Carbazole-Containing Porphyrinoid and its Oligomers
Song, Jianxin; Wu, Tongjing; Kim, Taeyeon; Yin, Bangshao; Wang, Kaisheng; Xu, Ling; Zhou, Mingbo; Kim, Dongho; Chemical Communications  (2019) –; doi:10.1039/C9CC06114B

data_7124067
_publ_section_title
;
 Carbazole-Containing Porphyrinoid and its Oligomers
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC06114B
_journal_year                    2019
_chemical_formula_moiety         'C52 H50 N4 Pd'
_chemical_formula_sum            'C52 H50 N4 Pd'
_chemical_formula_weight         837.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-04-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2019-06-10 deposited with the CCDC.    2019-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                99.8281(10)
_cell_angle_beta                 106.8207(13)
_cell_angle_gamma                100.5416(12)
_cell_formula_units_Z            4
_cell_length_a                   14.3716(2)
_cell_length_b                   16.9373(2)
_cell_length_c                   21.8677(2)
_cell_measurement_reflns_used    38915
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      72.4400
_cell_measurement_theta_min      4.0920
_cell_volume                     4865.71(11)
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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    -32.00  39.00   1.00    1.00    --   34.73 -38.00  30.00   71
  2  \w     21.00  70.00   1.00    1.00    --   34.73 -99.00  60.00   49
  3  \w     34.00  74.00   1.00    1.00    --   34.73 -99.00 150.00   40
  4  \w     37.00 112.00   1.00    2.50    --  107.46-111.00  60.00   75
  5  \w     49.00 126.00   1.00    2.50    --  107.46 -61.00  90.00   77
  6  \w     86.00 117.00   1.00    2.50    --  107.46  30.00 120.00   31
  7  \w     90.00 115.00   1.00    2.50    --  107.46  61.00 120.00   25
  8  \w    116.00 175.00   1.00    2.50    --  107.46  77.00 120.00   59
  9  \w    151.00 177.00   1.00    2.50    --  107.46  30.00 150.00   26
 10  \w    132.00 158.00   1.00    2.50    --  107.46  77.00  60.00   26
 11  \w    142.00 174.00   1.00    2.50    --  107.46  77.00  30.00   32
 12  \w    124.00 168.00   1.00    2.50    --  107.46  77.00 -60.00   44
 13  \w    124.00 168.00   1.00    2.50    --  107.46  77.00 -90.00   44
 14  \w    122.00 154.00   1.00    2.50    --  107.46  61.00-180.00   32
 15  \w    122.00 160.00   1.00    2.50    --  107.46  77.00-150.00   38
 16  \w    115.00 172.00   1.00    2.50    --  107.46  77.00-120.00   57
 17  \w    115.00 175.00   1.00    2.50    --  107.46  77.00-180.00   60
 18  \w     89.00 115.00   1.00    2.50    --  107.46  61.00-180.00   26
 19  \w     89.00 115.00   1.00    2.50    --  107.46  61.00-150.00   26
 20  \w     89.00 115.00   1.00    2.50    --  107.46  61.00-120.00   26
 21  \w     89.00 115.00   1.00    2.50    --  107.46  61.00 -90.00   26
 22  \w     89.00 115.00   1.00    2.50    --  107.46  61.00 -60.00   26
 23  \w     89.00 172.00   1.00    2.50    --  107.46  61.00 -30.00   83
 24  \w    119.00 168.00   1.00    2.50    --  107.46  30.00  60.00   49
 25  \w    119.00 175.00   1.00    2.50    --  107.46  77.00   0.00   56
 26  \w     89.00 115.00   1.00    2.50    --  107.46  61.00  30.00   26
 27  \w     89.00 115.00   1.00    2.50    --  107.46  61.00  60.00   26
 28  \w     89.00 115.00   1.00    2.50    --  107.46  61.00  90.00   26
 29  \w     81.00 107.00   1.00    2.50    --  107.46  77.00  60.00   26
 30  \w     81.00 174.00   1.00    2.50    --  107.46  77.00  90.00   93
 31  \w     89.00 115.00   1.00    2.50    --  107.46  61.00   0.00   26
 32  \w     81.00 107.00   1.00    2.50    --  107.46  77.00  30.00   26
 33  \w     81.00 107.00   1.00    2.50    --  107.46  77.00   0.00   26
 34  \w     81.00 107.00   1.00    2.50    --  107.46  77.00 -30.00   26
 35  \w     81.00 107.00   1.00    2.50    --  107.46  77.00 -60.00   26
 36  \w     81.00 107.00   1.00    2.50    --  107.46  77.00 -90.00   26
 37  \w     81.00 107.00   1.00    2.50    --  107.46  77.00-120.00   26
 38  \w     81.00 107.00   1.00    2.50    --  107.46  77.00-150.00   26
 39  \w     81.00 107.00   1.00    2.50    --  107.46  77.00-180.00   26
 40  \w     86.00 112.00   1.00    2.50    --  107.46  30.00-120.00   26
 41  \w     86.00 115.00   1.00    2.50    --  107.46  30.00-150.00   29
 42  \w     86.00 115.00   1.00    2.50    --  107.46  30.00-180.00   29
 43  \w     86.00 117.00   1.00    2.50    --  107.46  30.00 -90.00   31
 44  \w     86.00 130.00   1.00    2.50    --  107.46  30.00 -30.00   44
 45  \w     86.00 112.00   1.00    2.50    --  107.46  30.00  60.00   26
 46  \w     86.00 114.00   1.00    2.50    --  107.46  30.00  90.00   28
 47  \w     89.00 115.00   1.00    2.50    --  107.46  61.00 150.00   26
 48  \w     87.00 112.00   1.00    2.50    --  107.46  30.00 150.00   25
 49  \w     81.00 107.00   1.00    2.50    --  107.46  77.00 150.00   26
 50  \w     81.00 107.00   1.00    2.50    --  107.46  77.00 120.00   26
 51  \w     86.00 115.00   1.00    2.50    --  107.46  30.00  30.00   29
 52  \w     86.00 112.00   1.00    2.50    --  107.46  30.00 -60.00   26
 53  \w     47.00 104.00   1.00    1.00    --   34.73  38.00-150.00   57
 54  \w     74.00 100.00   1.00    1.00    --   34.73  38.00 -60.00   26
 55  \w     48.00  96.00   1.00    1.00    --   34.73  77.00-120.00   48
 56  \w     20.00  45.00   1.00    1.00    --   34.73  38.00-150.00   25
 57  \w     11.00  43.00   1.00    1.00    --   34.73  77.00-120.00   32
 58  \w     17.00  68.00   1.00    1.00    --   34.73  38.00 -60.00   51
 59  \w      8.00 102.00   1.00    1.00    --   34.73  77.00 -60.00   94
 60  \w     74.00 102.00   1.00    1.00    --   34.73  77.00  90.00   28
 61  \w     70.00 102.00   1.00    1.00    --   34.73  77.00 120.00   32
 62  \w     17.00 101.00   1.00    1.00    --   34.73  38.00  90.00   84
 63  \w     23.00  86.00   1.00    1.00    --   34.73-125.00 -30.00   63
 64  \w     41.00 122.00   1.00    2.50    --  107.46 -77.00 -90.00   81
 65  \w     56.00 115.00   1.00    2.50    --  107.46-111.00 -90.00   59
 66  \w     38.00 131.00   1.00    2.50    --  107.46 -93.00  92.00   93
 67  \w     10.00  62.00   1.00    1.00    --   34.73  77.00  90.00   52
 68  \w     16.00  66.00   1.00    1.00    --   34.73  77.00 120.00   50
 69  \w      9.00 102.00   1.00    1.00    --   34.73  77.00   0.00   93
 70  \w      8.00  73.00   1.00    1.00    --   34.73  77.00-180.00   65
 71  \w    -32.00  47.00   1.00    1.00    --   34.73 -57.00-180.00   79
 72  \w    -33.00  28.00   1.00    1.00    --   34.73 -77.00 -90.00   61
 73  \w    -33.00  41.00   1.00    1.00    --   34.73 -57.00 -30.00   74
 74  \w    -19.00  49.00   1.00    1.00    --   34.73 -38.00  90.00   68
 75  \w     -2.00  25.00   1.00    1.00    --   34.73  95.00  56.47   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      -0.0262329000
_diffrn_orient_matrix_UB_12      -0.0735960000
_diffrn_orient_matrix_UB_13      -0.0593595000
_diffrn_orient_matrix_UB_21      -0.0457081000
_diffrn_orient_matrix_UB_22      -0.0577014000
_diffrn_orient_matrix_UB_23      0.0367913000
_diffrn_orient_matrix_UB_31      -0.1028284000
_diffrn_orient_matrix_UB_32      0.0180584000
_diffrn_orient_matrix_UB_33      -0.0293893000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            66551
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.601
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_min         4.096
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.338
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64091
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_description       plate
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.524
_refine_diff_density_min         -1.985
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1051
_refine_ls_number_reflns         17137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0492
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0903P)^2^+0.9599P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1382
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15309
_reflns_number_total             17137
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc06114b2.cif
_cod_data_source_block           exp_158_sq
_cod_original_cell_volume        4865.73(12)
_cod_database_code               7124067
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C60 N8 H60 Pd2'
_reflns_odcompleteness_completeness 99.78
_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 Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C8(H8), C10(H10), C14(H14), C15(H15), C19(H19), C20(H20),
 C24(H24), C25(H25), C37(H37), C39(H39), C46(H46), C48(H48), C55(H55), C57(H57),
  C60(H60), C62(H62), C66(H66), C67(H67), C71(H71), C72(H72), C76(H76),
 C77(H77), C89(H89), C91(H91), C98(H98), C100(H100)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C41(H41A,H41B,H41C), C42(H42A,
 H42B,H42C), C43(H43A,H43B,H43C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C),
 C52(H52A,H52B,H52C), C80(H80A,H80B,H80C), C81(H81A,H81B,H81C), C82(H82A,H82B,
 H82C), C84(H84A,H84B,H84C), C85(H85A,H85B,H85C), C86(H86A,H86B,H86C), C93(H93A,
 H93B,H93C), C94(H94A,H94B,H94C), C95(H95A,H95B,H95C), C102(H10A,H10B,H10C),
 C103(H10D,H10E,H10F), C104(H10G,H10H,H10I)
;
_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 1.871
_oxdiff_exptl_absorpt_empirical_full_min 0.453
_platon_squeeze_void_probe_radius 1.20