_c                   13.4853(9)
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    253.0(1)
_cell_measurement_theta_max      31.88
_cell_measurement_theta_min      2.40
_cell_volume                     1228.41(14)
_computing_cell_refinement       'Bruker APEX3'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker APEX3'
_computing_publication_material
'OLEX2 (Dolomanov et al., 2009) & WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      253.0(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'PHOTON 100'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Bruker D8 Venture, Dual, Cu at zero, PHOTON 100'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50538
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         34.771
_diffrn_reflns_theta_min         3.089
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Incoatec Microfocus X-ray Source I\mS (Mo)'
_exptl_absorpt_coefficient_mu    5.143
_exptl_absorpt_correction_T_max  0.4792
_exptl_absorpt_correction_T_min  0.0749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Krause, Herbst-Irmer, Sheldrick & Stalke, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             836
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol/water'
_exptl_crystal_size_max          0.873
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.202
_refine_diff_density_max         1.455
_refine_diff_density_min         -1.121
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       0.0230(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick, 2015)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         9734
_refine_ls_number_restraints     501
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0266P)^2^+1.6074P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6950
_reflns_number_total             9734
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc02935a2.cif
_cod_data_source_block           dabco_12tfib_1-2_253K
_cod_depositor_comments
'Adding full bibliography for 7126668--7126671.cif.'
_cod_database_code               7126669
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.094
_shelx_estimated_absorpt_t_max   0.423
_shelx_res_checksum              87399