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_7250833
_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         'C6 H4 I2, 8(C6 H6 B I O2)'
_chemical_formula_sum            'C54 H52 B8 I10 O16'
_chemical_formula_weight         2312.43
_chemical_name_systematic        CC2
_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   geom
_atom_sites_solution_primary     intrinsic
_audit_creation_date             2025-06-04
_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                 103.43(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   29.16(4)
_cell_length_b                   9.848(13)
_cell_length_c                   12.991(18)
_cell_measurement_reflns_used    4720
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.55
_cell_measurement_theta_min      2.20
_cell_volume                     3629(9)
_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 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19353
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.159
_diffrn_reflns_theta_min         1.612
_exptl_absorpt_coefficient_mu    4.329
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4397
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0916 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.5894.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.117
_exptl_crystal_description       needle
_exptl_crystal_F_000             2148
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method 'Slow evaporation from nitromethane'
_exptl_crystal_size_max          0.563
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.114
_refine_diff_density_max         1.943
_refine_diff_density_min         -2.009
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         5568
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0482
_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^)+(0.0414P)^2^+18.2514P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1102
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4114
_reflns_number_total             5568
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cp02460a2.cif
_cod_data_source_block           CC2
_cod_original_cell_volume        3628(9)
_cod_database_code               7250833
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.638
_shelx_estimated_absorpt_t_min   0.194
_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. Rigid body (RIGU) restrains
 C13, C14, C15, C16
 with sigma for 1-2 distances of 2 and sigma for 1-3 distances of 2
 C5, C6, C7, C8
 with sigma for 1-2 distances of 2 and sigma for 1-3 distances of 2
 C17, C18, C19
 with sigma for 1-2 distances of 2 and sigma for 1-3 distances of 2
3. Others
 Fixed Sof: C17(0.5) H17(0.5) C18(0.5) H18(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C2(H2), C3(H3), C6(H6), C7(H7), C10(H10), C11(H11),
 C14(H14), C15(H15)
4.b Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2A), O3(H3A), O4(H4)
;
_shelx_res_checksum              83282
_olex2_submission_special_instructions 'No special instructions were received'