Synthesis of NiII porphyrin—NiII 5,15-diazaporphyrin hybrid tapes
Wang, Lina; Liao, Zian; Lin, Peng; Jia, Yingying; Liu, Le; Xu, Ling; Zhou, Mingbo; Yin, Bangshao; Rao, Yutao; Nakai, Akito; Tanaka, Takayuki; Shimizu, Daiki; Osuka, Atsuhiro; Song, Jianxin; Chemical Science 15 (2024) 10207–10213; doi:10.1039/D4SC01450B

data_1571712
_publ_section_title
;
 Synthesis of NiII porphyrin---NiII 5,15-diazaporphyrin hybrid tapes
;
_journal_issue                   26
_journal_name_full               'Chemical Science'
_journal_page_first              10207
_journal_page_last               10213
_journal_paper_doi               10.1039/D4SC01450B
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C160 H168 N14 Ni3'
_chemical_formula_sum            'C160 H168 N14 Ni3'
_chemical_formula_weight         2463.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-05-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-05-08 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.4471(18)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.4956(3)
_cell_length_b                   19.5137(8)
_cell_length_c                   27.9638(6)
_cell_measurement_reflns_used    17711
_cell_measurement_temperature    100.2(5)
_cell_measurement_theta_max      71.3570
_cell_measurement_theta_min      3.7020
_cell_volume                     8903.6(4)
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.2(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -44.00  13.00   1.00    7.50    --  -34.73  57.00-150.00   57
  2  \w    -25.00  30.00   1.00    7.50    --  -34.73  57.00   0.00   55
  3  \w    -49.00  33.00   1.00    7.50    --  -34.73  57.00  90.00   82
  4  \w    -53.00 -23.00   1.00    7.50    --  -34.73  77.00 -90.00   30
  5  \w    -19.00  29.00   1.00    7.50    --  -34.73  77.00 -90.00   48
  6  \w      9.00  99.00   1.00    7.50    --   34.73  77.00  30.00   90
  7  \w     23.00  87.00   1.00    7.50    --   34.73-125.00-150.00   64
  8  \w      8.00  48.00   1.00    7.50    --   34.73  77.00-150.00   40
  9  \w     17.00 102.00   1.00    7.50    --   34.73  38.00 -30.00   85
 10  \w      1.00  74.00   1.00    7.50    --   34.73 -99.00   0.00   73
 11  \w    -33.00  47.00   1.00    7.50    --   34.73 -57.00  90.00   80
 12  \w      8.00 102.00   1.00    7.50    --   34.73  77.00 -30.00   94
 13  \w     60.00  94.00   1.00    7.50    --   34.73  77.00  90.00   34
 14  \w     19.00 102.00   1.00    7.50    --   34.73  57.00-150.00   83
 15  \w     -3.00  24.00   1.00    7.50    --   34.73  96.00  16.00   27
 16  \w     62.00 101.00   1.00    7.50    --   34.73  77.00-150.00   39
 17  \w     -1.00  26.00   1.00    7.50    --   34.73  94.00 -94.84   27
 18  \w     13.00 102.00   1.00    7.50    --   34.73  29.00 163.00   89
 19  \w     10.00  74.00   1.00    7.50    --   34.73  77.00 120.00   64
 20  \w      8.00  53.00   1.00    7.50    --   34.73  77.00  90.00   45
 21  \w    -32.00  54.00   1.00    7.50    --   34.73 -38.00-150.00   86
 22  \w     79.00 105.00   1.00   27.50    --  105.25  77.00 150.00   26
 23  \w    114.00 173.00   1.00   27.50    --  105.25  77.00 -30.00   59
 24  \w    125.00 173.00   1.00   27.50    --  105.25  77.00  30.00   48
 25  \w     79.00 105.00   1.00   27.50    --  105.25  77.00 -30.00   26
 26  \w    116.00 172.00   1.00   27.50    --  105.25  77.00  90.00   56
 27  \w     84.00 113.00   1.00   27.50    --  105.25  30.00-180.00   29
 28  \w     79.00 105.00   1.00   27.50    --  105.25  77.00-120.00   26
 29  \w    144.00 170.00   1.00   27.50    --  105.25  77.00-120.00   26
 30  \w     79.00 105.00   1.00   27.50    --  105.25  77.00-180.00   26
 31  \w     79.00 105.00   1.00   27.50    --  105.25  77.00  30.00   26
 32  \w     79.00 104.00   1.00   27.50    --  105.25  77.00  90.00   25
 33  \w     87.00 113.00   1.00   27.50    --  105.25  61.00  90.00   26
 34  \w    133.00 169.00   1.00   27.50    --  105.25  77.00 -90.00   36
 35  \w     87.00 113.00   1.00   27.50    --  105.25  61.00-150.00   26
 36  \w     38.00 131.00   1.00   27.50    --  105.25 -77.00 150.00   93
 37  \w     79.00 105.00   1.00   27.50    --  105.25  77.00 -90.00   26
 38  \w    131.00 166.00   1.00   27.50    --  105.25  61.00 120.00   35
 39  \w     87.00 116.00   1.00   27.50    --  105.25  61.00 120.00   29
 40  \w     87.00 121.00   1.00   27.50    --  105.25  61.00   0.00   34
 41  \w     87.00 113.00   1.00   27.50    --  105.25  61.00 -90.00   26
 42  \w     36.00 116.00   1.00   27.50    --  105.25-111.00 150.00   80
 43  \w     87.00 113.00   1.00   27.50    --  105.25  61.00  30.00   26
 44  \w    120.00 172.00   1.00   27.50    --  105.25  61.00 150.00   52
 45  \w     57.00 123.00   1.00   27.50    --  105.25 -77.00   0.00   66
 46  \w     87.00 113.00   1.00   27.50    --  105.25  61.00-120.00   26
 47  \w    121.00 173.00   1.00   27.50    --  105.25  77.00   0.00   52
 48  \w     79.00 105.00   1.00   27.50    --  105.25  77.00 120.00   26
 49  \w     87.00 113.00   1.00   27.50    --  105.25  61.00 -30.00   26
 50  \w     87.00 113.00   1.00   27.50    --  105.25  61.00 150.00   26
 51  \w     84.00 112.00   1.00   27.50    --  105.25  30.00  60.00   28
 52  \w     84.00 114.00   1.00   27.50    --  105.25  30.00-120.00   30
 53  \w     84.00 113.00   1.00   27.50    --  105.25  30.00  90.00   29
 54  \w     84.00 113.00   1.00   27.50    --  105.25  30.00-150.00   29
 55  \w     87.00 113.00   1.00   27.50    --  105.25  61.00  60.00   26
 56  \w     79.00 104.00   1.00   27.50    --  105.25  77.00   0.00   25
 57  \w     84.00 111.00   1.00   27.50    --  105.25  30.00 -30.00   27
 58  \w     84.00 111.00   1.00   27.50    --  105.25  30.00 -60.00   27
 59  \w     87.00 113.00   1.00   27.50    --  105.25  61.00 -60.00   26
 60  \w     84.00 119.00   1.00   27.50    --  105.25  30.00   0.00   35
 61  \w     85.00 123.00   1.00   27.50    --  105.25  30.00 120.00   38
 62  \w     82.00 108.00   1.00   27.50    --  105.25 -94.00   0.00   26
 63  \w    122.00 169.00   1.00   27.50    --  105.25  77.00 -60.00   47
 64  \w    123.00 173.00   1.00   27.50    --  105.25  77.00  60.00   50
 65  \w     52.00 111.00   1.00   27.50    --  105.25-111.00 -30.00   59
 66  \w    123.00 173.00   1.00   27.50    --  105.25  77.00-150.00   50
 67  \w     79.00 105.00   1.00   27.50    --  105.25  77.00 -60.00   26
 68  \w     79.00 105.00   1.00   27.50    --  105.25  77.00-150.00   26
 69  \w    129.00 172.00   1.00   27.50    --  105.25  30.00 -90.00   43
 70  \w     36.00  76.00   1.00   27.50    --  105.25 -94.00   0.00   40
 71  \w     84.00 111.00   1.00   27.50    --  105.25  30.00 -90.00   27
 72  \w    123.00 173.00   1.00   27.50    --  105.25  77.00-180.00   50
 73  \w    142.00 171.00   1.00   27.50    --  105.25  77.00 150.00   29
 74  \w     79.00 104.00   1.00   27.50    --  105.25  77.00  60.00   25
 75  \w     87.00 113.00   1.00   27.50    --  105.25  61.00-180.00   26
;
_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      0.0207035000
_diffrn_orient_matrix_UB_12      -0.0770000000
_diffrn_orient_matrix_UB_13      0.0023712000
_diffrn_orient_matrix_UB_21      -0.0793293000
_diffrn_orient_matrix_UB_22      -0.0145109000
_diffrn_orient_matrix_UB_23      0.0212889000
_diffrn_orient_matrix_UB_31      -0.0468696000
_diffrn_orient_matrix_UB_32      -0.0095389000
_diffrn_orient_matrix_UB_33      -0.0514033000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            126260
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.599
_diffrn_reflns_theta_max         66.599
_diffrn_reflns_theta_min         3.531
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69735
_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    0.919
_exptl_crystal_description       block
_exptl_crystal_F_000             2620
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_platon_squeeze_details
;
;
_refine_diff_density_max         2.001
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     818
_refine_ls_number_reflns         15742
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0939
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2850
_refine_ls_wR_factor_ref         0.3089
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10217
_reflns_number_total             15742
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc01450b2.cif
_cod_data_source_block           4b
_cod_depositor_comments
'Adding full bibliography for 1571710--1571717.cif.'
_cod_database_code               1571712
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C100 H100 Ni3 N12'
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.873
_reflns_odcompleteness_completeness 99.91
_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 Me refined with riding coordinates:
 C52(H52A,H52B,H52C)
2.b Aromatic/amide H refined with riding coordinates:
 C31(H31), C4(H4), C8(H8), C3(H3), C59(H59), C63(H63), C28(H28), C74(H74),
 C13(H13), C49(H49), C35(H35), C27(H27), C61(H61), C33(H33), C76(H76), C17(H17),
  C18(H18), C23(H23), C22(H22), C45(H45), C47(H47)
2.c Idealised Me refined as rotating group:
 C78(H78A,H78B,H78C), C38(H38A,H38B,H38C), C42(H42A,H42B,H42C), C37(H37A,H37B,
 H37C), C79(H79A,H79B,H79C), C39(H39A,H39B,H39C), C80(H80A,H80B,H80C), C69(H69A,
 H69B,H69C), C71(H71A,H71B,H71C), C57(H57A,H57B,H57C), C41(H41A,H41B,H41C),
 C43(H43A,H43B,H43C), C65(H65A,H65B,H65C), C70(H70A,H70B,H70C), C67(H67A,H67B,
 H67C), C55(H55A,H55B,H55C), C66(H66A,H66B,H66C), C56(H56A,H56B,H56C), C51(H51A,
 H51B,H51C), C53(H53A,H53B,H53C)
;
_shelx_res_checksum              87537
_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 1.662
_oxdiff_exptl_absorpt_empirical_full_min 0.639