#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:40:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178576 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/86/4068622.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_4068622
loop_
_publ_author_name
'Zhang, Xiaoming'
'Liu, Bin'
'Liu, Ailing'
'Xie, Weilong'
'Chen, Wanzhi'
_publ_section_title
;
 Steric Bulkiness-Dependent Structural Diversity in Nickel(II) Complexes
 of N-Heterocyclic Carbenes: Synthesis and Structural Characterization of
 Tetra-, Penta-, and Hexacoordinate Nickel Complexes
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1336
_journal_paper_doi               10.1021/om800982r
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C20 H24 Cl2 N8 Ni'
_chemical_formula_weight         506.08
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.897(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0525(13)
_cell_length_b                   17.975(2)
_cell_length_c                   10.8381(10)
_cell_measurement_temperature    298(2)
_cell_volume                     2297.6(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0784
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11314
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_T_max  0.8884
_exptl_absorpt_correction_T_min  0.6860
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4040
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0989
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0295P)²+2.2376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.1128
_reflns_number_gt                2454
_reflns_number_total             4040
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800982r_si_002.cif
_cod_data_source_block           080531e
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2297.5(4)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4068622
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.29502(4) 0.19815(3) 0.32953(5) 0.03618(18) Uani 1 1 d .
Cl1 Cl 0.24936(11) 0.29578(7) 0.20811(14) 0.0699(5) Uani 1 1 d .
Cl2 Cl 0.66862(10) 0.12996(7) 0.24303(12) 0.0504(3) Uani 1 1 d .
N1 N 0.4499(3) 0.13030(19) 0.5142(3) 0.0347(9) Uani 1 1 d .
N2 N 0.3038(3) 0.06236(19) 0.5057(3) 0.0353(9) Uani 1 1 d .
N3 N 0.4500(3) 0.2318(2) 0.3912(3) 0.0382(9) Uani 1 1 d .
N4 N 0.6159(3) 0.2003(2) 0.5439(3) 0.0438(10) Uani 1 1 d .
N5 N 0.1253(3) 0.11185(18) 0.1748(3) 0.0338(9) Uani 1 1 d .
N6 N 0.0495(3) 0.17913(18) 0.2982(3) 0.0329(9) Uani 1 1 d .
N7 N 0.3094(3) 0.1113(2) 0.1463(4) 0.0485(11) Uani 1 1 d .
N8 N 0.1700(3) 0.0352(2) 0.0198(4) 0.0500(11) Uani 1 1 d .
C1 C 0.3391(3) 0.1237(2) 0.4520(4) 0.0318(10) Uani 1 1 d .
C2 C 0.3905(4) 0.0323(2) 0.5975(4) 0.0421(12) Uani 1 1 d .
H2 H 0.3858 -0.0097 0.6463 0.051 Uiso 1 1 calc R
C3 C 0.4814(4) 0.0753(2) 0.6022(4) 0.0425(12) Uani 1 1 d .
H3 H 0.5523 0.0692 0.6547 0.051 Uiso 1 1 calc R
C4 C 0.5114(3) 0.1908(2) 0.4828(4) 0.0352(10) Uani 1 1 d .
C5 C 0.6669(4) 0.2592(3) 0.5058(5) 0.0525(14) Uani 1 1 d .
H5 H 0.7409 0.2699 0.5462 0.063 Uiso 1 1 calc R
C6 C 0.6151(4) 0.3046(3) 0.4097(5) 0.0587(14) Uani 1 1 d .
H6 H 0.6535 0.3446 0.3835 0.070 Uiso 1 1 calc R
C7 C 0.5056(4) 0.2895(3) 0.3538(5) 0.0537(14) Uani 1 1 d .
H7 H 0.4686 0.3197 0.2884 0.064 Uiso 1 1 calc R
C8 C 0.1892(3) 0.0291(2) 0.4756(4) 0.0395(11) Uani 1 1 d .
H8 H 0.1375 0.0652 0.4259 0.047 Uiso 1 1 calc R
C9 C 0.1488(4) 0.0143(3) 0.5970(4) 0.0516(13) Uani 1 1 d .
H9A H 0.1951 -0.0236 0.6443 0.077 Uiso 1 1 calc R
H9B H 0.0713 -0.0019 0.5775 0.077 Uiso 1 1 calc R
H9C H 0.1546 0.0592 0.6460 0.077 Uiso 1 1 calc R
C10 C 0.1909(4) -0.0402(3) 0.3957(5) 0.0583(14) Uani 1 1 d .
H10A H 0.2192 -0.0278 0.3218 0.087 Uiso 1 1 calc R
H10B H 0.1155 -0.0598 0.3712 0.087 Uiso 1 1 calc R
H10C H 0.2393 -0.0770 0.4438 0.087 Uiso 1 1 calc R
C11 C 0.1491(3) 0.1628(2) 0.2698(4) 0.0327(10) Uani 1 1 d .
C12 C -0.0374(3) 0.1373(2) 0.2238(4) 0.0362(11) Uani 1 1 d .
H12 H -0.1138 0.1385 0.2275 0.043 Uiso 1 1 calc R
C13 C 0.0095(3) 0.0955(2) 0.1469(4) 0.0372(11) Uani 1 1 d .
H13 H -0.0275 0.0621 0.0867 0.045 Uiso 1 1 calc R
C14 C 0.2061(4) 0.0838(2) 0.1095(4) 0.0376(11) Uani 1 1 d .
C15 C 0.2482(4) 0.0133(3) -0.0439(5) 0.0653(16) Uani 1 1 d .
H15 H 0.2276 -0.0211 -0.1087 0.078 Uiso 1 1 calc R
C16 C 0.3566(4) 0.0391(3) -0.0177(5) 0.0675(16) Uani 1 1 d .
H16 H 0.4090 0.0242 -0.0648 0.081 Uiso 1 1 calc R
C17 C 0.3857(4) 0.0879(3) 0.0804(5) 0.0634(16) Uani 1 1 d .
H17 H 0.4599 0.1052 0.1020 0.076 Uiso 1 1 calc R
C18 C 0.0318(4) 0.2346(2) 0.3924(4) 0.0378(11) Uani 1 1 d .
H18 H 0.1066 0.2497 0.4400 0.045 Uiso 1 1 calc R
C19 C -0.0318(4) 0.2007(3) 0.4836(5) 0.0544(13) Uani 1 1 d .
H19A H -0.1061 0.1864 0.4396 0.082 Uiso 1 1 calc R
H19B H -0.0381 0.2365 0.5476 0.082 Uiso 1 1 calc R
H19C H 0.0083 0.1577 0.5220 0.082 Uiso 1 1 calc R
C20 C -0.0265(5) 0.3032(3) 0.3278(5) 0.0774(18) Uani 1 1 d .
H20A H 0.0180 0.3234 0.2719 0.116 Uiso 1 1 calc R
H20B H -0.0342 0.3397 0.3902 0.116 Uiso 1 1 calc R
H20C H -0.1002 0.2899 0.2805 0.116 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 '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'
Ni Ni 0.3393 1.1124 '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
C11 Ni1 C1 96.46(17)
C11 Ni1 N3 178.05(17)
C1 Ni1 N3 82.38(16)
C11 Ni1 Cl1 87.81(13)
C1 Ni1 Cl1 172.17(13)
N3 Ni1 Cl1 93.52(11)
C11 Ni1 N7 74.42(16)
C1 Ni1 N7 93.39(15)
N3 Ni1 N7 104.04(14)
Cl1 Ni1 N7 94.08(10)
C1 N1 C3 112.4(4)
C1 N1 C4 117.4(3)
C3 N1 C4 130.2(3)
C1 N2 C2 111.4(3)
C1 N2 C8 126.6(3)
C2 N2 C8 122.0(4)
C4 N3 C7 114.7(4)
C4 N3 Ni1 115.4(3)
C7 N3 Ni1 129.8(3)
C4 N4 C5 113.9(4)
C11 N5 C13 110.5(3)
C11 N5 C14 124.0(3)
C13 N5 C14 125.3(3)
C11 N6 C12 110.6(3)
C11 N6 C18 125.1(3)
C12 N6 C18 124.3(4)
C14 N7 C17 115.3(4)
C14 N7 Ni1 104.6(3)
C17 N7 Ni1 140.1(3)
C14 N8 C15 114.7(4)
N2 C1 N1 102.7(3)
N2 C1 Ni1 144.3(3)
N1 C1 Ni1 112.9(3)
C3 C2 N2 107.0(4)
C2 C3 N1 106.5(4)
N4 C4 N3 129.3(4)
N4 C4 N1 118.9(4)
N3 C4 N1 111.8(3)
N4 C5 C6 122.9(4)
C7 C6 C5 117.9(5)
N3 C7 C6 121.2(5)
N2 C8 C9 109.3(3)
N2 C8 C10 109.6(4)
C9 C8 C10 113.3(4)
N6 C11 N5 105.2(3)
N6 C11 Ni1 132.7(3)
N5 C11 Ni1 122.0(3)
C13 C12 N6 107.5(4)
C12 C13 N5 106.2(4)
N8 C14 N7 128.2(4)
N8 C14 N5 116.9(4)
N7 C14 N5 114.8(4)
N8 C15 C16 122.7(5)
C15 C16 C17 117.6(5)
N7 C17 C16 121.4(5)
N6 C18 C19 110.4(4)
N6 C18 C20 110.5(3)
C19 C18 C20 112.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 C11 1.856(4)
Ni1 C1 1.883(4)
Ni1 N3 1.946(3)
Ni1 Cl1 2.1944(13)
Ni1 N7 2.560(4)
N1 C1 1.371(5)
N1 C3 1.372(5)
N1 C4 1.396(5)
N2 C1 1.355(5)
N2 C2 1.395(5)
N2 C8 1.479(5)
N3 C4 1.333(5)
N3 C7 1.342(5)
N4 C4 1.309(5)
N4 C5 1.330(6)
N5 C11 1.363(5)
N5 C13 1.398(5)
N5 C14 1.410(5)
N6 C11 1.333(5)
N6 C12 1.402(5)
N6 C18 1.473(5)
N7 C14 1.323(5)
N7 C17 1.343(6)
N8 C14 1.312(5)
N8 C15 1.336(6)
C2 C3 1.332(6)
C5 C6 1.368(6)
C6 C7 1.362(6)
C8 C9 1.517(6)
C8 C10 1.520(6)
C12 C13 1.331(6)
C15 C16 1.361(7)
C16 C17 1.367(7)
C18 C19 1.499(6)
C18 C20 1.517(6)
