Multifunctional PNN-NiII pincer catalyst for C–C and C–N bond formation via alkylation, cross-coupling, and hydroamination reactions
Sabharwal, Gazal; Dwivedi, Khilesh C.; Balakrishna, Maravanji S.; Catalysis Science & Technology 15 (2025) 5275–5284; doi:10.1039/D5CY00718F

data_1575234
_publ_section_title
;
 Multifunctional PNN-NiII pincer catalyst for C--C and C--N bond formation
 via alkylation, cross-coupling, and hydroamination reactions
;
_journal_issue                   18
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              5275
_journal_page_last               5284
_journal_paper_doi               10.1039/D5CY00718F
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C25 H20 Cl2 N2 Ni O2 P, 1.5(C2 H4 Cl2)'
_chemical_formula_sum            'C28 H26 Cl5 N2 Ni O2 P'
_chemical_formula_weight         689.44
_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             2022-02-25
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-05-30 deposited with the CCDC.	2025-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                107.373(5)
_cell_angle_beta                 107.332(5)
_cell_angle_gamma                95.323(5)
_cell_formula_units_Z            2
_cell_length_a                   10.5132(6)
_cell_length_b                   10.9249(6)
_cell_length_c                   14.5672(9)
_cell_measurement_reflns_used    4066
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.2720
_cell_measurement_theta_min      1.9810
_cell_volume                     1493.66(17)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_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  \f   -349.73  10.27   1.00    3.00   6.61  -9.84 -31.50    --   360
  2  \w    -65.46  -0.46   1.00    3.00    --  -19.34  94.56 145.16   65
  3  \w    -60.89   0.11   1.00    3.00    --  -14.77  94.56 -34.84   61
  4  \w   -100.81  15.19   1.00    3.00    --   -9.84 -59.25 -51.92  116
  5  \w   -100.81  15.19   1.00    3.00    --   -9.84 -59.25 164.08  116
  6  \w    -65.46  -0.46   1.00    3.00    --  -19.34  94.56  73.16   65
  7  \w   -100.81  15.19   1.00    3.00    --   -9.84 -59.25  20.08  116
  8  \w    -65.46  -0.46   1.00    3.00    --  -19.34  94.56   1.16   65
  9  \f   -339.92  20.08   1.00    3.00  15.81  -9.84 -59.25    --   360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0217505000
_diffrn_orient_matrix_UB_12      -0.0647771000
_diffrn_orient_matrix_UB_13      -0.0357285000
_diffrn_orient_matrix_UB_21      -0.0639788000
_diffrn_orient_matrix_UB_22      0.0144399000
_diffrn_orient_matrix_UB_23      -0.0223329000
_diffrn_orient_matrix_UB_31      0.0252134000
_diffrn_orient_matrix_UB_32      0.0203708000
_diffrn_orient_matrix_UB_33      -0.0342621000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1405
_diffrn_reflns_av_unetI/netI     0.0754
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            55413
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.559
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.97
_exptl_crystal_size_mid          0.64
_exptl_crystal_size_min          0.55
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0504
_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^)+(0.0655P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1328
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3651
_reflns_number_total             5265
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cy00718f2.cif
_cod_data_source_block           Complex_7
_cod_depositor_comments
'Adding full bibliography for 1575233--1575235.cif.'
_cod_original_cell_volume        1493.66(16)
_cod_database_code               1575234
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.563
_shelx_estimated_absorpt_t_min   0.394
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00Q(H00A,H00B), C011(H01A,H01B), C012(H01E,H01F), C013(H01C,H01D)
2.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010)
;
_shelx_res_checksum              32480
_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 1.136
_oxdiff_exptl_absorpt_empirical_full_min 0.887