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_1575233
_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         '2(C25 H20 Cl N2 Ni O P)'
_chemical_formula_sum            'C50 H40 Cl2 N4 Ni2 O2 P2'
_chemical_formula_weight         979.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-06
_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                90
_cell_angle_beta                 99.271(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2233(7)
_cell_length_b                   11.5814(5)
_cell_length_c                   25.9382(15)
_cell_measurement_reflns_used    5150
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      31.2540
_cell_measurement_theta_min      1.9150
_cell_volume                     4513.4(4)
_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    150.27 334.27   1.00    5.00  13.01 -15.82 -31.50    --   184
  2  \w   -115.72  16.28   1.00    5.00    --  -15.82 -59.25 173.08  132
  3  \w   -115.72  16.28   1.00    5.00    --  -15.82 -59.25  20.08  132
  4  \w   -115.72  16.28   1.00    5.00    --  -15.82 -59.25-135.92  132
  5  \f   -154.56  77.44   1.00    5.00  75.04 -15.82  31.50    --   232
  6  \f    168.08 352.08   1.00    5.00  16.40 -15.82 -59.25    --   184
;
_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      -0.0102273000
_diffrn_orient_matrix_UB_12      -0.0384500000
_diffrn_orient_matrix_UB_13      -0.0214187000
_diffrn_orient_matrix_UB_21      0.0071444000
_diffrn_orient_matrix_UB_22      -0.0476361000
_diffrn_orient_matrix_UB_23      0.0173321000
_diffrn_orient_matrix_UB_31      -0.0455311000
_diffrn_orient_matrix_UB_32      0.0011013000
_diffrn_orient_matrix_UB_33      0.0029414000
_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  0.1726
_diffrn_reflns_av_unetI/netI     0.0828
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            99131
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.591
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69230
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       block
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.93
_exptl_crystal_size_mid          0.64
_exptl_crystal_size_min          0.56
_refine_diff_density_max         0.798
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         7938
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0642
_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^)+(0.0670P)^2^+6.1517P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.1701
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5237
_reflns_number_total             7938
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cy00718f2.cif
_cod_data_source_block           Complex_2
_cod_depositor_comments
'Adding full bibliography for 1575233--1575235.cif.'
_cod_database_code               1575233
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.586
_shelx_estimated_absorpt_t_min   0.436
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C31(H31A,H31B)
1.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C46(H46), C19(H19), C9(H9), C34(H34), C2(H2), C44(H44), C10(H10),
 C11(H11), C1(H1), C15(H15), C4(H4), C50(H50), C40(H40), C37(H37), C48(H48),
 C47(H47), C18(H18), C3(H3), C21(H21), C26(H26), C41(H41), C25(H25), C49(H49),
 C35(H35), C27(H27), C17(H17), C36(H36), C42(H42), C43(H43), C29(H29), C16(H16),
  C23(H23), C22(H22), C24(H24), C28(H28)
;
_shelx_res_checksum              79193
_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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.808