#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:01:09 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178590 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/01/4070136.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_4070136
loop_
_publ_author_name
'Kong, Yong'
'Ren, Hongping'
'Xu, Shansheng'
'Song, Haibin'
'Liu, Binyuan'
'Wang, Baiquan'
_publ_section_title
;
 Synthesis, Structures, and Norbornene Polymerization Behavior of
 Bis(aryloxide-N-heterocyclic carbene) Palladium Complexes
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5934
_journal_paper_doi               10.1021/om900625r
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C46 H54 N4 O2 Pd'
_chemical_formula_weight         801.33
_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                 109.78(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.120(4)
_cell_length_b                   17.663(4)
_cell_length_c                   12.449(3)
_cell_measurement_reflns_used    6643
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.495
_cell_measurement_theta_min      1.738
_cell_volume                     3956.2(17)
_computing_cell_refinement       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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      113(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13218
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.512
_exptl_absorpt_correction_T_max  0.9225
_exptl_absorpt_correction_T_min  0.9045
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3492
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0297P)²+3.4165P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0617
_reflns_number_gt                3222
_reflns_number_total             3492
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900625r_si_001.cif
_cod_data_source_block           r80920d
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed
to 'constr' 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        3956.1(14)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4070136
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
Pd1 Pd 0.5000 0.554515(10) 0.7500 0.01107(8) Uani 1 2 d S
O1 O 0.44685(6) 0.63427(6) 0.81523(11) 0.0145(3) Uani 1 1 d .
N1 N 0.48898(8) 0.41650(8) 0.88868(13) 0.0135(3) Uani 1 1 d .
N2 N 0.39344(8) 0.48992(8) 0.84377(13) 0.0132(3) Uani 1 1 d .
C1 C 0.55921(10) 0.38313(10) 0.89769(15) 0.0149(4) Uani 1 1 d .
C2 C 0.56416(11) 0.30500(10) 0.89019(17) 0.0222(4) Uani 1 1 d .
H2 H 0.5226 0.2748 0.8800 0.027 Uiso 1 1 calc R
C3 C 0.63139(13) 0.27248(12) 0.89798(18) 0.0304(5) Uani 1 1 d .
H3 H 0.6352 0.2201 0.8943 0.036 Uiso 1 1 calc R
C4 C 0.69300(12) 0.31711(13) 0.91119(19) 0.0316(5) Uani 1 1 d .
H4 H 0.7378 0.2949 0.9146 0.038 Uiso 1 1 calc R
C5 C 0.68816(11) 0.39438(13) 0.91925(18) 0.0283(5) Uani 1 1 d .
H5 H 0.7298 0.4243 0.9288 0.034 Uiso 1 1 calc R
C6 C 0.62121(11) 0.42794(11) 0.91316(16) 0.0192(4) Uani 1 1 d .
H6 H 0.6181 0.4802 0.9195 0.023 Uiso 1 1 calc R
C7 C 0.45980(10) 0.48085(9) 0.82980(15) 0.0128(4) Uani 1 1 d .
C8 C 0.37980(10) 0.43043(10) 0.90758(16) 0.0159(4) Uani 1 1 d .
H8 H 0.3373 0.4235 0.9269 0.019 Uiso 1 1 calc R
C9 C 0.43955(10) 0.38526(10) 0.93573(16) 0.0160(4) Uani 1 1 d .
H9 H 0.4465 0.3411 0.9788 0.019 Uiso 1 1 calc R
C10 C 0.34349(10) 0.55149(9) 0.79566(16) 0.0136(4) Uani 1 1 d .
C11 C 0.26802(10) 0.53766(10) 0.76208(16) 0.0161(4) Uani 1 1 d .
H11 H 0.2511 0.4892 0.7694 0.019 Uiso 1 1 calc R
C12 C 0.21700(10) 0.59546(10) 0.71742(16) 0.0166(4) Uani 1 1 d .
C13 C 0.24597(10) 0.66674(10) 0.70813(16) 0.0168(4) Uani 1 1 d .
H13 H 0.2127 0.7062 0.6796 0.020 Uiso 1 1 calc R
C14 C 0.32186(10) 0.68251(10) 0.73909(16) 0.0146(4) Uani 1 1 d .
C15 C 0.37380(10) 0.62282(10) 0.78428(15) 0.0130(4) Uani 1 1 d .
C16 C 0.35016(10) 0.76144(10) 0.72197(16) 0.0159(4) Uani 1 1 d .
C17 C 0.39964(11) 0.79441(10) 0.83686(17) 0.0206(4) Uani 1 1 d .
H17A H 0.3706 0.8015 0.8857 0.031 Uiso 1 1 calc R
H17B H 0.4195 0.8422 0.8242 0.031 Uiso 1 1 calc R
H17C H 0.4397 0.7601 0.8724 0.031 Uiso 1 1 calc R
C18 C 0.39474(11) 0.75625(10) 0.64005(17) 0.0197(4) Uani 1 1 d .
H18A H 0.4352 0.7214 0.6702 0.030 Uiso 1 1 calc R
H18B H 0.4139 0.8053 0.6320 0.030 Uiso 1 1 calc R
H18C H 0.3629 0.7388 0.5668 0.030 Uiso 1 1 calc R
C19 C 0.28634(11) 0.81731(10) 0.66880(18) 0.0219(4) Uani 1 1 d .
H19A H 0.2555 0.7988 0.5956 0.033 Uiso 1 1 calc R
H19B H 0.3064 0.8658 0.6597 0.033 Uiso 1 1 calc R
H19C H 0.2572 0.8223 0.7178 0.033 Uiso 1 1 calc R
C20 C 0.13364(11) 0.57706(11) 0.6769(2) 0.0250(5) Uani 1 1 d .
C21 C 0.08475(11) 0.64674(11) 0.63293(19) 0.0268(5) Uani 1 1 d .
H21A H 0.0334 0.6324 0.6103 0.040 Uiso 1 1 calc R
H21B H 0.0950 0.6675 0.5685 0.040 Uiso 1 1 calc R
H21C H 0.0953 0.6841 0.6924 0.040 Uiso 1 1 calc R
C22 C 0.11617(12) 0.51937(14) 0.5786(2) 0.0467(7) Uani 1 1 d .
H22A H 0.0640 0.5079 0.5522 0.070 Uiso 1 1 calc R
H22B H 0.1441 0.4739 0.6054 0.070 Uiso 1 1 calc R
H22C H 0.1295 0.5404 0.5171 0.070 Uiso 1 1 calc R
C23 C 0.11359(13) 0.54318(13) 0.7757(3) 0.0435(7) Uani 1 1 d .
H23A H 0.1242 0.5793 0.8367 0.065 Uiso 1 1 calc R
H23B H 0.1423 0.4981 0.8024 0.065 Uiso 1 1 calc R
H23C H 0.0616 0.5308 0.7499 0.065 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'
O O 0.0106 0.0060 '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'
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
C7 Pd1 C7 96.09(10) 2_656 .
C7 Pd1 O1 85.59(6) 2_656 2_656
C7 Pd1 O1 172.82(6) . 2_656
C7 Pd1 O1 172.81(6) 2_656 .
C7 Pd1 O1 85.59(6) . .
O1 Pd1 O1 93.60(7) 2_656 .
C15 O1 Pd1 113.03(10) . .
C7 N1 C9 110.22(15) . .
C7 N1 C1 125.83(15) . .
C9 N1 C1 123.90(15) . .
C7 N2 C8 110.49(14) . .
C7 N2 C10 123.92(15) . .
C8 N2 C10 125.56(15) . .
C6 C1 C2 120.21(18) . .
C6 C1 N1 120.71(16) . .
C2 C1 N1 119.08(17) . .
C3 C2 C1 119.4(2) . .
C3 C2 H2 120.3 . .
C1 C2 H2 120.3 . .
C4 C3 C2 120.5(2) . .
C4 C3 H3 119.8 . .
C2 C3 H3 119.8 . .
C5 C4 C3 120.02(19) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C4 C5 C6 120.2(2) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
C1 C6 C5 119.59(19) . .
C1 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
N2 C7 N1 105.15(15) . .
N2 C7 Pd1 122.57(12) . .
N1 C7 Pd1 132.10(13) . .
C9 C8 N2 106.89(16) . .
C9 C8 H8 126.6 . .
N2 C8 H8 126.6 . .
C8 C9 N1 107.21(16) . .
C8 C9 H9 126.4 . .
N1 C9 H9 126.4 . .
C11 C10 C15 123.29(16) . .
C11 C10 N2 118.10(15) . .
C15 C10 N2 118.61(16) . .
C10 C11 C12 120.70(17) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C11 C12 C13 116.79(17) . .
C11 C12 C20 119.06(16) . .
C13 C12 C20 124.10(16) . .
C12 C13 C14 124.12(17) . .
C12 C13 H13 117.9 . .
C14 C13 H13 117.9 . .
C13 C14 C15 118.73(16) . .
C13 C14 C16 121.61(15) . .
C15 C14 C16 119.63(15) . .
O1 C15 C10 122.09(15) . .
O1 C15 C14 121.56(15) . .
C10 C15 C14 116.35(16) . .
C19 C16 C14 112.18(15) . .
C19 C16 C18 106.90(16) . .
C14 C16 C18 109.77(15) . .
C19 C16 C17 107.87(15) . .
C14 C16 C17 110.46(15) . .
C18 C16 C17 109.57(15) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C16 C18 H18A 109.5 . .
C16 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C16 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C23 C20 C21 108.26(18) . .
C23 C20 C12 109.48(18) . .
C21 C20 C12 112.83(16) . .
C23 C20 C22 109.5(2) . .
C21 C20 C22 107.84(19) . .
C12 C20 C22 108.87(17) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C20 C23 H23A 109.5 . .
C20 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C20 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C7 1.9461(18) 2_656
Pd1 C7 1.9462(18) .
Pd1 O1 2.0580(12) 2_656
Pd1 O1 2.0580(12) .
O1 C15 1.333(2) .
N1 C7 1.365(2) .
N1 C9 1.384(2) .
N1 C1 1.436(2) .
N2 C7 1.347(2) .
N2 C8 1.394(2) .
N2 C10 1.438(2) .
C1 C6 1.384(3) .
C1 C2 1.389(3) .
C2 C3 1.381(3) .
C2 H2 0.9300 .
C3 C4 1.380(3) .
C3 H3 0.9300 .
C4 C5 1.374(3) .
C4 H4 0.9300 .
C5 C6 1.389(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C8 C9 1.339(3) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C11 1.381(3) .
C10 C15 1.414(2) .
C11 C12 1.391(3) .
C11 H11 0.9300 .
C12 C13 1.396(3) .
C12 C20 1.535(3) .
C13 C14 1.398(3) .
C13 H13 0.9300 .
C14 C15 1.427(2) .
C14 C16 1.536(2) .
C16 C19 1.534(2) .
C16 C18 1.537(3) .
C16 C17 1.537(3) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 C23 1.529(3) .
C20 C21 1.530(3) .
C20 C22 1.539(3) .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
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
C7 Pd1 O1 C15 45.4(5) 2_656
C7 Pd1 O1 C15 -58.45(12) .
O1 Pd1 O1 C15 128.71(13) 2_656
C7 N1 C1 C6 41.1(3) .
C9 N1 C1 C6 -141.70(18) .
C7 N1 C1 C2 -138.61(19) .
C9 N1 C1 C2 38.6(3) .
C6 C1 C2 C3 -0.2(3) .
N1 C1 C2 C3 179.55(18) .
C1 C2 C3 C4 -1.1(3) .
C2 C3 C4 C5 1.5(3) .
C3 C4 C5 C6 -0.6(3) .
C2 C1 C6 C5 1.1(3) .
N1 C1 C6 C5 -178.66(17) .
C4 C5 C6 C1 -0.7(3) .
C8 N2 C7 N1 -2.01(19) .
C10 N2 C7 N1 179.85(15) .
C8 N2 C7 Pd1 -177.67(12) .
C10 N2 C7 Pd1 4.2(2) .
C9 N1 C7 N2 1.69(19) .
C1 N1 C7 N2 179.20(15) .
C9 N1 C7 Pd1 176.75(14) .
C1 N1 C7 Pd1 -5.7(3) .
C7 Pd1 C7 N2 -139.81(17) 2_656
O1 Pd1 C7 N2 117.0(4) 2_656
O1 Pd1 C7 N2 33.17(14) .
C7 Pd1 C7 N1 45.85(14) 2_656
O1 Pd1 C7 N1 -57.3(6) 2_656
O1 Pd1 C7 N1 -141.17(17) .
C7 N2 C8 C9 1.6(2) .
C10 N2 C8 C9 179.72(16) .
N2 C8 C9 N1 -0.5(2) .
C7 N1 C9 C8 -0.7(2) .
C1 N1 C9 C8 -178.30(16) .
C7 N2 C10 C11 146.44(18) .
C8 N2 C10 C11 -31.4(3) .
C7 N2 C10 C15 -33.1(3) .
C8 N2 C10 C15 149.03(17) .
C15 C10 C11 C12 -2.0(3) .
N2 C10 C11 C12 178.49(17) .
C10 C11 C12 C13 0.3(3) .
C10 C11 C12 C20 177.68(18) .
C11 C12 C13 C14 1.0(3) .
C20 C12 C13 C14 -176.22(19) .
C12 C13 C14 C15 -0.7(3) .
C12 C13 C14 C16 177.32(18) .
Pd1 O1 C15 C10 49.7(2) .
Pd1 O1 C15 C14 -131.16(15) .
C11 C10 C15 O1 -178.60(17) .
N2 C10 C15 O1 0.9(3) .
C11 C10 C15 C14 2.2(3) .
N2 C10 C15 C14 -178.27(16) .
C13 C14 C15 O1 179.93(17) .
C16 C14 C15 O1 1.9(3) .
C13 C14 C15 C10 -0.9(3) .
C16 C14 C15 C10 -178.91(16) .
C13 C14 C16 C19 0.0(3) .
C15 C14 C16 C19 177.98(17) .
C13 C14 C16 C18 -118.71(19) .
C15 C14 C16 C18 59.3(2) .
C13 C14 C16 C17 120.37(19) .
C15 C14 C16 C17 -61.6(2) .
C11 C12 C20 C23 57.9(2) .
C13 C12 C20 C23 -125.0(2) .
C11 C12 C20 C21 178.53(18) .
C13 C12 C20 C21 -4.3(3) .
C11 C12 C20 C22 -61.8(3) .
C13 C12 C20 C22 115.4(2) .
