Quantitative Insights into the Role of Halogen and Triel Bonds in the formation of Isostructural Co-crystals of 4-iodophenyl boronic acid
Mandal, Koushik; Suresh, Ajay; Chopra, Deepak; Physical Chemistry Chemical Physics  (2025) –; doi:10.1039/D5CP02460A

data_7250834
_publ_section_title
;
 Quantitative Insights into the Role of Halogen and Triel Bonds in the
 formation of Isostructural Co-crystals of 4-iodophenyl boronic acid
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D5CP02460A
_journal_year                    2025
_chemical_formula_moiety         '4(C6 H6 B I O2), C8 H5 I'
_chemical_formula_sum            'C32 H29 B4 I5 O8'
_chemical_formula_weight         1219.29
_chemical_name_systematic        CC1
_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   mixed
_atom_sites_solution_primary     intrinsic
_audit_creation_date             2025-06-20
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-06-21 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.688(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.8515(16)
_cell_length_b                   9.8333(5)
_cell_length_c                   15.7675(9)
_cell_measurement_reflns_used    9931
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.41
_cell_volume                     3943.7(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            116549
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.102
_diffrn_reflns_theta_min         2.221
_diffrn_source_current           1.39
_diffrn_source_power             0.0695
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.988
_exptl_absorpt_correction_T_max  0.5580
_exptl_absorpt_correction_T_min  0.3623
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1214 before and 0.0720 after correction.
The Ratio of minimum to maximum transmission is 0.6493.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.054
_exptl_crystal_description       plate
_exptl_crystal_F_000             2280
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method
'Slow evaporation from methanol and acetonitrile mixture'
_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.086
_refine_diff_density_max         3.714
_refine_diff_density_min         -5.633
_refine_diff_density_rms         0.392
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.331
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         6052
_refine_ls_number_restraints     152
_refine_ls_restrained_S_all      1.321
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0947
_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^)+358.0013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2240
_refine_ls_wR_factor_ref         0.2246
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5839
_reflns_number_total             6052
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cp02460a2.cif
_cod_data_source_block           CC1
_cod_database_code               7250834
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.725
_shelx_estimated_absorpt_t_min   0.457
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O1-H1
 0.939 with sigma of 0.02
 O3-H3A
 0.84 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim I1 \\sim C5 \\sim O3 \\sim C9 \\sim C15 \\sim C3 \\sim C4
\\sim C16 \\sim I5 \\sim C8 \\sim C21 \\sim C6 \\sim C7 \\sim C13 \\sim I4
\\sim C22 \\sim O1 \\sim C10 \\sim O2 \\sim C17 \\sim I2 \\sim C18 \\sim O4
\\sim B4 \\sim B2 \\sim B3 \\sim C14 \\sim C19 \\sim C20 \\sim C11 \\sim B1
\\sim I3 \\sim C12: within 2A with sigma of 0.002 and sigma for terminal atoms
of 0.004 within 2A
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C14(H14), C7(H7), C15(H15), C2(H2), C10(H10), C11(H11),
 C19(H19), C18(H18), C17(H17)
4.b Idealised tetrahedral OH refined as rotating group:
 O2(H2A), O4(H4)
;
_shelx_res_checksum              88685
_olex2_submission_special_instructions 'No special instructions were received'