Experimental and computational studies on pseudotetrahedral nickel(ii)-(S or R)-dihalogen-salicylaldiminates with Δ- or Λ-chirality induction at-metal
Saadati, Arezoo; Amiri Rudbari, Hadi; Aryaeifar, Mahnaz; Blacque, Olivier; Correia, Isabel; Islam, Mohammad Khairul; Woschko, Dennis; Haj Hassani Sohi, Takin; Janiak, Christoph; Enamullah, Mohammed; CrystEngComm 25 (2023) 365–377; doi:10.1039/D2CE01311H

data_7245844
_publ_section_title
;
 Experimental and computational studies on pseudotetrahedral nickel(ii)-(S
 or R)-dihalogen-salicylaldiminates with \D- or \L-chirality induction
 at-metal
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              365
_journal_page_last               377
_journal_paper_doi               10.1039/D2CE01311H
_journal_volume                  25
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C30 H24 Cl4 N2 Ni O2'
_chemical_formula_sum            'C30 H24 Cl4 N2 Ni O2'
_chemical_formula_weight         645.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-28
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-05-02 deposited with the CCDC.	2022-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.6972(17)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.98147(15)
_cell_length_b                   10.86524(17)
_cell_length_c                   12.8851(2)
_cell_measurement_reflns_used    8972
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      77.7550
_cell_measurement_theta_min      4.9640
_cell_volume                     1338.48(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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    -82.00   2.00   0.50    2.50    --  -51.46 107.00 137.00  168
  2  \w    -35.00  -6.00   0.50   10.00    --  -84.25  30.00  60.00   58
  3  \w    -35.00  -6.00   0.50   10.00    --  -84.25  30.00  90.00   58
  4  \w    -65.00  21.00   0.50    2.50    --  -51.46  57.00  90.00  172
  5  \w    -82.00  -8.00   0.50   10.00    --  -84.25 107.00 137.00  148
  6  \w   -124.00 -38.00   0.50    2.50    --  -51.46 -57.00 -30.00  172
  7  \w    -35.00  -6.00   0.50   10.00    --  -84.25  30.00-120.00   58
  8  \w    -35.00  -6.00   0.50   10.00    --  -84.25  30.00-150.00   58
  9  \w   -125.00 -73.00   0.50    2.50    --  -51.46-125.00-180.00  104
 10  \w   -125.00 -73.00   0.50    2.50    --  -51.46-125.00 -60.00  104
 11  \w   -125.00 -73.00   0.50    2.50    --  -51.46-125.00  60.00  104
 12  \w   -124.00 -38.00   0.50    2.50    --  -51.46 -57.00 120.00  172
 13  \w     20.00  88.00   0.50    2.50    --   51.46-107.00  38.00  136
 14  \w     33.00 105.00   0.50   10.00    --  105.75 -77.00  60.00  144
 15  \w     62.00 102.00   0.50   10.00    --  105.75-111.00   0.00   80
 16  \w     72.00 106.00   0.50   10.00    --  105.75 -94.00  30.00   68
 17  \w     77.00 104.00   0.50   10.00    --  105.75 -77.00 150.00   54
 18  \w     96.00 178.00   0.50   10.00    --  105.75  15.00  60.00  164
 19  \w    145.00 176.00   0.50   10.00    --  105.75  45.00 -30.00   62
 20  \w    109.00 139.00   0.50   10.00    --  105.75  45.00 -30.00   60
 21  \w    102.00 178.00   0.50   10.00    --  105.75 111.00  60.00  152
 22  \w    104.00 178.00   0.50   10.00    --  105.75 107.00 137.00  148
 23  \w     95.00 178.00   0.50   10.00    --  105.75  45.00  60.00  166
 24  \w     96.00 178.00   0.50   10.00    --  105.75  15.00-120.00  164
 25  \w     97.00 178.00   0.50   10.00    --  105.75  30.00-180.00  162
 26  \w     84.00 178.00   0.50   10.00    --  105.75  77.00-180.00  188
 27  \w     91.00 177.00   0.50   10.00    --  105.75  61.00  30.00  172
 28  \w     62.00 146.00   0.50   10.00    --  105.75 178.00-180.00  168
 29  \w     35.00  71.00   0.50   10.00    --  105.75 -61.00 150.00   72
 30  \w     30.00 109.00   0.50   10.00    --  105.75-111.00  90.00  158
 31  \w     43.00  68.00   0.50   10.00    --  105.75 -61.00  60.00   50
 32  \w     29.00 108.00   0.50   10.00    --  105.75-107.00  38.00  158
 33  \w     30.00 109.00   0.50   10.00    --  105.75-111.00 -30.00  158
 34  \w     42.00 124.00   0.50   10.00    --  105.75-140.00-137.79  164
 35  \w     44.00  94.00   0.50   10.00    --  105.75-111.00-120.00  100
 36  \w     33.00 105.00   0.50   10.00    --  105.75 -77.00-180.00  144
 37  \w     30.00 109.00   0.50   10.00    --  105.75-111.00 -90.00  158
 38  \w     33.00 105.00   0.50   10.00    --  105.75 -77.00-150.00  144
 39  \w     33.00 105.00   0.50   10.00    --  105.75 -77.00-120.00  144
 40  \w     30.00 109.00   0.50   10.00    --  105.75-111.00-150.00  158
 41  \w     33.00 105.00   0.50   10.00    --  105.75 -77.00 -90.00  144
 42  \w     30.00 109.00   0.50   10.00    --  105.75-111.00 -60.00  158
 43  \w     30.00 106.00   0.50   10.00    --  105.75 -94.00  90.00  152
 44  \w     30.00 109.00   0.50   10.00    --  105.75-111.00 150.00  158
 45  \w     34.00  68.00   0.50   10.00    --  105.75 -94.00  30.00   68
 46  \w   -161.00 -82.00   0.50   10.00    --  -84.25-107.00  38.00  158
 47  \w   -162.00 -75.00   0.50   10.00    --  -84.25 -30.00 -90.00  174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0020358000
_diffrn_orient_matrix_UB_12      -0.1417312000
_diffrn_orient_matrix_UB_13      -0.0046449000
_diffrn_orient_matrix_UB_21      -0.0074977000
_diffrn_orient_matrix_UB_22      0.0050618000
_diffrn_orient_matrix_UB_23      -0.1210296000
_diffrn_orient_matrix_UB_31      0.1608947000
_diffrn_orient_matrix_UB_32      -0.0016521000
_diffrn_orient_matrix_UB_33      0.0302290000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13792
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.489
_diffrn_reflns_theta_min         4.971
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.989
_exptl_absorpt_correction_T_max  0.934
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_description       plate
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 1232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2723
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0219
_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^)+(0.0371P)^2^+0.4488P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0573
_reflns_Friedel_coverage         0.892
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                2675
_reflns_number_total             2723
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01311h2.cif
_cod_data_source_block           hadi0701
_cod_depositor_comments
'Adding full bibliography for 7245842--7245847.cif.'
_cod_original_cell_volume        1338.49(4)
_cod_database_code               7245844
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.929
_shelx_estimated_absorpt_t_min   0.662
_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 Ternary CH refined with riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_shelx_res_checksum              2340
_shelx_hkl_checksum              38145