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#$Date: 2022-06-07 11:30:47 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275872 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/53/8105356.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_8105356
loop_
_publ_author_name
'Xiao, Jianchang'
'Zhou, Cun'
'Tan, Hui'
'Huang, Meifen'
'Wu, Qiong'
_publ_section_title
;
 Crystal structure of
 bis((3-chlorosalicylidene)-ethylenediaminato-κ4N,N′,O,O′)nickel
 (II), C16H12Cl2NiN2O2
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              995
_journal_page_last               996
_journal_paper_doi               10.1515/ncrs-2020-0151
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C16 H12 Cl2 N2 Ni O2'
_chemical_formula_sum            'C16 H12 Cl2 N2 Ni O2'
_chemical_formula_weight         393.89
_chemical_name_systematic
;
Crystal structure of 
bis(3-chlorosalicylidene)-ethylenediaminato)-Nickel (II),
C₁₆H₁₂Cl₂NiN₂O₂
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.5166(12)
_cell_length_b                   12.5881(14)
_cell_length_c                   19.0086(19)
_cell_measurement_reflns_used    2849
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.030
_cell_measurement_theta_min      2.533
_cell_volume                     2995.0(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15534
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.53
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.662
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1820 before and 0.0580 after correction.
The Ratio of minimum to maximum transmission is 0.8267.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0331P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0826
_reflns_number_gt                1760
_reflns_number_total             2635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2020-0151_suppl.cif
_cod_data_source_block           d46
_cod_database_code               8105356
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C12(H12), C13(H13), C14(H14)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x+1/2, -y+1/2, -z'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 'x, -y-1/2, z-1/2'
8 '-x-1/2, y-1/2, z'
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Ni1 Ni 0.63061(3) 0.53407(4) 0.49571(2) 0.02082(15) Uani 1 d . . .
Cl1 Cl 0.59054(8) 0.54196(8) 0.24945(5) 0.0323(3) Uani 1 d . . .
Cl2 Cl 0.44928(8) 0.83946(9) 0.41387(5) 0.0383(3) Uani 1 d . . .
O1 O 0.64041(18) 0.5244(2) 0.39892(12) 0.0247(6) Uani 1 d . . .
O2 O 0.55203(19) 0.6564(2) 0.47918(12) 0.0245(6) Uani 1 d . . .
N1 N 0.7154(2) 0.4165(2) 0.51177(15) 0.0221(8) Uani 1 d . . .
N2 N 0.6122(2) 0.5398(2) 0.59170(15) 0.0225(7) Uani 1 d . . .
C1 C 0.6837(3) 0.4488(3) 0.36249(19) 0.0222(9) Uani 1 d . . .
C2 C 0.6708(3) 0.4457(3) 0.28871(19) 0.0244(10) Uani 1 d . . .
C3 C 0.7157(3) 0.3698(3) 0.2467(2) 0.0319(10) Uani 1 d . . .
H3 H 0.7055 0.3719 0.1983 0.038 Uiso 1 calc . . R
C4 C 0.7767(3) 0.2891(3) 0.2768(2) 0.0365(11) Uani 1 d . . .
H4 H 0.8083 0.2380 0.2483 0.044 Uiso 1 calc . . R
C5 C 0.7901(3) 0.2851(3) 0.3475(2) 0.0283(10) Uani 1 d . . .
H5 H 0.8296 0.2301 0.3673 0.034 Uiso 1 calc . . R
C6 C 0.7446(3) 0.3635(3) 0.39144(19) 0.0221(9) Uani 1 d . . .
C7 C 0.7565(3) 0.3536(3) 0.46518(19) 0.0251(10) Uani 1 d . . .
H7 H 0.7973 0.2971 0.4816 0.030 Uiso 1 calc . . R
C8 C 0.7401(3) 0.3994(3) 0.58674(18) 0.0317(10) Uani 1 d . . .
H8A H 0.8040 0.4380 0.6000 0.038 Uiso 1 calc . . R
H8B H 0.7512 0.3245 0.5961 0.038 Uiso 1 calc . . R
C9 C 0.6451(3) 0.4399(3) 0.62697(18) 0.0270(10) Uani 1 d . . .
H9A H 0.5875 0.3884 0.6259 0.032 Uiso 1 calc . . R
H9B H 0.6642 0.4535 0.6756 0.032 Uiso 1 calc . . R
C10 C 0.5672(3) 0.6129(3) 0.62790(19) 0.0244(10) Uani 1 d . . .
H10 H 0.5643 0.6038 0.6764 0.029 Uiso 1 calc . . R
C11 C 0.5210(3) 0.7077(3) 0.5993(2) 0.0244(9) Uani 1 d . . .
C12 C 0.4766(3) 0.7826(3) 0.6460(2) 0.0306(10) Uani 1 d . . .
H12 H 0.4805 0.7705 0.6942 0.037 Uiso 1 calc . . R
C13 C 0.4281(3) 0.8726(3) 0.6218(2) 0.0346(11) Uani 1 d . . .
H13 H 0.4007 0.9223 0.6532 0.042 Uiso 1 calc . . R
C14 C 0.4200(3) 0.8892(3) 0.5500(2) 0.0320(10) Uani 1 d . . .
H14 H 0.3862 0.9498 0.5332 0.038 Uiso 1 calc . . R
C15 C 0.4617(3) 0.8163(3) 0.5034(2) 0.0286(9) Uani 1 d . . .
C16 C 0.5140(3) 0.7220(3) 0.5262(2) 0.0227(9) Uani 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'
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_
_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
O1 Ni1 O2 85.47(10) . .
N1 Ni1 O1 94.23(12) . .
N1 Ni1 O2 176.96(12) . .
N2 Ni1 O1 176.29(11) . .
N2 Ni1 O2 93.97(12) . .
N2 Ni1 N1 86.52(13) . .
C1 O1 Ni1 127.4(2) . .
C16 O2 Ni1 127.0(2) . .
C7 N1 Ni1 127.3(3) . .
C7 N1 C8 119.3(3) . .
C8 N1 Ni1 113.4(2) . .
C9 N2 Ni1 112.4(2) . .
C10 N2 Ni1 128.0(3) . .
C10 N2 C9 119.3(3) . .
O1 C1 C2 120.2(3) . .
O1 C1 C6 124.7(3) . .
C2 C1 C6 115.1(3) . .
C1 C2 Cl1 118.2(3) . .
C3 C2 Cl1 118.3(3) . .
C3 C2 C1 123.5(4) . .
C2 C3 H3 120.1 . .
C2 C3 C4 119.7(4) . .
C4 C3 H3 120.1 . .
C3 C4 H4 119.9 . .
C5 C4 C3 120.1(4) . .
C5 C4 H4 119.9 . .
C4 C5 H5 119.7 . .
C4 C5 C6 120.7(4) . .
C6 C5 H5 119.7 . .
C5 C6 C1 120.8(3) . .
C5 C6 C7 118.8(4) . .
C7 C6 C1 120.3(4) . .
N1 C7 C6 125.6(4) . .
N1 C7 H7 117.2 . .
C6 C7 H7 117.2 . .
N1 C8 H8A 110.5 . .
N1 C8 H8B 110.5 . .
N1 C8 C9 106.0(3) . .
H8A C8 H8B 108.7 . .
C9 C8 H8A 110.5 . .
C9 C8 H8B 110.5 . .
N2 C9 C8 106.1(3) . .
N2 C9 H9A 110.5 . .
N2 C9 H9B 110.5 . .
C8 C9 H9A 110.5 . .
C8 C9 H9B 110.5 . .
H9A C9 H9B 108.7 . .
N2 C10 H10 117.5 . .
N2 C10 C11 124.9(4) . .
C11 C10 H10 117.5 . .
C12 C11 C10 118.6(4) . .
C16 C11 C10 120.5(4) . .
C16 C11 C12 120.8(4) . .
C11 C12 H12 119.4 . .
C13 C12 C11 121.3(4) . .
C13 C12 H12 119.4 . .
C12 C13 H13 120.3 . .
C12 C13 C14 119.3(4) . .
C14 C13 H13 120.3 . .
C13 C14 H14 119.8 . .
C15 C14 C13 120.4(4) . .
C15 C14 H14 119.8 . .
C14 C15 Cl2 119.0(3) . .
C14 C15 C16 122.3(4) . .
C16 C15 Cl2 118.7(3) . .
O2 C16 C11 125.0(4) . .
O2 C16 C15 119.1(3) . .
C11 C16 C15 115.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 1.848(2) .
Ni1 O2 1.854(2) .
Ni1 N1 1.846(3) .
Ni1 N2 1.840(3) .
Cl1 C2 1.742(4) .
Cl2 C15 1.733(4) .
O1 C1 1.296(4) .
O2 C16 1.306(4) .
N1 C7 1.294(4) .
N1 C8 1.474(4) .
N2 C9 1.483(4) .
N2 C10 1.280(4) .
C1 C2 1.412(5) .
C1 C6 1.426(5) .
C2 C3 1.366(5) .
C3 H3 0.9300 .
C3 C4 1.393(5) .
C4 H4 0.9300 .
C4 C5 1.355(5) .
C5 H5 0.9300 .
C5 C6 1.413(5) .
C6 C7 1.415(4) .
C7 H7 0.9300 .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C8 C9 1.503(5) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10 0.9300 .
C10 C11 1.433(5) .
C11 C12 1.409(5) .
C11 C16 1.405(5) .
C12 H12 0.9300 .
C12 C13 1.366(5) .
C13 H13 0.9300 .
C13 C14 1.383(5) .
C14 H14 0.9300 .
C14 C15 1.378(5) .
C15 C16 1.423(5) .
