Nickel–PNN catalysed sustainable synthesis of polysubstituted quinolines under microwave irradiation
Mohite, Manali A.; Sheokand, Sonu; Balakrishna, Maravanji S.; Catalysis Science & Technology 14 (2024) 5959–5969; doi:10.1039/D4CY00863D

data_1572998
_publ_section_title
;
 Nickel--PNN catalysed sustainable synthesis of polysubstituted quinolines
 under microwave irradiation
;
_journal_issue                   20
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              5959
_journal_page_last               5969
_journal_paper_doi               10.1039/D4CY00863D
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C26 H22 Cl N5 Ni P, C F3 O3 S'
_chemical_formula_sum            'C27 H22 Cl F3 N5 Ni O3 P S'
_chemical_formula_weight         678.68
_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             2024-03-14
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-06-13 deposited with the CCDC.	2024-08-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.703(3)
_cell_angle_beta                 98.984(3)
_cell_angle_gamma                99.254(4)
_cell_formula_units_Z            2
_cell_length_a                   8.5305(4)
_cell_length_b                   9.4375(4)
_cell_length_c                   17.6861(6)
_cell_measurement_reflns_used    19915
_cell_measurement_temperature    273.15(10)
_cell_measurement_theta_max      31.7810
_cell_measurement_theta_min      2.1360
_cell_volume                     1387.06(10)
_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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      273.15(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.940
_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   -107.47   8.23   1.30   60.00    --  -22.47 -73.76 -28.25   89
  2  \w    -59.57  22.33   1.30   60.00    --  -22.47  88.31 -85.97   63
  3  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76 178.75   89
  4  \w    -59.57  22.33   1.30   60.00    --  -22.47  88.31  70.03   63
  5  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76  76.75   89
  6  \w    -59.57  22.33   1.30   60.00    --  -22.47  88.31 172.03   63
  7  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76-130.25   89
  8  \w    -59.57  22.33   1.30   60.00    --  -22.47  88.31 -31.97   63
  9  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76  25.75   89
 10  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76 -79.25   89
 11  \w   -107.47   8.23   1.30   60.00    --  -22.47 -73.76 127.75   89
 12  \w    -59.57  22.33   1.30   60.00    --  -22.47  88.31-136.97   63
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0663177000
_diffrn_orient_matrix_UB_12      -0.0358707000
_diffrn_orient_matrix_UB_13      -0.0019183000
_diffrn_orient_matrix_UB_21      -0.0166037000
_diffrn_orient_matrix_UB_22      -0.0009382000
_diffrn_orient_matrix_UB_23      -0.0405872000
_diffrn_orient_matrix_UB_31      0.0510934000
_diffrn_orient_matrix_UB_32      0.0672275000
_diffrn_orient_matrix_UB_33      0.0001764000
_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  0.1133
_diffrn_reflns_av_unetI/netI     0.0883
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            42950
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.829
_diffrn_reflns_theta_min         2.188
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83025
_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    1.625
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.098
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.052
_refine_diff_density_max         0.639
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         8927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0576
_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^)+(0.0454P)^2^+1.2949P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1262
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5909
_reflns_number_total             8927
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cy00863d2.cif
_cod_data_source_block           comp_5
_cod_original_cell_volume        1387.05(10)
_cod_database_code               1572998
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.950
_shelx_estimated_absorpt_t_min   0.909
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C13(H13), C7(H7), C4(H4), C9(H9), C10(H10), C12(H12),
 C11(H11), C16(H16), C22(H22), C20(H20), C18(H18), C19(H19), C17(H17), C23(H23),
  C24(H24), C26(H26), C25(H25)
1.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_shelx_res_checksum              72845
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.833