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_7245846
_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 Br4 N2 Ni O2'
_chemical_formula_sum            'C30 H24 Br4 N2 Ni O2'
_chemical_formula_weight         822.86
_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             2019-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-02 deposited with the CCDC.	2022-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.6210(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.10590(10)
_cell_length_b                   10.93120(10)
_cell_length_c                   13.06820(10)
_cell_measurement_reflns_used    14049
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.1370
_cell_measurement_theta_min      4.8980
_cell_volume                     1383.32(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015b)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_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  \w    -27.00  26.00   0.50    0.70    --   51.72 -19.00  30.00  106
  2  \w     38.00 124.00   0.50    0.70    --   51.72  57.00  90.00  172
  3  \w     97.00 178.00   0.50    2.80    --  105.75  30.00  30.00  162
  4  \w     95.00 178.00   0.50    2.80    --  105.75  48.00 -40.42  166
  5  \w     97.00 178.00   0.50    2.80    --  105.75  30.00 -90.00  162
  6  \w     96.00 178.00   0.50    2.80    --  105.75  15.00-150.00  164
  7  \w     96.00 178.00   0.50    2.80    --  105.75  15.00 -60.00  164
  8  \w     97.00 178.00   0.50    2.80    --  105.75  30.00  60.00  162
  9  \w     94.00 178.00   0.50    2.80    --  105.75  45.00 -90.00  168
 10  \w     92.00 178.00   0.50    2.80    --  105.75  57.00-132.70  172
 11  \w     91.00 177.00   0.50    2.80    --  105.75  60.00 -67.85  172
 12  \w     94.00 178.00   0.50    2.80    --  105.75  45.00-150.00  168
 13  \w     91.00 177.00   0.50    2.80    --  105.75  60.00 -96.65  172
 14  \w     94.00 178.00   0.50    2.80    --  105.75  45.00-180.00  168
 15  \w     91.00 177.00   0.50    2.80    --  105.75  60.00  46.67  172
 16  \w     94.00 178.00   0.50    2.80    --  105.75  45.00 120.00  168
 17  \w     91.00 177.00   0.50    2.80    --  105.75  60.00  75.78  172
 18  \w     92.00 178.00   0.50    2.80    --  105.75  58.00  68.77  172
 19  \w     34.00  68.00   0.50    2.80    --  105.75 -59.00  40.50   68
 20  \w     33.00  64.00   0.50    2.80    --  105.75 -56.00 -24.25   62
 21  \w     34.00  67.00   0.50    2.80    --  105.75 -58.00   0.00   66
 22  \w     34.00  70.00   0.50    2.80    --  105.75 -60.00  68.52   72
 23  \w     34.00  67.00   0.50    2.80    --  105.75 -58.00  97.19   66
 24  \w     33.00  66.00   0.50    2.80    --  105.75 -57.00 136.11   66
 25  \w     34.00  67.00   0.50    2.80    --  105.75 -58.00 169.21   66
 26  \w     33.00  66.00   0.50    2.80    --  105.75 -57.00 105.07   66
 27  \w     34.00  67.00   0.50    2.80    --  105.75 -58.00  25.95   66
 28  \w     33.00  62.00   0.50    2.80    --  105.75 -54.00 -45.20   58
 29  \w     33.00  62.00   0.50    2.80    --  105.75 -54.00 -64.59   58
 30  \w     33.00  62.00   0.50    2.80    --  105.75 -54.00-109.92   58
 31  \w     34.00  68.00   0.50    2.80    --  105.75 -59.00-170.37   68
 32  \w     32.00  58.00   0.50    2.80    --  105.75 -51.00-166.26   52
 33  \w     32.00  59.00   0.50    2.80    --  105.75 -52.00-143.34   54
 34  \w     33.00  66.00   0.50    2.80    --  105.75 -57.00-125.35   66
 35  \w     38.00 124.00   0.50    0.70    --   51.72  57.00   0.00  172
 36  \w     38.00 124.00   0.50    0.70    --   51.72  58.00 141.00  172
 37  \w    -26.00  25.00   0.50    0.70    --  -54.72  19.00  30.00  102
 38  \w    -26.00  25.00   0.50    0.70    --  -54.72  19.00 -90.00  102
 39  \w    -26.00  25.00   0.50    0.70    --  -54.72  19.00-150.00  102
 40  \w    -43.00  22.00   0.50    0.70    --  -54.72  38.00  90.00  130
 41  \w   -132.00 -46.00   0.50    0.70    --  -54.72 -38.00-150.00  172
 42  \w   -127.00 -41.00   0.50    0.70    --  -54.72 -57.00   0.00  172
 43  \w   -132.00 -46.00   0.50    0.70    --  -54.72 -38.00 -90.00  172
 44  \w   -157.00 -71.00   0.50    2.80    --  -84.25 -56.00-152.22  172
 45  \w   -158.00 -72.00   0.50    2.80    --  -84.25 -52.00-115.23  172
 46  \w   -127.00 -84.00   0.50    0.70    --  -54.72 -58.00 129.74   86
;
_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      0.1445653000
_diffrn_orient_matrix_UB_12      -0.0327763000
_diffrn_orient_matrix_UB_13      -0.0089604000
_diffrn_orient_matrix_UB_21      -0.0653559000
_diffrn_orient_matrix_UB_22      -0.0917753000
_diffrn_orient_matrix_UB_23      -0.0896797000
_diffrn_orient_matrix_UB_31      -0.0122343000
_diffrn_orient_matrix_UB_32      0.1017844000
_diffrn_orient_matrix_UB_33      -0.0837011000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0154
_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       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14700
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.424
_diffrn_reflns_theta_min         4.909
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.042
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_correction_T_min  0.556
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (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            yellow
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_description       plate
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 1329 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2850
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0174
_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^)+(0.0264P)^2^+1.4103P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0461
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                2838
_reflns_number_total             2850
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01311h2.cif
_cod_data_source_block           hadi1211
_cod_depositor_comments
'Adding full bibliography for 7245842--7245847.cif.'
_cod_database_code               7245846
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.856
_shelx_estimated_absorpt_t_min   0.500
_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              28693
_shelx_hkl_checksum              89614