#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:07:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178681 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/92/4079279.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_4079279
loop_
_publ_author_name
'Liu, Xiaolong'
'Chen, Wanzhi'
_publ_section_title
;
 Pyridazine-Based N-Heterocyclic Carbene Complexes and Ruthenium-Catalyzed
 Oxidation Reaction of Alkenes
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              6614
_journal_paper_doi               10.1021/om300644h
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C28 H34 F12 N8 P2 Pd2'
_chemical_formula_weight         985.37
_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                 100.477(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9307(2)
_cell_length_b                   14.1680(3)
_cell_length_c                   14.3697(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1787.89(7)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_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  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8935
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    1.192
_exptl_absorpt_correction_T_max  0.7879
_exptl_absorpt_correction_T_min  0.7015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.424
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3143
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0577P)²+3.7983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1064
_reflns_number_gt                2745
_reflns_number_total             3143
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300644h_si_002.cif
_cod_data_source_block           complex_4
_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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4079279
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
Pd1 Pd 0.29818(3) 0.02466(2) 0.81579(2) 0.03009(14) Uani 1 1 d .
C1 C 0.0901(5) 0.1606(3) 0.8864(3) 0.0430(11) Uani 1 1 d .
H1 H 0.0259 0.1097 0.8675 0.052 Uiso 1 1 calc R
C2 C 0.0300(6) 0.2386(4) 0.9231(4) 0.0553(13) Uani 1 1 d .
H2 H -0.0720 0.2403 0.9288 0.066 Uiso 1 1 calc R
C3 C 0.1247(7) 0.3142(4) 0.9511(4) 0.0572(14) Uani 1 1 d .
H3 H 0.0882 0.3679 0.9768 0.069 Uiso 1 1 calc R
C4 C 0.2741(7) 0.3085(3) 0.9403(3) 0.0501(13) Uani 1 1 d .
H4 H 0.3392 0.3592 0.9580 0.060 Uiso 1 1 calc R
C5 C 0.3285(5) 0.2280(3) 0.9032(3) 0.0360(10) Uani 1 1 d .
C6 C 0.4897(5) 0.2222(3) 0.8878(3) 0.0410(11) Uani 1 1 d .
H6A H 0.4897 0.2153 0.8207 0.049 Uiso 1 1 calc R
H6B H 0.5416 0.2807 0.9087 0.049 Uiso 1 1 calc R
C7 C 0.5805(5) 0.1203(3) 1.0300(3) 0.0333(9) Uani 1 1 d .
H7 H 0.5288 0.1522 1.0711 0.040 Uiso 1 1 calc R
C8 C 0.6660(5) 0.0813(4) 0.9020(3) 0.0448(11) Uani 1 1 d .
H8 H 0.6847 0.0802 0.8404 0.054 Uiso 1 1 calc R
C9 C 0.7240(6) 0.0226(3) 0.9733(3) 0.0427(11) Uani 1 1 d .
H9 H 0.7907 -0.0269 0.9688 0.051 Uiso 1 1 calc R
C10 C 0.3418(7) -0.0873(4) 0.7277(3) 0.0558(14) Uani 1 1 d .
H10A H 0.4334 -0.0688 0.7648 0.067 Uiso 1 1 calc R
H10B H 0.3121 -0.1503 0.7263 0.067 Uiso 1 1 calc R
C11 C 0.2492(10) -0.0209(5) 0.6742(4) 0.076(2) Uani 1 1 d .
H11 H 0.1580 -0.0408 0.6375 0.091 Uiso 1 1 calc R
C12 C 0.2859(7) 0.0711(4) 0.6732(3) 0.0548(13) Uani 1 1 d .
H12A H 0.3766 0.0925 0.7094 0.066 Uiso 1 1 calc R
H12B H 0.2206 0.1133 0.6363 0.066 Uiso 1 1 calc R
C13 C 0.8070(7) 0.8364(4) 0.8227(4) 0.0531(13) Uani 1 1 d .
C14 C 0.9585(7) 0.8652(5) 0.8141(5) 0.0818(19) Uani 1 1 d .
H14A H 1.0176 0.8762 0.8759 0.123 Uiso 1 1 calc R
H14B H 0.9533 0.9221 0.7775 0.123 Uiso 1 1 calc R
H14C H 1.0055 0.8163 0.7831 0.123 Uiso 1 1 calc R
F1 F 0.6825(10) 0.1748(4) 0.6770(5) 0.198(4) Uani 1 1 d .
F2 F 0.7384(10) 0.0285(3) 0.6840(4) 0.166(3) Uani 1 1 d .
F3 F 0.9148(9) 0.1354(7) 0.6821(6) 0.225(4) Uani 1 1 d .
F4 F 0.8577(8) 0.0455(4) 0.5628(5) 0.144(2) Uani 1 1 d .
F5 F 0.7893(6) 0.1958(4) 0.5532(4) 0.1244(18) Uani 1 1 d .
F6 F 0.6247(7) 0.0846(7) 0.5509(6) 0.210(4) Uani 1 1 d .
N1 N 0.2364(4) 0.1538(2) 0.8764(2) 0.0350(8) Uani 1 1 d .
N2 N 0.5738(4) 0.1431(2) 0.9388(2) 0.0338(8) Uani 1 1 d .
N3 N 0.3304(4) -0.0471(2) 0.9463(2) 0.0322(8) Uani 1 1 d .
N4 N 0.6884(7) 0.8146(4) 0.8295(4) 0.0746(14) Uani 1 1 d .
P1 P 0.76685(16) 0.11103(9) 0.61886(9) 0.0469(3) Uani 1 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'
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'
P P 0.1023 0.0942 '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
C11 Pd1 N3 133.2(2) . .
C11 Pd1 C10 38.5(2) . .
N3 Pd1 C10 99.28(17) . .
C11 Pd1 C12 36.9(2) . .
N3 Pd1 C12 167.86(18) . .
C10 Pd1 C12 68.8(2) . .
C11 Pd1 N1 129.2(2) . .
N3 Pd1 N1 93.10(13) . .
C10 Pd1 N1 167.39(17) . .
C12 Pd1 N1 98.91(17) . .
N1 C1 C2 123.6(5) . .
C1 C2 C3 118.4(5) . .
C4 C3 C2 118.6(5) . .
C3 C4 C5 120.5(5) . .
N1 C5 C4 121.0(5) . .
N1 C5 C6 118.0(4) . .
C4 C5 C6 121.0(4) . .
N2 C6 C5 112.7(3) . .
N3 C7 N2 111.1(4) 3_657 .
C9 C8 N2 106.0(4) . .
C8 C9 N3 109.6(4) . 3_657
C11 C10 Pd1 70.5(3) . .
C12 C11 C10 122.7(7) . .
C12 C11 Pd1 72.8(3) . .
C10 C11 Pd1 71.0(3) . .
C11 C12 Pd1 70.2(3) . .
N4 C13 C14 179.5(7) . .
C1 N1 C5 118.0(4) . .
C1 N1 Pd1 115.6(3) . .
C5 N1 Pd1 126.4(3) . .
C7 N2 C8 107.5(4) . .
C7 N2 C6 126.8(4) . .
C8 N2 C6 125.7(4) . .
C7 N3 C9 105.7(4) 3_657 3_657
C7 N3 Pd1 126.2(3) 3_657 .
C9 N3 Pd1 127.8(3) 3_657 .
F3 P1 F6 176.3(6) . .
F3 P1 F1 90.0(5) . .
F6 P1 F1 93.5(5) . .
F3 P1 F2 91.8(5) . .
F6 P1 F2 89.6(5) . .
F1 P1 F2 87.9(3) . .
F3 P1 F4 88.1(5) . .
F6 P1 F4 88.5(5) . .
F1 P1 F4 177.9(5) . .
F2 P1 F4 91.2(3) . .
F3 P1 F5 89.6(5) . .
F6 P1 F5 89.2(4) . .
F1 P1 F5 90.3(3) . .
F2 P1 F5 177.8(4) . .
F4 P1 F5 90.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C11 2.104(6) .
Pd1 N3 2.106(3) .
Pd1 C10 2.110(5) .
Pd1 C12 2.136(5) .
Pd1 N1 2.142(3) .
C1 N1 1.344(6) .
C1 C2 1.375(7) .
C2 C3 1.379(8) .
C3 C4 1.374(8) .
C4 C5 1.384(7) .
C5 N1 1.346(5) .
C5 C6 1.498(7) .
C6 N2 1.469(6) .
C7 N3 1.314(6) 3_657
C7 N2 1.341(5) .
C8 C9 1.348(7) .
C8 N2 1.371(6) .
C9 N3 1.378(6) 3_657
C10 C11 1.389(8) .
C11 C12 1.344(9) .
C13 N4 1.125(7) .
C13 C14 1.439(8) .
F1 P1 1.520(5) .
F2 P1 1.547(4) .
F3 P1 1.501(6) .
F4 P1 1.552(5) .
F5 P1 1.563(4) .
F6 P1 1.502(6) .
N3 C7 1.314(6) 3_657
N3 C9 1.378(6) 3_657
