#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:23:56 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179788 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/84/7008460.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_7008460
loop_
_publ_author_name
'Ruiz, José'
'Vicente, Consuelo'
'Cutillas, Natalia'
'Pérez, José'
_publ_section_title
;
 Pentafluorophenyl imidato palladium(II) complexes: catalysts for
 Suzuki cross-coupling reactions.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1999
_journal_page_last               2006
_journal_paper_doi               10.1039/b503101j
_journal_year                    2005
_chemical_formula_sum            'C35 H57 F5 N4 O6 Pd'
_chemical_formula_weight         831.25
_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                82.1130(10)
_cell_angle_beta                 80.4260(10)
_cell_angle_gamma                69.3144(8)
_cell_formula_units_Z            2
_cell_length_a                   10.1604(5)
_cell_length_b                   10.3459(5)
_cell_length_c                   20.5010(10)
_cell_measurement_temperature    100(2)
_cell_volume                     1980.82(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.000
_diffrn_measured_fraction_theta_max 0.913
_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  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0588
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            23353
_diffrn_reflns_theta_full        0.50
_diffrn_reflns_theta_max         28.22
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  0.9582
_exptl_absorpt_correction_T_min  0.8772
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.712
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.861
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         8933
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.861
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.260
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0609P)²+8.0273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                8109
_reflns_number_total             8933
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b503101j.txt
_cod_data_source_block           complex_11
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1980.81(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7008460
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.92365(3) 0.74241(2) 0.720581(12) 0.01334(8) Uani 1 1 d . . .
N1 N 1.0905(3) 0.6711(3) 0.77468(14) 0.0163(5) Uani 1 1 d . . .
C1 C 1.0583(4) 0.7347(4) 0.63642(16) 0.0179(7) Uani 1 1 d . . .
C8 C 1.2864(4) 0.6606(4) 0.8270(2) 0.0280(8) Uani 1 1 d . . .
H8A H 1.2790 0.7252 0.8599 0.034 Uiso 1 1 calc R . .
H8B H 1.3866 0.6220 0.8073 0.034 Uiso 1 1 calc R . .
C2 C 1.0669(4) 0.8527(4) 0.59699(17) 0.0197(7) Uani 1 1 d . . .
C6 C 1.1538(4) 0.6114(4) 0.61359(18) 0.0207(7) Uani 1 1 d . . .
C3 C 1.1605(4) 0.8499(4) 0.53957(17) 0.0237(7) Uani 1 1 d . . .
C10 C 1.1048(4) 0.5648(3) 0.82259(17) 0.0194(7) Uani 1 1 d . . .
C7 C 1.1919(4) 0.7326(3) 0.77394(17) 0.0178(7) Uani 1 1 d . . .
C9 C 1.2295(4) 0.5444(4) 0.85915(19) 0.0247(8) Uani 1 1 d . . .
H9A H 1.3026 0.4520 0.8531 0.030 Uiso 1 1 calc R . .
H9B H 1.1987 0.5537 0.9072 0.030 Uiso 1 1 calc R . .
C5 C 1.2477(4) 0.6032(4) 0.55653(19) 0.0235(7) Uani 1 1 d . . .
F1 F 0.9796(2) 0.9794(2) 0.61465(10) 0.0269(5) Uani 1 1 d . . .
F5 F 1.1569(2) 0.4900(2) 0.64931(12) 0.0289(5) Uani 1 1 d . . .
F2 F 1.1655(3) 0.9677(2) 0.50398(11) 0.0318(5) Uani 1 1 d . . .
O2 O 1.2022(3) 0.8313(2) 0.73625(12) 0.0221(5) Uani 1 1 d . . .
F4 F 1.3364(3) 0.4801(3) 0.53665(13) 0.0391(6) Uani 1 1 d . . .
O1 O 1.0283(3) 0.4933(3) 0.83531(12) 0.0228(5) Uani 1 1 d . . .
O4 O 0.8731(3) 0.8698(3) 0.86800(12) 0.0225(5) Uani 1 1 d . . .
O3 O 0.6628(3) 0.6207(2) 0.78195(12) 0.0212(5) Uani 1 1 d . . .
N2 N 0.7855(3) 0.7520(3) 0.80856(14) 0.0174(6) Uani 1 1 d . . .
C14 C 0.7980(4) 0.8008(3) 0.86482(16) 0.0172(6) Uani 1 1 d . . .
C11 C 0.6925(4) 0.6794(3) 0.82223(17) 0.0182(7) Uani 1 1 d . . .
C13 C 0.7064(4) 0.7590(4) 0.92435(17) 0.0214(7) Uani 1 1 d . . .
H13A H 0.7652 0.6981 0.9579 0.026 Uiso 1 1 calc R . .
H13B H 0.6375 0.8415 0.9452 0.026 Uiso 1 1 calc R . .
C12 C 0.6313(4) 0.6821(4) 0.89503(19) 0.0279(8) Uani 1 1 d . . .
H12A H 0.5275 0.7313 0.9001 0.033 Uiso 1 1 calc R . .
H12B H 0.6506 0.5868 0.9167 0.033 Uiso 1 1 calc R . .
F3 F 1.3408(2) 0.7186(3) 0.46250(11) 0.0358(6) Uani 1 1 d . . .
N3 N 0.6747(3) 0.8069(3) 0.64038(15) 0.0216(6) Uani 1 1 d . . .
C15 C 0.7678(4) 0.7897(4) 0.66878(17) 0.0202(7) Uani 1 1 d . . .
C4 C 1.2502(4) 0.7238(4) 0.51875(18) 0.0249(8) Uani 1 1 d . . .
C16 C 0.5483(4) 0.8129(4) 0.61195(17) 0.0203(7) Uani 1 1 d . . .
C17 C 0.5130(4) 0.6832(4) 0.6406(2) 0.0295(8) Uani 1 1 d . . .
H17A H 0.4899 0.6843 0.6889 0.044 Uiso 1 1 calc R . .
H17B H 0.5950 0.6006 0.6299 0.044 Uiso 1 1 calc R . .
H17C H 0.4316 0.6815 0.6215 0.044 Uiso 1 1 calc R . .
C18 C 0.4296(4) 0.9444(4) 0.6329(2) 0.0286(8) Uani 1 1 d . . .
H18A H 0.4086 0.9389 0.6815 0.043 Uiso 1 1 calc R . .
H18B H 0.3446 0.9541 0.6134 0.043 Uiso 1 1 calc R . .
H18C H 0.4595 1.0249 0.6174 0.043 Uiso 1 1 calc R . .
C19 C 0.5858(4) 0.8156(4) 0.53708(18) 0.0287(8) Uani 1 1 d . . .
H19A H 0.6084 0.8997 0.5202 0.043 Uiso 1 1 calc R . .
H19B H 0.5051 0.8150 0.5169 0.043 Uiso 1 1 calc R . .
H19C H 0.6682 0.7338 0.5257 0.043 Uiso 1 1 calc R . .
N4 N 0.1108(3) 0.7786(3) 0.21643(14) 0.0178(6) Uani 1 1 d . . .
C21 C 0.2261(4) 0.7979(4) 0.09638(17) 0.0214(7) Uani 1 1 d . . .
H21A H 0.2686 0.8600 0.1109 0.026 Uiso 1 1 calc R . .
H21B H 0.1375 0.8564 0.0782 0.026 Uiso 1 1 calc R . .
C20 C 0.1916(4) 0.7050(3) 0.15547(16) 0.0177(6) Uani 1 1 d . . .
H20A H 0.2814 0.6350 0.1677 0.021 Uiso 1 1 calc R . .
H20B H 0.1351 0.6548 0.1419 0.021 Uiso 1 1 calc R . .
C33 C -0.0059(4) 0.7246(4) 0.33347(18) 0.0248(8) Uani 1 1 d . . .
H33A H -0.0069 0.8200 0.3357 0.030 Uiso 1 1 calc R . .
H33B H -0.1051 0.7287 0.3346 0.030 Uiso 1 1 calc R . .
C24 C 0.1984(3) 0.8488(3) 0.24266(16) 0.0166(6) Uani 1 1 d . . .
H24A H 0.2075 0.9261 0.2101 0.020 Uiso 1 1 calc R . .
H24B H 0.1460 0.8893 0.2844 0.020 Uiso 1 1 calc R . .
C32 C 0.0808(4) 0.6690(3) 0.26805(17) 0.0208(7) Uani 1 1 d . . .
H32A H 0.1723 0.5988 0.2781 0.025 Uiso 1 1 calc R . .
H32B H 0.0289 0.6216 0.2487 0.025 Uiso 1 1 calc R . .
C23 C 0.4770(4) 0.6402(4) 0.06162(18) 0.0235(7) Uani 1 1 d . . .
H23A H 0.5386 0.5875 0.0252 0.035 Uiso 1 1 calc R . .
H23B H 0.4723 0.5769 0.1014 0.035 Uiso 1 1 calc R . .
H23C H 0.5156 0.7093 0.0709 0.035 Uiso 1 1 calc R . .
C28 C -0.0261(4) 0.8926(3) 0.20006(18) 0.0194(7) Uani 1 1 d . . .
H28A H -0.0763 0.9373 0.2411 0.023 Uiso 1 1 calc R . .
H28B H -0.0014 0.9639 0.1681 0.023 Uiso 1 1 calc R . .
C22 C 0.3295(4) 0.7128(4) 0.04197(17) 0.0223(7) Uani 1 1 d . . .
H22A H 0.2921 0.6426 0.0317 0.027 Uiso 1 1 calc R . .
H22B H 0.3354 0.7750 0.0012 0.027 Uiso 1 1 calc R . .
C29 C -0.1264(4) 0.8438(4) 0.1711(2) 0.0240(7) Uani 1 1 d . . .
H29A H -0.1590 0.7790 0.2044 0.029 Uiso 1 1 calc R . .
H29B H -0.0753 0.7930 0.1318 0.029 Uiso 1 1 calc R . .
C25 C 0.3454(4) 0.7546(4) 0.2560(2) 0.0259(8) Uani 1 1 d . . .
H25A H 0.3382 0.6713 0.2844 0.031 Uiso 1 1 calc R . .
H25B H 0.4030 0.7237 0.2134 0.031 Uiso 1 1 calc R . .
C35 C -0.0427(5) 0.6777(5) 0.4572(2) 0.0397(10) Uani 1 1 d . . .
H35A H -0.0015 0.6176 0.4953 0.059 Uiso 1 1 calc R . .
H35B H -0.1351 0.6701 0.4547 0.059 Uiso 1 1 calc R . .
H35C H -0.0549 0.7740 0.4627 0.059 Uiso 1 1 calc R . .
C34 C 0.0562(4) 0.6330(5) 0.39339(19) 0.0334(9) Uani 1 1 d . . .
H34A H 0.1499 0.6397 0.3961 0.040 Uiso 1 1 calc R . .
H34B H 0.0699 0.5352 0.3882 0.040 Uiso 1 1 calc R . .
C26 C 0.4190(4) 0.8255(4) 0.2896(2) 0.0331(9) Uani 1 1 d . . .
H26A H 0.3593 0.8604 0.3311 0.040 Uiso 1 1 calc R . .
H26B H 0.4309 0.9059 0.2602 0.040 Uiso 1 1 calc R . .
C30 C -0.2540(4) 0.9646(4) 0.1510(2) 0.0321(9) Uani 1 1 d . . .
H30A H -0.2212 1.0308 0.1188 0.039 Uiso 1 1 calc R . .
H30B H -0.3067 1.0136 0.1906 0.039 Uiso 1 1 calc R . .
C27 C 0.5642(4) 0.7266(5) 0.3059(3) 0.0410(11) Uani 1 1 d . . .
H27A H 0.6093 0.7756 0.3276 0.061 Uiso 1 1 calc R . .
H27B H 0.6240 0.6931 0.2648 0.061 Uiso 1 1 calc R . .
H27C H 0.5525 0.6477 0.3356 0.061 Uiso 1 1 calc R . .
C31 C -0.3531(5) 0.9160(5) 0.1198(3) 0.0440(12) Uani 1 1 d . . .
H31A H -0.4343 0.9963 0.1075 0.066 Uiso 1 1 calc R . .
H31B H -0.3869 0.8515 0.1518 0.066 Uiso 1 1 calc R . .
H31C H -0.3017 0.8692 0.0800 0.066 Uiso 1 1 calc R . .
O5 O 0.0340(4) 0.5917(3) 0.03201(14) 0.0350(7) Uani 1 1 d D . .
O6 O 0.0148(5) 0.1267(4) 0.0164(2) 0.0556(11) Uani 1 1 d D . .
H61 H 0.073(6) 0.081(11) -0.006(3) 0.21(6) Uiso 1 1 d D . .
H62 H 0.045(5) 0.122(5) 0.0480(14) 0.028(12) Uiso 1 1 d D . .
H51 H -0.004(11) 0.665(4) 0.021(3) 0.22(6) Uiso 1 1 d D . .
H52 H 0.013(6) 0.577(5) 0.0677(11) 0.046(16) Uiso 1 1 d 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'
F F 0.0171 0.0103 '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
_geom_angle_publ_flag
C15 Pd1 C1 89.75(14) . . ?
C15 Pd1 N1 173.94(13) . . ?
C1 Pd1 N1 90.16(12) . . ?
C15 Pd1 N2 90.90(13) . . ?
C1 Pd1 N2 179.14(12) . . ?
N1 Pd1 N2 89.25(11) . . ?
C10 N1 C7 111.1(3) . . ?
C10 N1 Pd1 122.5(2) . . ?
C7 N1 Pd1 125.9(2) . . ?
C6 C1 C2 114.2(3) . . ?
C6 C1 Pd1 123.0(3) . . ?
C2 C1 Pd1 122.9(3) . . ?
C7 C8 C9 103.9(3) . . ?
F1 C2 C3 116.7(3) . . ?
F1 C2 C1 119.5(3) . . ?
C3 C2 C1 123.8(3) . . ?
F5 C6 C5 116.8(3) . . ?
F5 C6 C1 119.0(3) . . ?
C5 C6 C1 124.2(3) . . ?
F2 C3 C4 119.7(3) . . ?
F2 C3 C2 121.2(3) . . ?
C4 C3 C2 119.1(3) . . ?
O1 C10 N1 125.4(3) . . ?
O1 C10 C9 123.7(3) . . ?
N1 C10 C9 110.9(3) . . ?
O2 C7 N1 124.8(3) . . ?
O2 C7 C8 125.0(3) . . ?
N1 C7 C8 110.2(3) . . ?
C10 C9 C8 103.8(3) . . ?
F4 C5 C6 121.2(3) . . ?
F4 C5 C4 119.6(3) . . ?
C6 C5 C4 119.2(3) . . ?
C14 N2 C11 110.4(3) . . ?
C14 N2 Pd1 124.7(2) . . ?
C11 N2 Pd1 123.1(2) . . ?
O4 C14 N2 125.2(3) . . ?
O4 C14 C13 123.5(3) . . ?
N2 C14 C13 111.2(3) . . ?
O3 C11 N2 125.3(3) . . ?
O3 C11 C12 124.4(3) . . ?
N2 C11 C12 110.3(3) . . ?
C12 C13 C14 103.6(3) . . ?
C13 C12 C11 104.4(3) . . ?
C15 N3 C16 170.8(3) . . ?
N3 C15 Pd1 174.1(3) . . ?
F3 C4 C3 120.1(4) . . ?
F3 C4 C5 120.4(3) . . ?
C3 C4 C5 119.5(3) . . ?
N3 C16 C19 107.6(3) . . ?
N3 C16 C18 107.1(3) . . ?
C19 C16 C18 111.9(3) . . ?
N3 C16 C17 106.9(3) . . ?
C19 C16 C17 111.4(3) . . ?
C18 C16 C17 111.6(3) . . ?
C20 N4 C32 106.8(2) . . ?
C20 N4 C28 111.0(3) . . ?
C32 N4 C28 111.3(3) . . ?
C20 N4 C24 110.7(3) . . ?
C32 N4 C24 110.4(3) . . ?
C28 N4 C24 106.7(2) . . ?
C20 C21 C22 111.3(3) . . ?
C21 C20 N4 115.3(3) . . ?
C34 C33 C32 111.3(3) . . ?
C25 C24 N4 114.9(3) . . ?
N4 C32 C33 114.7(3) . . ?
C29 C28 N4 114.8(3) . . ?
C23 C22 C21 112.8(3) . . ?
C28 C29 C30 111.5(3) . . ?
C26 C25 C24 112.1(3) . . ?
C33 C34 C35 110.5(4) . . ?
C25 C26 C27 111.4(3) . . ?
C29 C30 C31 111.6(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C15 1.935(4) . ?
Pd1 C1 2.008(3) . ?
Pd1 N1 2.041(3) . ?
Pd1 N2 2.083(3) . ?
N1 C10 1.354(4) . ?
N1 C7 1.386(4) . ?
C1 C6 1.388(5) . ?
C1 C2 1.391(5) . ?
C8 C7 1.509(5) . ?
C8 C9 1.536(5) . ?
C2 F1 1.355(4) . ?
C2 C3 1.381(5) . ?
C6 F5 1.357(4) . ?
C6 C5 1.373(5) . ?
C3 F2 1.345(4) . ?
C3 C4 1.378(5) . ?
C10 O1 1.226(4) . ?
C10 C9 1.515(5) . ?
C7 O2 1.218(4) . ?
C5 F4 1.345(4) . ?
C5 C4 1.382(6) . ?
O4 C14 1.229(4) . ?
O3 C11 1.222(4) . ?
N2 C14 1.362(4) . ?
N2 C11 1.375(4) . ?
C14 C13 1.518(5) . ?
C11 C12 1.518(5) . ?
C13 C12 1.513(5) . ?
F3 C4 1.345(4) . ?
N3 C15 1.141(5) . ?
N3 C16 1.475(4) . ?
C16 C19 1.518(5) . ?
C16 C18 1.523(5) . ?
C16 C17 1.525(5) . ?
N4 C20 1.515(4) . ?
N4 C32 1.519(4) . ?
N4 C28 1.525(4) . ?
N4 C24 1.527(4) . ?
C21 C20 1.514(5) . ?
C21 C22 1.533(5) . ?
C33 C34 1.524(6) . ?
C33 C32 1.538(5) . ?
C24 C25 1.513(5) . ?
C23 C22 1.515(5) . ?
C28 C29 1.514(5) . ?
C29 C30 1.518(5) . ?
C25 C26 1.507(5) . ?
C35 C34 1.529(6) . ?
C26 C27 1.529(5) . ?
C30 C31 1.529(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H61 O6 0.75(2) 2.65(12) 2.919(7) 104(10) 2
O6 H62 O4 0.748(19) 2.06(2) 2.805(4) 174(5) 2_666
O5 H51 O6 0.74(2) 2.16(6) 2.840(5) 153(12) 2_565
O5 H52 O1 0.738(19) 2.05(2) 2.782(4) 172(6) 2_666
