Construction of sterically bent π-conjugated arylene by implanting into bulky NHC Cu(i) coordination polymers in crystalline media
Tomita, Ryunosuke; Jin, Mingoo; CrystEngComm 27 (2025) 5618–5624; doi:10.1039/D5CE00346F

data_7250615
_publ_section_title
;
 Construction of sterically bent \p-conjugated arylene by implanting into
 bulky NHC Cu(i) coordination polymers in crystalline media
;
_journal_issue                   33
_journal_name_full               CrystEngComm
_journal_page_first              5618
_journal_page_last               5624
_journal_paper_doi               10.1039/D5CE00346F
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C49 H47 Cu N4, C32 H12 B F24'
_chemical_formula_sum            'C81 H59 B Cu F24 N4'
_chemical_formula_weight         1618.67
_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     dual
_audit_creation_date             2025-02-14
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-03-29 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.4025(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.43416(5)
_cell_length_b                   19.85881(7)
_cell_length_c                   28.77729(10)
_cell_measurement_reflns_used    86188
_cell_measurement_temperature    153
_cell_measurement_theta_max      76.4250
_cell_measurement_theta_min      2.2030
_cell_volume                     7663.86(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      153
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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    -79.00  23.00   0.50    0.27    --  -48.77  98.00 168.00  204
  2  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00  60.00   78
  3  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00 -60.00   78
  4  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00-120.00   78
  5  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00 -90.00   78
  6  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00-150.00   78
  7  \w    -14.00  25.00   0.50    0.27    --  -48.77  19.00-180.00   78
  8  \w     18.00  94.00   0.50    0.27    --   48.77-125.00-120.00  152
  9  \w     76.00 111.00   0.50    0.27    --  102.75-125.00-120.00   70
 10  \w     31.00 106.00   0.50    0.27    --  102.75 -99.00 -60.00  150
 11  \w     31.00 106.00   0.50    0.27    --  102.75 -98.00  61.00  150
 12  \w     31.00 108.00   0.50    0.27    --  102.75-107.00  56.31  154
 13  \w     31.00  69.00   0.50    0.27    --  102.75 -57.00 120.00   76
 14  \w     31.00  69.00   0.50    0.27    --  102.75 -57.00 150.00   76
 15  \w     31.00 106.00   0.50    0.27    --  102.75 -99.00 150.00  150
 16  \w     31.00  69.00   0.50    0.27    --  102.75 -57.00  30.00   76
 17  \w     34.00  69.00   0.50    0.27    --  102.75 -57.00  90.00   70
 18  \w     31.00  69.00   0.50    0.27    --  102.75 -57.00  60.00   76
 19  \w     95.00 175.00   0.50    0.27    --  102.75  19.00 -60.00  160
 20  \w    111.00 156.00   0.50    0.27    --  102.75  37.00 -30.00   90
 21  \w     95.00 175.00   0.50    0.27    --  102.75  19.00 -90.00  160
 22  \w     96.00 172.00   0.50    0.27    --  102.75  37.00-150.00  152
 23  \w     31.00  69.00   0.50    0.27    --  102.75 -57.00 -90.00   76
 24  \w     34.00  63.00   0.50    0.27    --  102.75 -57.00-120.00   58
 25  \w     34.00  93.00   0.50    0.27    --  102.75 -99.00-120.00  118
 26  \w     31.00  70.00   0.50    0.27    --  102.75-125.00-120.00   78
 27  \w     34.00  69.00   0.50    0.27    --  102.75 -57.00-150.00   70
 28  \w    -24.00  18.00   0.50    0.27    --   48.77 -19.00-120.00   84
 29  \w    -22.00  80.00   0.50    0.27    --   48.77 -98.00  61.00  204
 30  \w    -23.00  41.00   0.50    0.27    --   48.77 -37.00  60.00  128
 31  \w    -23.00  41.00   0.50    0.27    --   48.77 -37.00 120.00  128
 32  \w    108.00 133.00   0.50    0.27    --  102.75  98.00 168.00   50
 33  \w    -65.00 -30.00   0.50    0.27    -- -102.00  57.00  90.00   70
 34  \w    -65.00 -30.00   0.50    0.27    -- -102.00  57.00  30.00   70
 35  \w    -65.00 -30.00   0.50    0.27    -- -102.00  57.00 150.00   70
 36  \w   -111.00 -30.00   0.50    0.27    -- -102.00 125.00  90.00  162
 37  \w   -111.00 -30.00   0.50    0.27    -- -102.00 125.00 -30.00  162
 38  \w   -106.00 -30.00   0.50    0.27    -- -102.00  98.00 168.00  152
 39  \w   -174.00 -86.00   0.50    0.27    -- -102.00 -98.00  61.00  176
 40  \w   -174.00 -86.00   0.50    0.27    -- -102.00 -65.00 120.55  176
 41  \w   -174.00 -86.00   0.50    0.27    -- -102.00 -65.00 112.35  176
 42  \w   -174.00 -94.00   0.50    0.27    -- -102.00 -37.00 -30.00  160
 43  \w   -121.00 -74.00   0.50    0.27    --  -48.77-125.00-150.00   94
 44  \w   -174.00 -94.00   0.50    0.27    -- -102.00 -37.00  60.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1028072000
_diffrn_orient_matrix_UB_12      -0.0310740000
_diffrn_orient_matrix_UB_13      -0.0134578000
_diffrn_orient_matrix_UB_21      -0.0329981000
_diffrn_orient_matrix_UB_22      0.0663289000
_diffrn_orient_matrix_UB_23      -0.0240083000
_diffrn_orient_matrix_UB_31      0.0393074000
_diffrn_orient_matrix_UB_32      -0.0255409000
_diffrn_orient_matrix_UB_33      -0.0460157000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            145062
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.575
_diffrn_reflns_theta_min         2.705
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.330
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       block
_exptl_crystal_F_000             3292
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.777
_refine_diff_density_min         -0.845
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.00009(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1009
_refine_ls_number_reflns         15890
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0747
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1073P)^2^+8.8436P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2116
_refine_ls_wR_factor_ref         0.2151
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14298
_reflns_number_total             15890
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00346f2.cif
_cod_data_source_block           NHC-Cu(I)-coordination-polymer-2
_cod_depositor_comments
'Adding full bibliography for 7250614--7250616.cif.'
_cod_original_cell_volume        7663.85(5)
_cod_database_code               7250615
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C H N B F Cu'
_shelx_estimated_absorpt_t_max   0.879
_shelx_estimated_absorpt_t_min   0.777
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C38(H38), C26(H26), C23(H23)
2.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C44(H44), C113(H113), C49(H49), C53(H53), C5(H5), C55(H55),
 C65(H65), C101(H101), C112(H112), C11(H11), C42(H42), C59(H59), C51(H51),
 C109(H109), C61(H61), C105(H105), C102(H102), C104(H104), C110(H110), C33(H33),
  C63(H63), C57(H57), C6(H6), C9(H9), C32(H32), C21(H21), C10(H10), C7(H7),
 C19(H19), C20(H20), C31(H31)
2.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C28(H28A,H28B,H28C), C39(H39A,H39B,H39C), C25(H25A,H25B,
 H25C), C37(H37A,H37B,H37C), C27(H27A,H27B,H27C), C36(H36A,H36B,H36C), C24(H24A,
 H24B,H24C)
;
_shelx_res_checksum              15671
_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 1.181
_oxdiff_exptl_absorpt_empirical_full_min 0.803