#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:22:29 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281463 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245845.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7245845
loop_
_publ_author_name
'Saadati, Arezoo'
'Amiri Rudbari, Hadi'
'Aryaeifar, Mahnaz'
'Blacque, Olivier'
'Correia, Isabel'
'Islam, Mohammad Khairul'
'Woschko, Dennis'
'Haj Hassani Sohi, Takin'
'Janiak, Christoph'
'Enamullah, Mohammed'
_publ_section_title
;
 Experimental and computational studies on pseudotetrahedral nickel(ii)-(S
 or R)-dihalogen-salicylaldiminates with Δ- or Λ-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_formula_moiety         'C30 H24 Br2 Cl2 N2 Ni O2'
_chemical_formula_sum            'C30 H24 Br2 Cl2 N2 Ni O2'
_chemical_formula_weight         733.94
_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             2022-01-31
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-02-02 deposited with the CCDC.	2022-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.314(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0967(1)
_cell_length_b                   10.8500(1)
_cell_length_c                   13.0172(2)
_cell_measurement_reflns_used    14982
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      32.6350
_cell_measurement_theta_min      2.4790
_cell_volume                     1361.41(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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 10.3801
_diffrn_detector_type            Atlas
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 109.00   1.00    6.50    --   19.62   0.00  60.00  179
  2  ω   -110.00 -61.00   1.00    6.50    --  -20.24-178.00  90.00   49
  3  ω   -110.00 -61.00   1.00    6.50    --  -20.24-178.00   0.00   49
  4  ω    -47.00  56.00   1.00    6.50    --  -20.24  37.00 -60.00  103
  5  ω    -42.00  13.00   1.00    6.50    --  -20.24 -77.00 120.00   55
  6  ω    -42.00  13.00   1.00    6.50    --  -20.24 -77.00   0.00   55
  7  ω    -42.00  13.00   1.00    6.50    --  -20.24 -77.00-180.00   55
  8  ω    -42.00  13.00   1.00    6.50    --  -20.24 -77.00 -90.00   55
  9  ω    -42.00  13.00   1.00    6.50    --  -20.24 -77.00  60.00   55
 10  ω   -109.00 -58.00   1.00    6.50    --  -20.24 178.00-120.00   51
 11  ω    -47.00  56.00   1.00    6.50    --  -20.24  37.00  30.00  103
 12  ω    -15.00  19.00   1.00    6.50    --   19.62 -99.00  30.00   34
 13  ω    -15.00  62.00   1.00    6.50    --   19.62 -99.00-180.00   77
 14  ω    -94.00   9.00   1.00    6.50    --  -20.24 -57.00  60.00  103
 15  ω   -109.00 -58.00   1.00    6.50    --  -20.24 178.00-180.00   51
 16  ω    -54.00  21.00   1.00    6.50    --  -20.24  77.00  60.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0625618000
_diffrn_orient_matrix_UB_12      -0.0147474000
_diffrn_orient_matrix_UB_13      0.0114709000
_diffrn_orient_matrix_UB_21      -0.0139887000
_diffrn_orient_matrix_UB_22      -0.0465091000
_diffrn_orient_matrix_UB_23      -0.0401061000
_diffrn_orient_matrix_UB_31      0.0361162000
_diffrn_orient_matrix_UB_32      -0.0435381000
_diffrn_orient_matrix_UB_33      0.0389367000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0160
_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            17509
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.256
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.877
_exptl_absorpt_correction_T_max  0.645
_exptl_absorpt_correction_T_min  0.544
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
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    1.790
_exptl_crystal_description       cube
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 1270 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2792
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0141
_refine_ls_R_factor_gt           0.0136
_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/[σ²(Fo²)+(0.0142P)²+0.6728P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0325
_refine_ls_wR_factor_ref         0.0327
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2755
_reflns_number_total             2792
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01311h2.cif
_cod_data_source_block           hadi3101
_cod_depositor_comments
'Adding full bibliography for 7245842--7245847.cif.'
_cod_database_code               7245845
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.594
_shelx_estimated_absorpt_t_min   0.469
_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)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.55421(2) 0.22617(2) 0.16864(2) 0.02211(7) Uani 1 1 d . . . . .
C1 C 0.3991(2) 0.3772(2) 0.26870(18) 0.0157(4) Uani 1 1 d . . . . .
C2 C 0.4155(3) 0.3454(2) 0.1678(2) 0.0180(5) Uani 1 1 d . . . . .
C3 C 0.3456(3) 0.4014(2) 0.07264(19) 0.0208(5) Uani 1 1 d . . . . .
H3 H 0.360015 0.376396 0.006849 0.025 Uiso 1 1 calc R U . . .
C4 C 0.2525(3) 0.4962(2) 0.0748(2) 0.0208(5) Uani 1 1 d . . . . .
C5 C 0.2294(3) 0.5306(2) 0.16932(19) 0.0195(5) Uani 1 1 d . . . . .
H5 H 0.164805 0.594266 0.169298 0.023 Uiso 1 1 calc R U . . .
C6 C 0.3007(2) 0.4721(2) 0.2662(2) 0.0170(5) Uani 1 1 d . . . . .
C7 C 0.2640(3) 0.5086(2) 0.3609(2) 0.0175(5) Uani 1 1 d . . . . .
H7 H 0.187404 0.563144 0.349526 0.021 Uiso 1 1 calc R U . . .
C8 C 0.2510(3) 0.5150(2) 0.5381(2) 0.0188(5) Uani 1 1 d . . . . .
H8 H 0.169509 0.566429 0.498712 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3460(3) 0.5957(2) 0.6246(2) 0.0176(5) Uani 1 1 d . . . . .
C10 C 0.3675(3) 0.5764(2) 0.7344(2) 0.0216(5) Uani 1 1 d . . . . .
H10 H 0.325033 0.508194 0.757818 0.026 Uiso 1 1 calc R U . . .
C11 C 0.4505(3) 0.6565(3) 0.8092(2) 0.0277(6) Uani 1 1 d . . . . .
H11 H 0.463653 0.643581 0.883743 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5143(3) 0.7548(2) 0.7761(2) 0.0328(7) Uani 1 1 d . . . . .
H12 H 0.572875 0.808286 0.827819 0.039 Uiso 1 1 calc R U . . .
C13 C 0.4925(3) 0.7754(3) 0.6674(3) 0.0332(7) Uani 1 1 d . . . . .
H13 H 0.536020 0.843220 0.644339 0.040 Uiso 1 1 calc R U . . .
C14 C 0.4076(3) 0.6972(2) 0.5924(2) 0.0262(6) Uani 1 1 d . . . . .
H14 H 0.391036 0.713124 0.517886 0.031 Uiso 1 1 calc R U . . .
C15 C 0.1954(3) 0.4015(3) 0.5795(2) 0.0238(6) Uani 1 1 d . . . . .
H15A H 0.134847 0.355624 0.518689 0.036 Uiso 1 1 calc R U . . .
H15B H 0.142540 0.426654 0.628060 0.036 Uiso 1 1 calc R U . . .
H15C H 0.273051 0.348920 0.618485 0.036 Uiso 1 1 calc R U . . .
Cl1 Cl 0.16941(7) 0.57434(7) -0.04408(5) 0.03127(16) Uani 1 1 d . . . . .
N1 N 0.3229(2) 0.47600(18) 0.45879(16) 0.0166(4) Uani 1 1 d . . . . .
Ni1 Ni 0.500000 0.37886(4) 0.500000 0.01523(10) Uani 1 2 d S T P . .
O1 O 0.47155(17) 0.32228(16) 0.35611(13) 0.0181(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.0755
0 1 -1 0.0755
0 1 1 0.0797
0 -1 -1 0.0797
-1 0 1 0.0741
1 0 -1 0.0741
1 -1 1 0.0936
-1 1 -1 0.0936
5 3 -2 0.0893
-5 -3 2 0.0893
2 -5 2 0.0656
-2 5 -2 0.0796
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 115.4(2) . . ?
O1 C1 C2 120.7(2) . . ?
O1 C1 C6 123.9(2) . . ?
C1 C2 Br1 116.74(18) . . ?
C3 C2 Br1 119.04(19) . . ?
C3 C2 C1 124.0(2) . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(2) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 Cl1 119.2(2) . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 Cl1 119.9(2) . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 122.2(2) . . ?
C5 C6 C1 121.0(2) . . ?
C5 C6 C7 116.7(2) . . ?
C6 C7 H7 116.2 . . ?
N1 C7 C6 127.6(2) . . ?
N1 C7 H7 116.2 . . ?
C9 C8 H8 107.5 . . ?
C15 C8 H8 107.5 . . ?
C15 C8 C9 115.0(2) . . ?
N1 C8 H8 107.5 . . ?
N1 C8 C9 110.3(2) . . ?
N1 C8 C15 108.9(2) . . ?
C10 C9 C8 122.9(2) . . ?
C14 C9 C8 118.2(2) . . ?
C14 C9 C10 118.8(2) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 119.9(3) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 N1 C8 115.6(2) . . ?
C7 N1 Ni1 121.50(17) . . ?
C8 N1 Ni1 122.93(15) . . ?
N1 Ni1 N1 116.61(12) 2_656 . ?
O1 Ni1 N1 107.04(8) . 2_656 ?
O1 Ni1 N1 92.56(7) . . ?
O1 Ni1 N1 107.04(8) 2_656 . ?
O1 Ni1 N1 92.56(7) 2_656 2_656 ?
O1 Ni1 O1 142.50(11) . 2_656 ?
C1 O1 Ni1 126.32(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.904(2) . ?
C1 C2 1.414(3) . ?
C1 C6 1.424(3) . ?
C1 O1 1.300(3) . ?
C2 C3 1.372(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(4) . ?
C4 C5 1.370(4) . ?
C4 Cl1 1.745(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.404(3) . ?
C6 C7 1.445(3) . ?
C7 H7 0.9500 . ?
C7 N1 1.285(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.521(3) . ?
C8 C15 1.517(4) . ?
C8 N1 1.489(3) . ?
C9 C10 1.395(3) . ?
C9 C14 1.389(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(4) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N1 Ni1 2.006(2) . ?
Ni1 O1 1.9098(17) . ?
Ni1 O1 1.9098(17) 2_656 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C2 C3 C4 -174.62(18) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C1 C6 C7 N1 9.6(4) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C2 C1 C6 C7 175.1(2) . . . . ?
C2 C1 O1 Ni1 162.80(17) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C2 C3 C4 Cl1 176.6(2) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C4 C5 C6 C7 -176.3(2) . . . . ?
C5 C6 C7 N1 -173.5(2) . . . . ?
C6 C1 C2 Br1 176.23(17) . . . . ?
C6 C1 C2 C3 1.3(4) . . . . ?
C6 C1 O1 Ni1 -16.7(3) . . . . ?
C6 C7 N1 C8 -172.2(2) . . . . ?
C6 C7 N1 Ni1 7.8(3) . . . . ?
C8 C9 C10 C11 -177.1(2) . . . . ?
C8 C9 C14 C13 178.6(2) . . . . ?
C9 C8 N1 C7 -120.5(2) . . . . ?
C9 C8 N1 Ni1 59.5(2) . . . . ?
C9 C10 C11 C12 -0.9(4) . . . . ?
C10 C9 C14 C13 2.3(4) . . . . ?
C10 C11 C12 C13 1.5(4) . . . . ?
C11 C12 C13 C14 -0.2(4) . . . . ?
C12 C13 C14 C9 -1.7(4) . . . . ?
C14 C9 C10 C11 -1.0(4) . . . . ?
C15 C8 C9 C10 -7.7(3) . . . . ?
C15 C8 C9 C14 176.2(2) . . . . ?
C15 C8 N1 C7 112.4(2) . . . . ?
C15 C8 N1 Ni1 -67.6(2) . . . . ?
Cl1 C4 C5 C6 -176.99(19) . . . . ?
N1 C8 C9 C10 -131.3(2) . . . . ?
N1 C8 C9 C14 52.6(3) . . . . ?
O1 C1 C2 Br1 -3.3(3) . . . . ?
O1 C1 C2 C3 -178.2(2) . . . . ?
O1 C1 C6 C5 177.8(2) . . . . ?
O1 C1 C6 C7 -5.4(4) . . . . ?
