#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:40:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178576 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/86/4068620.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_4068620
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            'C44 H53 F12 N11 Ni P2'
_chemical_formula_weight         1084.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 128.616(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.311(3)
_cell_length_b                   18.8233(16)
_cell_length_c                   16.2375(15)
_cell_measurement_temperature    298(2)
_cell_volume                     5328.2(10)
_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_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  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0718
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13275
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  0.8836
_exptl_absorpt_correction_T_min  0.7890
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0541
_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)+(0.0694P)²+6.6212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1243
_refine_ls_wR_factor_ref         0.1794
_reflns_number_gt                2461
_reflns_number_total             4701
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800982r_si_002.cif
_cod_data_source_block           080528c
_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        5328.3(9)
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4068620
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.0000 0.24261(4) 0.7500 0.0477(3) Uani 1 2 d S
F1 F 0.1750(2) 1.0570(2) 0.2102(4) 0.1324(15) Uani 1 1 d .
F2 F 0.1501(2) 0.92859(18) 0.3112(3) 0.1039(12) Uani 1 1 d .
F3 F 0.2257(3) 0.9503(2) 0.2694(4) 0.1388(17) Uani 1 1 d .
F4 F 0.2260(3) 1.0218(2) 0.3727(3) 0.1453(17) Uani 1 1 d .
F5 F 0.1002(3) 1.0354(2) 0.2552(5) 0.163(2) Uani 1 1 d .
F6 F 0.1002(3) 0.9607(3) 0.1483(3) 0.160(2) Uani 1 1 d .
N1 N 0.1304(2) 0.32414(18) 0.9110(3) 0.0500(10) Uani 1 1 d .
N2 N 0.0522(2) 0.35139(19) 0.9386(3) 0.0518(10) Uani 1 1 d .
N3 N 0.1090(2) 0.24800(19) 0.7851(3) 0.0506(10) Uani 1 1 d .
N4 N 0.2273(2) 0.3102(2) 0.8972(4) 0.0682(12) Uani 1 1 d .
N5 N -0.0392(2) 0.1569(2) 0.6413(4) 0.0646(12) Uani 1 1 d .
N6 N 0.2500 0.2500 0.5000 0.359(14) Uani 1 2 d S
P1 P 0.16150(9) 0.99306(9) 0.25956(14) 0.0832(5) Uani 1 1 d .
C1 C 0.0568(2) 0.3124(2) 0.8741(4) 0.0471(11) Uani 1 1 d .
C2 C 0.1210(3) 0.3860(3) 1.0140(4) 0.0692(15) Uani 1 1 d .
H2 H 0.1308 0.4158 1.0669 0.083 Uiso 1 1 calc R
C3 C 0.1705(3) 0.3690(3) 0.9972(4) 0.0657(14) Uani 1 1 d .
H3 H 0.2211 0.3840 1.0352 0.079 Uiso 1 1 calc R
C4 C 0.1581(3) 0.2922(2) 0.8628(4) 0.0509(12) Uani 1 1 d .
C5 C 0.2489(3) 0.2794(3) 0.8452(5) 0.0847(18) Uani 1 1 d .
H5 H 0.2969 0.2903 0.8650 0.102 Uiso 1 1 calc R
C6 C 0.2036(3) 0.2330(3) 0.7647(5) 0.0780(17) Uani 1 1 d .
H6 H 0.2202 0.2122 0.7301 0.094 Uiso 1 1 calc R
C7 C 0.1327(3) 0.2178(3) 0.7362(4) 0.0635(14) Uani 1 1 d .
H7 H 0.1008 0.1858 0.6817 0.076 Uiso 1 1 calc R
C8 C -0.0143(3) 0.3550(3) 0.9345(4) 0.0572(13) Uani 1 1 d .
C9 C -0.0718(3) 0.4047(2) 0.8657(4) 0.0575(13) Uani 1 1 d .
C10 C -0.1329(3) 0.4083(3) 0.8675(5) 0.0754(16) Uani 1 1 d .
H10 H -0.1722 0.4404 0.8234 0.091 Uiso 1 1 calc R
C11 C -0.1374(3) 0.3663(3) 0.9317(5) 0.0834(18) Uani 1 1 d .
H11 H -0.1793 0.3702 0.9308 0.100 Uiso 1 1 calc R
C12 C -0.0803(3) 0.3180(3) 0.9978(5) 0.0797(17) Uani 1 1 d .
H12 H -0.0838 0.2899 1.0417 0.096 Uiso 1 1 calc R
C13 C -0.0174(3) 0.3106(3) 1.0000(4) 0.0649(14) Uani 1 1 d .
C14 C -0.0661(3) 0.4537(3) 0.7976(4) 0.0696(15) Uani 1 1 d .
H14 H -0.0439 0.4265 0.7710 0.083 Uiso 1 1 calc R
C15 C -0.1439(4) 0.4826(3) 0.7018(5) 0.097(2) Uani 1 1 d .
H15A H -0.1786 0.4438 0.6631 0.146 Uiso 1 1 calc R
H15B H -0.1372 0.5085 0.6571 0.146 Uiso 1 1 calc R
H15C H -0.1645 0.5138 0.7254 0.146 Uiso 1 1 calc R
C16 C -0.0126(4) 0.5159(3) 0.8611(5) 0.0916(19) Uani 1 1 d .
H16A H -0.0297 0.5403 0.8950 0.137 Uiso 1 1 calc R
H16B H -0.0130 0.5480 0.8149 0.137 Uiso 1 1 calc R
H16C H 0.0385 0.4985 0.9135 0.137 Uiso 1 1 calc R
C17 C 0.0459(4) 0.2576(3) 1.0741(5) 0.0824(18) Uani 1 1 d .
H17 H 0.0765 0.2511 1.0504 0.099 Uiso 1 1 calc R
C18 C 0.0147(4) 0.1855(3) 1.0722(6) 0.115(2) Uani 1 1 d .
H18A H -0.0062 0.1883 1.1088 0.173 Uiso 1 1 calc R
H18B H 0.0554 0.1512 1.1061 0.173 Uiso 1 1 calc R
H18C H -0.0248 0.1715 1.0005 0.173 Uiso 1 1 calc R
C19 C 0.0987(4) 0.2858(4) 1.1855(6) 0.125(3) Uani 1 1 d .
H19A H 0.1236 0.3281 1.1875 0.187 Uiso 1 1 calc R
H19B H 0.1366 0.2505 1.2310 0.187 Uiso 1 1 calc R
H19C H 0.0694 0.2966 1.2089 0.187 Uiso 1 1 calc R
C20 C -0.0621(3) 0.1043(3) 0.6005(4) 0.0633(14) Uani 1 1 d .
C21 C -0.0907(4) 0.0356(3) 0.5499(5) 0.103(2) Uani 1 1 d .
H21A H -0.0956 0.0050 0.5927 0.154 Uiso 1 1 calc R
H21B H -0.0555 0.0149 0.5415 0.154 Uiso 1 1 calc R
H21C H -0.1399 0.0414 0.4820 0.154 Uiso 1 1 calc R
C22 C 0.277(3) 0.3144(15) 0.505(4) 0.31(3) Uani 0.50 1 d P
C23 C 0.2962(19) 0.3553(12) 0.484(3) 0.220(13) Uani 0.50 1 d P
H23A H 0.3447 0.3723 0.5449 0.330 Uiso 0.50 1 calc PR
H23B H 0.2597 0.3935 0.4526 0.330 Uiso 0.50 1 calc PR
H23C H 0.3020 0.3377 0.4334 0.330 Uiso 0.50 1 calc PR
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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
C1 Ni1 C1 100.3(2) . 2_556
C1 Ni1 N3 97.76(15) . 2_556
C1 Ni1 N3 78.69(16) 2_556 2_556
C1 Ni1 N3 78.69(16) . .
C1 Ni1 N3 97.76(15) 2_556 .
N3 Ni1 N3 174.5(2) 2_556 .
C1 Ni1 N5 168.46(17) . .
C1 Ni1 N5 89.34(16) 2_556 .
N3 Ni1 N5 90.24(15) 2_556 .
N3 Ni1 N5 93.89(15) . .
C1 Ni1 N5 89.34(16) . 2_556
C1 Ni1 N5 168.47(17) 2_556 2_556
N3 Ni1 N5 93.89(15) 2_556 2_556
N3 Ni1 N5 90.24(15) . 2_556
N5 Ni1 N5 81.8(2) . 2_556
C1 N1 C3 112.6(4) . .
C1 N1 C4 120.8(4) . .
C3 N1 C4 126.6(4) . .
C1 N2 C2 111.4(4) . .
C1 N2 C8 124.7(4) . .
C2 N2 C8 123.9(4) . .
C4 N3 C7 115.9(4) . .
C4 N3 Ni1 114.4(3) . .
C7 N3 Ni1 129.5(3) . .
C4 N4 C5 114.2(5) . .
C20 N5 Ni1 163.0(4) . .
C22 N6 C22 180.0(10) 7_556 .
F5 P1 F6 92.1(3) . .
F5 P1 F4 90.8(3) . .
F6 P1 F4 176.8(3) . .
F5 P1 F3 177.5(3) . .
F6 P1 F3 90.2(3) . .
F4 P1 F3 86.9(3) . .
F5 P1 F1 91.5(3) . .
F6 P1 F1 91.0(2) . .
F4 P1 F1 90.3(2) . .
F3 P1 F1 89.5(2) . .
F5 P1 F2 89.4(2) . .
F6 P1 F2 90.0(2) . .
F4 P1 F2 88.7(2) . .
F3 P1 F2 89.5(2) . .
F1 P1 F2 178.6(2) . .
N2 C1 N1 103.1(4) . .
N2 C1 Ni1 145.1(3) . .
N1 C1 Ni1 111.8(3) . .
C3 C2 N2 108.0(4) . .
C2 C3 N1 105.1(4) . .
N4 C4 N3 128.2(5) . .
N4 C4 N1 117.5(4) . .
N3 C4 N1 114.3(4) . .
N4 C5 C6 122.9(5) . .
C5 C6 C7 117.8(5) . .
N3 C7 C6 121.0(5) . .
C13 C8 C9 123.6(4) . .
C13 C8 N2 118.5(4) . .
C9 C8 N2 117.9(5) . .
C10 C9 C8 115.8(5) . .
C10 C9 C14 121.5(5) . .
C8 C9 C14 122.6(4) . .
C11 C10 C9 122.3(5) . .
C10 C11 C12 120.4(5) . .
C11 C12 C13 121.0(6) . .
C8 C13 C12 116.9(5) . .
C8 C13 C17 122.4(5) . .
C12 C13 C17 120.6(5) . .
C9 C14 C16 111.2(5) . .
C9 C14 C15 113.6(5) . .
C16 C14 C15 109.0(5) . .
C19 C17 C18 110.1(6) . .
C19 C17 C13 111.3(5) . .
C18 C17 C13 112.5(5) . .
N5 C20 C21 178.8(8) . .
C23 C22 N6 156(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C1 2.050(5) .
Ni1 C1 2.050(5) 2_556
Ni1 N3 2.126(4) 2_556
Ni1 N3 2.126(4) .
Ni1 N5 2.134(5) .
Ni1 N5 2.134(5) 2_556
F1 P1 1.574(4) .
F2 P1 1.584(3) .
F3 P1 1.561(4) .
F4 P1 1.561(4) .
F5 P1 1.546(4) .
F6 P1 1.556(5) .
N1 C1 1.370(5) .
N1 C3 1.382(6) .
N1 C4 1.400(5) .
N2 C1 1.336(5) .
N2 C2 1.392(6) .
N2 C8 1.445(6) .
N3 C4 1.326(6) .
N3 C7 1.327(6) .
N4 C4 1.317(5) .
N4 C5 1.337(7) .
N5 C20 1.122(6) .
N6 C22 1.33(3) 7_556
N6 C22 1.33(3) .
C2 C3 1.330(7) .
C5 C6 1.358(8) .
C6 C7 1.373(7) .
C8 C13 1.386(7) .
C8 C9 1.407(7) .
C9 C10 1.384(7) .
C9 C14 1.505(7) .
C10 C11 1.360(7) .
C11 C12 1.377(8) .
C12 C13 1.389(7) .
C13 C17 1.522(7) .
C14 C16 1.523(7) .
C14 C15 1.536(7) .
C17 C19 1.510(9) .
C17 C18 1.517(8) .
C20 C21 1.449(7) .
C22 C23 1.04(3) .
