Imidazo[1,5]carbachlorin as a hybrid ligand.
Szydełko, Kinga; Koniarz, Sebastian; Białek, Michał J; Chmielewski, Piotr J.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 16461–16474; doi:10.1039/d4dt03034f

data_7719681
_publ_section_title
;
 Imidazo[1,5]carbachlorin as a hybrid ligand.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16461
_journal_page_last               16474
_journal_paper_doi               10.1039/d4dt03034f
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C64 H46 B3 N5 O3, C64 H45 B3 N5 O3, 2[CH2Cl2]'
_chemical_formula_sum            'C130 H95 B6 Cl4 N10 O6'
_chemical_formula_weight         2099.81
_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_date             2025-09-29
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-03 deposited with the CCDC.	2025-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                73.5280(10)
_cell_angle_beta                 71.5735(12)
_cell_angle_gamma                88.9914(11)
_cell_formula_units_Z            2
_cell_length_a                   17.8280(3)
_cell_length_b                   17.84840(18)
_cell_length_c                   18.3446(2)
_cell_measurement_reflns_used    36413
_cell_measurement_temperature    99.99(17)
_cell_measurement_theta_max      72.5170
_cell_measurement_theta_min      2.5810
_cell_volume                     5294.04(13)
_computing_cell_refinement       'CrysAlisPro 1.171.43.123a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 42.72a 64-bit (release 07-10-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.123a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(17)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.964
_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    -82.00 -26.00   0.50    0.25    --  -63.28   0.00 -60.00  112
  2  \w   -105.00 -40.00   0.50    0.25    --  -76.58 126.00  60.00  130
  3  \w   -104.00 -78.00   0.50    0.25    --  -76.58 126.00  30.00   52
  4  \w    -73.00 -38.00   0.50    0.25    --  -76.58 126.00   0.00   70
  5  \w   -105.00 -36.00   0.50    0.25    --  -76.58 126.00-180.00  138
  6  \w   -112.00 -45.00   0.50    0.25    --  -76.58   0.00   0.00  134
  7  \w   -116.00 -89.00   0.50    0.25    --  -76.58 -15.00 -60.00   54
  8  \w    -83.00 -56.00   0.50    0.25    --  -76.58 -15.00 -60.00   54
  9  \w   -107.00 -32.00   0.50    0.25    --  -63.28 -15.00-150.00  150
 10  \w    -91.00 -32.00   0.50    0.25    --  -63.28 -15.00 -90.00  118
 11  \w    -98.00 -38.00   0.50    0.25    --  -63.28 -15.00 120.00  120
 12  \w    -99.00 -49.00   0.50    0.25    --  -63.28 -15.00  60.00  100
 13  \w   -111.00 -86.00   0.50    0.25    --  -76.58-126.00 -90.00   50
 14  \w   -118.00 -91.00   0.50    0.25    --  -76.58-126.00-180.00   54
 15  \w   -119.00 -79.00   0.50    0.25    --  -76.58-126.00   0.00   80
 16  \w     35.00 107.00   0.50    0.25    --   72.63   0.00-120.00  144
 17  \w     86.00 116.00   0.50    0.25    --   72.63  15.00 -60.00   60
 18  \w     49.00  83.00   0.50    0.25    --   72.63  15.00 -60.00   68
 19  \w     43.00  76.00   0.50    0.25    --   76.35 -95.00 -90.00   66
 20  \w     75.00 101.00   0.50    0.25    --   72.63-126.00-150.00   52
 21  \w     37.00  63.00   0.50    0.25    --   72.63-126.00 -30.00   52
 22  \w     69.00  99.00   0.50    0.25    --   72.63-126.00 -30.00   60
 23  \w     76.00 101.00   0.50    0.25    --   72.63-126.00  30.00   50
 24  \w     50.00 105.00   0.50    0.25    --   76.35-126.00  60.00  110
 25  \w     30.00  72.00   0.50    0.25    --   72.63-126.00  30.00   84
 26  \w     26.00  90.00   0.50    0.25    --   63.00-126.00  90.00  128
 27  \w     29.00  89.00   0.50    0.25    --   63.00-126.00 150.00  120
 28  \w     80.00 105.00   0.50    0.25    --   76.35-126.00 120.00   50
 29  \w     30.00  99.00   0.50    0.25    --   72.63-126.00 120.00  138
 30  \w     43.00  68.00   0.50    0.25    --   76.35-126.00 120.00   50
 31  \w     80.00 105.00   0.50    0.25    --   76.35-126.00-120.00   50
 32  \w     79.00 105.00   0.50    0.25    --   76.35-126.00-150.00   52
 33  \w     47.00 105.00   0.50    0.25    --   76.35-126.00-180.00  116
 34  \w     35.00  75.00   0.50    0.25    --   76.35-126.00-150.00   80
 35  \w     34.00  60.00   0.50    0.25    --   76.35-126.00-120.00   52
 36  \w     28.00  59.00   0.50    0.25    --   63.00 -95.00-150.00   62
 37  \w     39.00  81.00   0.50    0.25    --   72.63 -95.00-150.00   84
 38  \w     30.00  72.00   0.50    0.25    --   63.00 -95.00 -90.00   84
 39  \w     80.00 105.00   0.50    0.25    --   76.35-126.00 -30.00   50
 40  \w     46.00 105.00   0.50    0.25    --   76.35-126.00   0.00  118
 41  \w     30.00  71.00   0.50    0.25    --   63.00 -95.00 -60.00   82
 42  \w     33.00  70.00   0.50    0.25    --   63.00 -95.00   0.00   74
 43  \w     26.00  62.00   0.50    0.25    --   63.00 -95.00 150.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0895709000
_diffrn_orient_matrix_UB_12      0.0045849000
_diffrn_orient_matrix_UB_13      -0.0123558000
_diffrn_orient_matrix_UB_21      0.0049394000
_diffrn_orient_matrix_UB_22      -0.0820791000
_diffrn_orient_matrix_UB_23      -0.0122173000
_diffrn_orient_matrix_UB_31      0.0173482000
_diffrn_orient_matrix_UB_32      0.0373430000
_diffrn_orient_matrix_UB_33      -0.0909369000
_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  0.0230
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            83687
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.435
_diffrn_reflns_theta_min         2.590
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.530
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.611
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.123a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_description       block
_exptl_crystal_F_000             2182
_exptl_crystal_size_max          0.183
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1347
_refine_ls_number_reflns         20531
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0499
_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^)+(0.0673P)^2^+2.5648P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1376
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17540
_reflns_number_total             20531
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt03034f2.cif
_cod_data_source_block           ks38_a
_cod_depositor_comments
'Adding full bibliography for 7719677--7719681.cif.'
_cod_database_code               7719681
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C52 H35 B1 N5'
_shelx_estimated_absorpt_t_max   0.867
_shelx_estimated_absorpt_t_min   0.767
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Shared sites
{N3A, C3A}
{C25, N25}
{N3, C3}
{C2, N2}
3. Uiso/Uaniso restraints and constraints
Uanis(N3) = Uanis(C3)
Uanis(C2) = Uanis(C3)
Uanis(C3A) = Uanis(C25)
Uanis(N25) = Uanis(N3A)
Uanis(C3A) = Uanis(N3A)
4. Others
 Sof(H49A)=Sof(C3A)=Sof(N25)=1-FVAR(1)
 Sof(N3A)=Sof(H99)=Sof(C25)=FVAR(1)
 Sof(C3)=Sof(N2)=1-FVAR(2)
 Sof(N3)=Sof(C2)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C01B(H01B), C6A(H6A), C8(H8), C12(H12), C17(H17), C18(H18), C21(H21),
 C024(H024), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C59(H59),
 C60(H60), C61(H61), C62(H62), C63(H63), C64A(H64A), C65(H65), C66(H66),
 C67(H67), C68(H68), C69(H69), C71(H71), C72(H72), C73(H73), C74(H74), C75(H75),
  C102(H102), C103(H103), C104(H104), C105(H105), C106(H106), C154(H154),
 C202(H202), C203(H203), C204(H204), C205(H205), C206(H206), N22(H22), N24(H24),
  C1AA(H1AA), C2AA(H2AA), C3AA(H3AA), C4AA(H4AA), N24A(H24A), N22A(H22A),
 C8A(H8A), C45A(H45A), C66A(H66A), C56A(H56A), C41A(H41A), C49A(H49A),
 C12A(H12A), C60A(H60A), C99(H99), C47A(H47A), C54A(H54A), C18A(H18A),
 C19A(H19A), C62A(H62A), C69A(H69A), C40A(H40A), C22(H22B), C42A(H42A),
 C44A(H44A), C46A(H46A), C26A(H26A), C48A(H48A), C53A(H53A), C32A(H32A),
 C55A(H55A), C33A(H33A), C57A(H57A), C34A(H34A), C59A(H59A), C35A(H35A),
 C61A(H61A), C63A(H63A), C68A(H68A), C02Y(H02Y), C1B(H1B), C7A(H7A), C36A(H36A),
  C17A(H17A), C38A(H38A), C23(H23), C39(H39), C28B(H28B), C39A(H39A), C65A(H65A)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              46359
_shelx_fab_checksum              1692
_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 1.207
_oxdiff_exptl_absorpt_empirical_full_min 0.899