#------------------------------------------------------------------------------
#$Date: 2018-08-16 18:28:16 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209810 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/49/4074946.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_4074946
loop_
_publ_author_name
'Huynh, Han Vinh'
'Neo, Tiong Cheng'
'Tan, Geok Kheng'
_publ_section_title
;
 Mixed Dicarboxylato--Bis(carbene) Complexes of Palladium(II):
 Synthesis, Structures, Trans--Cis Isomerism, and Catalytic Activity
;
_journal_coden_ASTM              ORGND7
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1298
_journal_page_last               1302
_journal_paper_doi               10.1021/om0510369
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C25 H26 F6 N4 O5 Pd'
_chemical_formula_weight         682.90
_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                 106.5660(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.7749(10)
_cell_length_b                   13.2977(7)
_cell_length_c                   12.9440(7)
_cell_measurement_reflns_used    5571
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.31
_cell_volume                     2932.5(3)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10608
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  0.8044
_exptl_absorpt_correction_T_min  0.7640
_exptl_absorpt_correction_type   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.712
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         3378
_refine_ls_number_restraints     171
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0663P)²+1.8485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                3088
_reflns_number_total             3378
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om0510369si20051204_070023.cif
_cod_data_source_block           4013a
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4074946
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.5000 0.433166(19) 0.2500 0.03719(12) Uani 1 2 d SU . .
O1 O 0.56675(13) 0.54584(16) 0.34345(17) 0.0496(5) Uani 1 1 d U . .
O2 O 0.65209(14) 0.54976(18) 0.24566(18) 0.0578(6) Uani 1 1 d U . .
N1 N 0.38227(13) 0.26842(18) 0.19959(18) 0.0437(5) Uani 1 1 d U . .
N2 N 0.42452(13) 0.30313(18) 0.06279(17) 0.0427(5) Uani 1 1 d U . .
C1 C 0.43146(14) 0.3284(2) 0.1658(2) 0.0381(5) Uani 1 1 d U . .
C2 C 0.34396(16) 0.2028(2) 0.1185(2) 0.0480(6) Uani 1 1 d U . .
C3 C 0.28854(19) 0.1282(3) 0.1147(3) 0.0643(9) Uani 1 1 d U . .
H3 H 0.2694 0.1140 0.1738 0.077 Uiso 1 1 calc R . .
C4 C 0.2632(2) 0.0762(3) 0.0183(4) 0.0761(12) Uani 1 1 d U . .
H4 H 0.2265 0.0242 0.0123 0.091 Uiso 1 1 calc R . .
C5 C 0.2900(3) 0.0980(3) -0.0697(4) 0.0790(11) Uani 1 1 d U . .
H5 H 0.2707 0.0608 -0.1335 0.095 Uiso 1 1 calc R . .
C6 C 0.3443(2) 0.1732(3) -0.0660(3) 0.0647(8) Uani 1 1 d U . .
H6 H 0.3621 0.1887 -0.1259 0.078 Uiso 1 1 calc R . .
C7 C 0.37129(17) 0.2245(2) 0.0309(2) 0.0487(6) Uani 1 1 d U . .
C8 C 0.3683(2) 0.2741(3) 0.3054(2) 0.0604(8) Uani 1 1 d U . .
H8A H 0.4019 0.2262 0.3538 0.091 Uiso 1 1 calc R . .
H8B H 0.3138 0.2584 0.2984 0.091 Uiso 1 1 calc R . .
H8C H 0.3799 0.3415 0.3342 0.091 Uiso 1 1 calc R . .
C9 C 0.4619(2) 0.3550(3) -0.0086(2) 0.0574(8) Uani 1 1 d U . .
H9A H 0.4964 0.4071 0.0312 0.086 Uiso 1 1 calc R . .
H9B H 0.4220 0.3851 -0.0678 0.086 Uiso 1 1 calc R . .
H9C H 0.4923 0.3072 -0.0368 0.086 Uiso 1 1 calc R . .
C10 C 0.62373(18) 0.5787(2) 0.3147(2) 0.0433(6) Uani 1 1 d U A .
C11 C 0.6621(2) 0.6699(3) 0.3794(3) 0.0708(10) Uani 1 1 d DU . .
F3 F 0.6554(4) 0.6713(4) 0.4761(4) 0.0884(18) Uani 0.70 1 d PDU A 1
F2 F 0.7342(4) 0.6803(8) 0.3871(7) 0.209(5) Uani 0.70 1 d PDU A 1
F1 F 0.6249(7) 0.7498(4) 0.3309(6) 0.212(5) Uani 0.70 1 d PDU A 1
F1A F 0.6365(10) 0.7105(9) 0.4563(11) 0.102(6) Uani 0.30 1 d PDU A 2
F2A F 0.6685(5) 0.7506(7) 0.3218(7) 0.0607(19) Uani 0.30 1 d PDU A 2
F3A F 0.7412(4) 0.6531(6) 0.4242(8) 0.076(3) Uani 0.30 1 d PDU A 2
C1S C 0.5220(10) -0.0348(12) 0.3534(12) 0.321(10) Uani 1 1 d U . .
H1SA H 0.5344 0.0170 0.4084 0.481 Uiso 1 1 calc R . .
H1SB H 0.5677 -0.0770 0.3604 0.481 Uiso 1 1 calc R . .
H1SC H 0.4789 -0.0755 0.3621 0.481 Uiso 1 1 calc R . .
C2S C 0.5000 0.0107(9) 0.2500 0.191(7) Uani 1 2 d SU . .
O1S O 0.5000 0.0954(9) 0.2500 0.340(9) Uani 1 2 d SU . .
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'
F F 0.0171 0.0103 '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
C1 Pd1 C1 89.63(15) . 2_655
C1 Pd1 O1 176.33(9) . .
C1 Pd1 O1 91.58(11) 2_655 .
C1 Pd1 O1 91.58(11) . 2_655
C1 Pd1 O1 176.33(9) 2_655 2_655
O1 Pd1 O1 87.43(13) . 2_655
C10 O1 Pd1 117.11(18) . .
C1 N1 C2 110.6(2) . .
C1 N1 C8 125.0(2) . .
C2 N1 C8 124.4(2) . .
C1 N2 C7 110.1(2) . .
C1 N2 C9 125.5(2) . .
C7 N2 C9 124.2(2) . .
N1 C1 N2 106.8(2) . .
N1 C1 Pd1 126.76(19) . .
N2 C1 Pd1 126.45(19) . .
C7 C2 N1 106.1(2) . .
C7 C2 C3 122.1(3) . .
N1 C2 C3 131.8(3) . .
C4 C3 C2 115.6(4) . .
C5 C4 C3 122.5(3) . .
C6 C5 C4 121.6(4) . .
C5 C6 C7 116.5(4) . .
C2 C7 C6 121.7(3) . .
C2 C7 N2 106.4(2) . .
C6 C7 N2 131.9(3) . .
O2 C10 O1 130.7(3) . .
O2 C10 C11 116.4(3) . .
O1 C10 C11 112.9(3) . .
F2 C11 F3 107.1(5) . .
F2 C11 F1 108.2(6) . .
F3 C11 F1 106.2(6) . .
F2 C11 F1A 117.1(9) . .
F3 C11 F1A 28.0(8) . .
F1 C11 F1A 78.2(8) . .
F2 C11 F2A 73.2(6) . .
F3 C11 F2A 125.4(6) . .
F1 C11 F2A 36.0(6) . .
F1A C11 F2A 101.3(7) . .
F2 C11 F3A 25.2(6) . .
F3 C11 F3A 87.7(7) . .
F1 C11 F3A 130.4(6) . .
F1A C11 F3A 106.1(8) . .
F2A C11 F3A 97.4(5) . .
F2 C11 C10 114.6(5) . .
F3 C11 C10 113.1(3) . .
F1 C11 C10 107.2(4) . .
F1A C11 C10 122.8(7) . .
F2A C11 C10 115.6(5) . .
F3A C11 C10 110.3(5) . .
O1S C2S C1S 115.3(9) . .
O1S C2S C1S 115.3(9) . 2_655
C1S C2S C1S 129.5(17) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.963(3) .
Pd1 C1 1.963(3) 2_655
Pd1 O1 2.073(2) .
Pd1 O1 2.073(2) 2_655
O1 C10 1.253(4) .
O2 C10 1.208(4) .
N1 C1 1.346(3) .
N1 C2 1.385(4) .
N1 C8 1.462(4) .
N2 C1 1.347(3) .
N2 C7 1.391(4) .
N2 C9 1.457(3) .
C2 C7 1.385(4) .
C2 C3 1.389(4) .
C3 C4 1.385(6) .
C4 C5 1.383(7) .
C5 C6 1.382(6) .
C6 C7 1.388(4) .
C10 C11 1.521(4) .
C11 F2 1.263(6) .
C11 F3 1.291(5) .
C11 F1 1.313(7) .
C11 F1A 1.323(8) .
C11 F2A 1.328(7) .
C11 F3A 1.377(7) .
C1S C2S 1.419(15) .
C2S O1S 1.126(15) .
C2S C1S 1.419(15) 2_655
