One-pot gram-scale rapid synthesis of MN<sub>4</sub> complexes with 14-membered ring macrocyclic ligand as a precursor for carbon-based ORR and CO<sub>2</sub>RR catalysts.
Ogawa, Mana; Usami, Sayaka; Takahama, Ryo; Iwamoto, Kazuko; Nabeta, Tomomi; Kawashima, Shin; Kojima, Ryoichi; Ohyama, Junya; Hayakawa, Teruaki; Nabae, Yuta; Moriya, Makoto; Dalton transactions (Cambridge, England : 2003) 53 (2024) 4426–4431; doi:10.1039/d3dt04129h

data_7715058
_publ_section_title
;
 One-pot gram-scale rapid synthesis of MN<sub>4</sub> complexes with
 14-membered ring macrocyclic ligand as a precursor for carbon-based ORR
 and CO<sub>2</sub>RR catalysts.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4426
_journal_page_last               4431
_journal_paper_doi               10.1039/d3dt04129h
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C24 H14 N6 Ni, 2(C F3 O3 S)'
_chemical_formula_sum            'C26 H14 F6 N6 Ni O6 S2'
_chemical_formula_weight         743.26
_chemical_name_systematic        '[Ni(H2HAM)][OTf]2'
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-12
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2023-10-12 deposited with the CCDC.	2024-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.391(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6317(5)
_cell_length_b                   18.0397(10)
_cell_length_c                   9.0167(5)
_cell_measurement_reflns_used    10094
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.6080
_cell_measurement_theta_min      2.5800
_cell_volume                     1353.67(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.887
_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     10.00  94.00   0.50  141.03    --    5.00  45.00 120.00  168
  2  \w     48.00  74.00   0.50  141.03    --    5.00  45.00 150.00   52
  3  \w     -8.00  18.00   0.50  141.03    --    5.00  45.00  60.00   52
  4  \w     40.00  94.00   0.50  141.03    --    5.00  45.00  60.00  108
  5  \w    -83.00  -4.00   0.50  141.03    --    5.00  45.00 150.00  158
  6  \w    -29.00  74.00   0.50  141.03    --   -6.80  45.00   0.00  206
  7  \w      5.00  31.00   0.50  141.03    --   -6.80  45.00  60.00   52
  8  \w      7.00  32.00   0.50  141.03    --   -6.80  45.00  30.00   50
  9  \w    -83.00 -32.00   0.50  141.03    --   -6.80  45.00  30.00  102
 10  \w    -61.00 -35.00   0.50  141.03    --   -6.80  45.00  60.00   52
 11  \w    -82.00 -55.00   0.50  141.03    --   -6.80  45.00   0.00   54
 12  \w    -96.00  63.00   0.50  141.03    --   -6.80  45.00 120.00  318
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0386426000
_diffrn_orient_matrix_UB_12      0.0331182000
_diffrn_orient_matrix_UB_13      0.0327447000
_diffrn_orient_matrix_UB_21      0.0663430000
_diffrn_orient_matrix_UB_22      -0.0209697000
_diffrn_orient_matrix_UB_23      0.0429029000
_diffrn_orient_matrix_UB_31      0.0370277000
_diffrn_orient_matrix_UB_32      0.0030405000
_diffrn_orient_matrix_UB_33      -0.0611868000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            29658
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.268
_diffrn_reflns_theta_min         2.258
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent pale yellow'
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_description       plate
_exptl_crystal_F_000             748
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethylene glycol'
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.654
_refine_diff_density_min         -1.162
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3596
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0581
_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^)+(0.1192P)^2^+1.0294P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1658
_refine_ls_wR_factor_ref         0.1819
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2797
_reflns_number_total             3596
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt04129h2.cif
_cod_data_source_block
220319-iwm-n-15-ni(otf)2-asahiligand-ethyleneglycol
_cod_depositor_comments
'Adding full bibliography for 7715057--7715059.cif.'
_cod_database_code               7715058
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         NiC20H20N10S2F6O6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N), C00O(H00O)
;
_shelx_res_checksum              11911
_shelx_hkl_checksum              71791
_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 1.162
_oxdiff_exptl_absorpt_empirical_full_min 0.841