Sub-<i>m</i>-benziporphyrin: a subcarbaporphyrinoid and its B<sup>III</sup> complex with an unprecedented planar tridentate 14π-aromatic network.
Liu, Le; Song, Shuangji; Lee, Jiyeon; Rao, Yutao; Xu, Ling; Zhou, Mingbo; Yin, Bangshao; Oh, Juwon; Kim, Jiwon; Osuka, Atsuhiro; Song, Jianxin; Chemical science 16 (2025) 1155–1160; doi:10.1039/d4sc07199a

data_1573432
_publ_section_title
;
 Sub-<i>m</i>-benziporphyrin: a subcarbaporphyrinoid and its
 B<sup>III</sup> complex with an unprecedented planar tridentate
 14&#x3c0;-aromatic network.
;
_journal_issue                   3
_journal_name_full               'Chemical science'
_journal_page_first              1155
_journal_page_last               1160
_journal_paper_doi               10.1039/d4sc07199a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C55 H43 B N2'
_chemical_formula_sum            'C55 H43 B N2'
_chemical_formula_weight         742.72
_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             2023-11-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-08-25 deposited with the CCDC.	2024-12-09 downloaded from the CCDC.
;
_cell_angle_alpha                78.284(3)
_cell_angle_beta                 77.397(3)
_cell_angle_gamma                76.902(3)
_cell_formula_units_Z            2
_cell_length_a                   12.2357(4)
_cell_length_b                   13.4613(5)
_cell_length_c                   14.9649(5)
_cell_measurement_reflns_used    9060
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.5640
_cell_measurement_theta_min      3.0490
_cell_volume                     2312.08(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -16.00  51.00   1.00    2.00    --   34.48 -57.00 -30.00   67
  2  \w      6.00  73.00   1.00    2.00    --   34.48 -99.00  60.00   67
  3  \w     28.00  87.00   1.00    2.00    --   34.48-125.00 -60.00   59
  4  \w     39.00 113.00   1.00    6.00    --  105.25 -77.00-150.00   74
  5  \w     91.00 116.00   1.00    6.00    --  105.25-111.00 -30.00   25
  6  \w     53.00 108.00   1.00    6.00    --  105.25 -94.00 -30.00   55
  7  \w     54.00  91.00   1.00    6.00    --  105.25 -94.00  60.00   37
  8  \w     88.00 113.00   1.00    6.00    --  105.25-111.00 120.00   25
  9  \w     52.00 101.00   1.00    6.00    --  105.25 -94.00 120.00   49
 10  \w     41.00 121.00   1.00    6.00    --  105.25 -45.00  90.00   80
 11  \w     94.00 152.00   1.00    6.00    --  105.25  61.00  60.00   58
 12  \w    133.00 174.00   1.00    6.00    --  105.25 111.00 -60.00   41
 13  \w    122.00 147.00   1.00    6.00    --  105.25 178.00 -30.00   25
 14  \w    120.00 173.00   1.00    6.00    --  105.25  77.00-120.00   53
 15  \w     70.00 102.00   1.00    2.00    --   34.48  57.00-120.00   32
 16  \w     45.00 120.00   1.00    6.00    --  105.25 -45.00-150.00   75
 17  \w     38.00 114.00   1.00    6.00    --  105.25 -45.00 -60.00   76
 18  \w     40.00 170.00   1.00    6.00    --  105.25   0.00-150.00  130
 19  \w     62.00 101.00   1.00    6.00    --  105.25 178.00 -30.00   39
 20  \w     27.00 102.00   1.00    2.00    --   34.48  57.00 -30.00   75
 21  \w     28.00 102.00   1.00    2.00    --   34.48  57.00-150.00   74
 22  \w    -25.00  19.00   1.00    2.00    --   34.48 -57.00  90.00   44
 23  \w    -16.00  59.00   1.00    2.00    --   34.48 -77.00 120.00   75
 24  \w     40.00  67.00   1.00    6.00    --  105.25-111.00 120.00   27
 25  \w    -28.00  -1.00   1.00    2.00    --   34.48 -77.00  90.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0746593000
_diffrn_orient_matrix_UB_12      0.0776995000
_diffrn_orient_matrix_UB_13      -0.0559655000
_diffrn_orient_matrix_UB_21      0.0993809000
_diffrn_orient_matrix_UB_22      -0.0591400000
_diffrn_orient_matrix_UB_23      0.0493954000
_diffrn_orient_matrix_UB_31      0.0426995000
_diffrn_orient_matrix_UB_32      -0.0681319000
_diffrn_orient_matrix_UB_33      -0.0765101000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14849
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_min         3.066
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.464
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         8162
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+0.8942P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1039
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7198
_reflns_number_total             8162
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc07199a2.cif
_cod_data_source_block           exp_3472_sq
_cod_depositor_comments
'Adding full bibliography for 1573430--1573435.cif.'
_cod_original_cell_volume        2312.08(15)
_cod_database_code               1573432
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C100 H100 N2 B1'
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.913
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C29(H29), C30(H30),
  C34(H34), C36(H36), C43(H43), C45(H45), C50(H50), C51(H51), C52(H52),
 C53(H53), C54(H54)
2.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C47(H47A,H47B,
 H47C), C48(H48A,H48B,H48C), C49(H49A,H49B,H49C)
;
_shelx_res_checksum              48541
_shelx_fab_checksum              9137
_platon_squeeze_void_probe_radius 1.20
_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 1.198
_oxdiff_exptl_absorpt_empirical_full_min 0.873