#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:15:23 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179960 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/54/7025437.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_7025437
loop_
_publ_author_name
'Li, Fuwei'
'Hu, Jian Jin'
'Koh, Lip Lin'
'Hor, T. S. Andy'
_publ_section_title
;
 Substituent-dependent structures and catalysis of benzimidazole-tethered
 N-heterocyclic carbene complexes of Ag(I), Ni(II) and Pd(II).
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5231
_journal_page_last               5241
_journal_paper_doi               10.1039/c000722f
_journal_volume                  39
_journal_year                    2010
_chemical_formula_sum            'C48 H64 Cl2 N8 O4 Pd'
_chemical_formula_weight         994.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                67.763(2)
_cell_angle_beta                 84.498(2)
_cell_angle_gamma                76.012(2)
_cell_formula_units_Z            1
_cell_length_a                   10.6719(8)
_cell_length_b                   10.8574(7)
_cell_length_c                   11.6284(8)
_cell_measurement_reflns_used    2348
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      23.77
_cell_measurement_theta_min      2.52
_cell_volume                     1210.17(15)
_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      223(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8644
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.545
_exptl_absorpt_correction_T_max  0.9680
_exptl_absorpt_correction_T_min  0.8988
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         5445
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0482
_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)+(0.0642P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                4984
_reflns_number_total             5445
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c000722f.txt
_cod_data_source_block           4b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7025437
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 0.0000 0.0000 1.0000 0.02533(11) Uani 1 2 d S
N1 N 0.1852(2) -0.0410(2) 0.9467(2) 0.0304(5) Uani 1 1 d .
N2 N 0.3487(3) -0.0513(3) 0.8154(3) 0.0440(7) Uani 1 1 d .
N3 N 0.0471(2) 0.1875(2) 0.7472(2) 0.0330(5) Uani 1 1 d .
N4 N -0.0554(2) 0.3115(2) 0.8465(2) 0.0294(5) Uani 1 1 d .
Cl1 Cl 0.18809(10) 0.23265(9) 0.39721(8) 0.0548(2) Uani 1 1 d .
C1 C 0.2982(3) -0.0992(3) 1.0156(3) 0.0372(7) Uani 1 1 d .
C2 C 0.3182(3) -0.1352(3) 1.1413(3) 0.0455(8) Uani 1 1 d .
H2 H 0.2496 -0.1262 1.1967 0.055 Uiso 1 1 calc R
C3 C 0.4460(4) -0.1852(4) 1.1807(4) 0.0607(11) Uani 1 1 d .
H3 H 0.4642 -0.2114 1.2653 0.073 Uiso 1 1 calc R
C4 C 0.5473(4) -0.1975(4) 1.0985(5) 0.0747(14) Uani 1 1 d .
H4 H 0.6320 -0.2330 1.1295 0.090 Uiso 1 1 calc R
C5 C 0.5284(3) -0.1597(4) 0.9741(5) 0.0668(12) Uani 1 1 d .
H5 H 0.5976 -0.1680 0.9190 0.080 Uiso 1 1 calc R
C6 C 0.4009(3) -0.1083(3) 0.9332(4) 0.0473(9) Uani 1 1 d .
C7 C 0.4230(4) -0.0433(4) 0.7003(4) 0.0639(11) Uani 1 1 d .
H7A H 0.5079 -0.0273 0.7078 0.077 Uiso 1 1 calc R
H7B H 0.3780 0.0343 0.6305 0.077 Uiso 1 1 calc R
C8 C 0.4407(5) -0.1710(4) 0.6737(4) 0.0778(13) Uani 1 1 d .
H8A H 0.4938 -0.2463 0.7379 0.117 Uiso 1 1 calc R
H8B H 0.4827 -0.1586 0.5936 0.117 Uiso 1 1 calc R
H8C H 0.3571 -0.1909 0.6725 0.117 Uiso 1 1 calc R
C9 C 0.2198(3) -0.0110(3) 0.8275(3) 0.0360(7) Uani 1 1 d .
C10 C 0.1240(3) 0.0654(3) 0.7258(3) 0.0401(7) Uani 1 1 d .
H10A H 0.1687 0.0926 0.6455 0.048 Uiso 1 1 calc R
H10B H 0.0673 0.0072 0.7245 0.048 Uiso 1 1 calc R
C11 C -0.0094(3) 0.1806(3) 0.8568(2) 0.0289(6) Uani 1 1 d .
C12 C 0.0361(3) 0.3218(3) 0.6673(3) 0.0406(7) Uani 1 1 d .
H12 H 0.0681 0.3523 0.5855 0.049 Uiso 1 1 calc R
C13 C -0.0287(3) 0.3996(3) 0.7289(3) 0.0374(7) Uani 1 1 d .
H13 H -0.0518 0.4955 0.6985 0.045 Uiso 1 1 calc R
C14 C -0.1086(3) 0.3506(3) 0.9499(3) 0.0299(6) Uani 1 1 d .
C15 C -0.0280(3) 0.3177(3) 1.0503(3) 0.0321(6) Uani 1 1 d .
C16 C -0.0825(3) 0.3508(3) 1.1509(3) 0.0392(7) Uani 1 1 d .
H16 H -0.0304 0.3285 1.2198 0.047 Uiso 1 1 calc R
C17 C -0.2104(3) 0.4153(3) 1.1532(3) 0.0422(7) Uani 1 1 d .
C18 C -0.2854(3) 0.4505(3) 1.0508(3) 0.0399(7) Uani 1 1 d .
H18 H -0.3720 0.4968 1.0510 0.048 Uiso 1 1 calc R
C19 C -0.2372(3) 0.4198(3) 0.9472(3) 0.0339(6) Uani 1 1 d .
C20 C 0.1144(3) 0.2560(3) 1.0493(3) 0.0404(7) Uani 1 1 d .
H20A H 0.1595 0.2849 1.0998 0.061 Uiso 1 1 calc R
H20B H 0.1469 0.2861 0.9647 0.061 Uiso 1 1 calc R
H20C H 0.1285 0.1573 1.0829 0.061 Uiso 1 1 calc R
C21 C -0.2660(4) 0.4514(4) 1.2645(3) 0.0561(9) Uani 1 1 d .
H21A H -0.2199 0.5127 1.2758 0.084 Uiso 1 1 calc R
H21B H -0.2568 0.3688 1.3382 0.084 Uiso 1 1 calc R
H21C H -0.3567 0.4956 1.2504 0.084 Uiso 1 1 calc R
C22 C -0.3208(3) 0.4648(3) 0.8349(3) 0.0432(7) Uani 1 1 d .
H22A H -0.3118 0.5547 0.7786 0.065 Uiso 1 1 calc R
H22B H -0.4103 0.4680 0.8608 0.065 Uiso 1 1 calc R
H22C H -0.2941 0.4005 0.7929 0.065 Uiso 1 1 calc R
O1S O 0.3488(4) 0.2914(4) 0.5644(3) 0.0833(9) Uani 1 1 d .
H1S H 0.3115 0.2725 0.5160 0.125 Uiso 1 1 calc R
C1S C 0.3818(6) 0.4113(5) 0.5040(4) 0.0878(16) Uani 1 1 d .
H1SA H 0.3045 0.4824 0.4739 0.132 Uiso 1 1 calc R
H1SB H 0.4375 0.4059 0.4343 0.132 Uiso 1 1 calc R
H1SC H 0.4272 0.4325 0.5601 0.132 Uiso 1 1 calc R
O2S O 0.1312(4) -0.0076(3) 0.3406(3) 0.0826(10) Uani 1 1 d .
H2S H 0.1496 0.0596 0.3469 0.124 Uiso 1 1 calc R
C2S C 0.1601(6) -0.1195(5) 0.4516(4) 0.0926(17) Uani 1 1 d .
H2SA H 0.2517 -0.1406 0.4682 0.139 Uiso 1 1 calc R
H2SB H 0.1373 -0.1977 0.4447 0.139 Uiso 1 1 calc R
H2SC H 0.1114 -0.0981 0.5190 0.139 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'
Pd Pd -0.9988 1.0072 '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
N1 Pd1 N1 180.0 . 2_557
N1 Pd1 C11 95.91(10) . 2_557
N1 Pd1 C11 84.09(10) 2_557 2_557
N1 Pd1 C11 84.09(10) . .
N1 Pd1 C11 95.91(10) 2_557 .
C11 Pd1 C11 180.0 2_557 .
C9 N1 C1 106.7(2) . .
C9 N1 Pd1 122.3(2) . .
C1 N1 Pd1 131.0(2) . .
C9 N2 C6 107.4(3) . .
C9 N2 C7 127.8(3) . .
C6 N2 C7 124.8(3) . .
C11 N3 C12 110.9(2) . .
C11 N3 C10 122.2(2) . .
C12 N3 C10 126.4(2) . .
C11 N4 C13 110.3(2) . .
C11 N4 C14 123.3(2) . .
C13 N4 C14 125.9(2) . .
C2 C1 N1 130.4(3) . .
C2 C1 C6 121.6(3) . .
N1 C1 C6 107.8(3) . .
C1 C2 C3 116.1(4) . .
C4 C3 C2 121.8(4) . .
C5 C4 C3 122.4(4) . .
C4 C5 C6 116.4(4) . .
N2 C6 C5 131.6(4) . .
N2 C6 C1 106.7(3) . .
C5 C6 C1 121.6(4) . .
N2 C7 C8 112.0(3) . .
N1 C9 N2 111.3(3) . .
N1 C9 C10 121.6(3) . .
N2 C9 C10 127.0(3) . .
N3 C10 C9 108.7(2) . .
N3 C11 N4 105.2(2) . .
N3 C11 Pd1 121.42(19) . .
N4 C11 Pd1 133.1(2) . .
C13 C12 N3 106.7(2) . .
C12 C13 N4 106.8(2) . .
C19 C14 C15 121.9(3) . .
C19 C14 N4 119.7(3) . .
C15 C14 N4 118.4(2) . .
C16 C15 C14 117.4(3) . .
C16 C15 C20 119.8(3) . .
C14 C15 C20 122.7(3) . .
C17 C16 C15 122.2(3) . .
C18 C17 C16 118.6(3) . .
C18 C17 C21 120.8(3) . .
C16 C17 C21 120.6(3) . .
C17 C18 C19 122.2(3) . .
C18 C19 C14 117.6(3) . .
C18 C19 C22 120.6(3) . .
C14 C19 C22 121.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 N1 2.009(2) .
Pd1 N1 2.009(2) 2_557
Pd1 C11 2.023(3) 2_557
Pd1 C11 2.023(3) .
N1 C9 1.334(4) .
N1 C1 1.389(4) .
N2 C9 1.350(4) .
N2 C6 1.381(5) .
N2 C7 1.473(4) .
N3 C11 1.341(3) .
N3 C12 1.384(4) .
N3 C10 1.476(4) .
N4 C11 1.348(3) .
N4 C13 1.391(3) .
N4 C14 1.445(4) .
C1 C2 1.387(5) .
C1 C6 1.396(4) .
C2 C3 1.392(5) .
C3 C4 1.390(7) .
C4 C5 1.367(7) .
C5 C6 1.394(5) .
C7 C8 1.497(6) .
C9 C10 1.487(4) .
C12 C13 1.337(4) .
C14 C19 1.393(4) .
C14 C15 1.400(4) .
C15 C16 1.387(4) .
C15 C20 1.506(4) .
C16 C17 1.379(4) .
C17 C18 1.376(5) .
C17 C21 1.518(4) .
C18 C19 1.389(4) .
C19 C22 1.506(4) .
O1S C1S 1.339(5) .
O2S C2S 1.395(5) .
