Co-crystal sustained by π-type halogen-bonding inter-actions between 1,4-di-iodo-perchloro-benzene and naphthalene.
Bosch, Eric; Reinheimer, Eric W.; Unruh, Daniel K.; Groeneman, Ryan H.; Acta crystallographica. Section E, Crystallographic communications 79 (2023) 958–961; doi:10.1107/S2056989023008356

data_2312390
_publ_section_title
;
 Co-crystal sustained by &#x3c0;-type halogen-bonding inter-actions
 between 1,4-di-iodo-perchloro-benzene and naphthalene.
;
_journal_coeditor_code           JY2037
_journal_issue                   'Pt 10'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              958
_journal_page_last               961
_journal_paper_doi               10.1107/S2056989023008356
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C6 Cl4 I2, C10 H8'
_chemical_formula_moiety         'C6 Cl4 I2, C10 H8'
_chemical_formula_sum            'C16 H8 Cl4 I2'
_chemical_formula_weight         595.82
_chemical_name_common
;
1,4-Diiodoperchlorobenzene--naphthalene (1/1)
;
_chemical_name_systematic
;
1,2,4,5-Tetrachloro-3,6-diiodobenzene--naphthalene (1/1)
;
_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     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                87.274(5)
_cell_angle_beta                 85.912(5)
_cell_angle_gamma                82.629(9)
_cell_formula_units_Z            1
_cell_length_a                   5.4830(7)
_cell_length_b                   6.4533(11)
_cell_length_c                   12.171(2)
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.644
_cell_measurement_theta_min      3.188
_cell_volume                     425.69(11)
_computing_cell_refinement
;
SAINT V8.40B (Bruker, 2016)
;
_computing_data_collection
;
APEX4 (Bruker, 2021)
;
_computing_data_reduction
;
SAINT V8.40B (Bruker, 2016)
;
_computing_molecular_graphics
;
Olex2 1.5 (Dolomanov <i>et al.</i>,  2009)
;
_computing_publication_material
;
Olex2 1.5 (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
;
SHELXL  (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2018/2</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Bruker D8 Venture Duo with Photon III'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30681
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.645
_diffrn_reflns_theta_min         3.185
_exptl_absorpt_coefficient_mu    4.313
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    2.324
_exptl_crystal_description       irregular
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.095
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.474
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0167
_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^)+0.4448P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0376
_refine_ls_wR_factor_ref         0.0379
_reflns_number_gt                2465
_reflns_number_total             2518
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jy2037sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        425.68(12)
_cod_database_code               2312390
_shelx_estimated_absorpt_t_min   0.594
_shelx_estimated_absorpt_t_max   0.685
_shelx_hkl_checksum              60614
_shelx_res_checksum              19201
_cod_database_fobs_code 2312390