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#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/78/4327865.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_4327865
loop_
_publ_author_name
'Lisa Brückmann'
'Wieland Tyrra'
'Stefan Stucky'
'Sanjay Mathur'
_publ_section_title
;
 Novel Air-Stable and Volatile Bis(pyridylalkenolato)palladium(II) and
 -platinum(II) Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              536
_journal_page_last               542
_journal_paper_doi               10.1021/ic201996r
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C20 H10 F14 N2 O2 Pd'
_chemical_formula_sum            'C20 H10 F14 N2 O2 Pd'
_chemical_formula_weight         682.70
_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                 116.47(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.295(3)
_cell_length_b                   5.7769(6)
_cell_length_c                   14.940(3)
_cell_measurement_reflns_used    10712
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.20
_cell_measurement_theta_min      0.920
_cell_volume                     1104.4(4)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Stoe IPDS I'
_diffrn_measurement_method       'φ 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  0.1290
_diffrn_reflns_av_sigmaI/netI    0.1488
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10141
_diffrn_reflns_theta_full        28.20
_diffrn_reflns_theta_max         28.20
_diffrn_reflns_theta_min         2.74
_exptl_absorpt_coefficient_mu    0.982
_exptl_absorpt_correction_T_max  0.9515
_exptl_absorpt_correction_T_min  0.7710
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
The absorption correction (X-RED; Stoe & Cie, 2001)
was performed after optimizing the crystal shape
using X-SHAPE (Stoe & Cie, 1999).
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.053
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.073
_refine_diff_density_min         -1.551
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.814
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.814
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0472
_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)+(0.0539P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1203
_reflns_number_gt                1177
_reflns_number_total             2504
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic201996r_si_002_5.cif
_cod_data_source_block           C20H10F14N2O2Pd
_cod_original_cell_volume        1104.4(3)
_cod_database_code               4327865
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 0.0000 0.5000 0.0000 0.0307(2) Uani 1 2 d S
F1 F 0.3208(3) 0.2557(10) 0.1843(3) 0.0731(15) Uani 1 1 d .
F2 F 0.3085(3) -0.0640(8) 0.1074(4) 0.0666(16) Uani 1 1 d .
F3 F 0.3462(4) 0.4789(13) 0.0332(6) 0.124(3) Uani 1 1 d .
F4 F 0.3362(3) 0.1594(13) -0.0375(4) 0.099(2) Uani 1 1 d .
O1 O 0.1484(3) 0.4195(8) 0.0420(3) 0.0450(13) Uani 1 1 d .
N1 N -0.0490(3) 0.2666(10) -0.1131(4) 0.0352(13) Uani 1 1 d .
C1 C -0.1439(5) 0.2890(14) -0.1903(5) 0.0431(17) Uani 1 1 d .
H1 H -0.1824 0.4203 -0.1923 0.052 Uiso 1 1 calc R
C2 C -0.1880(5) 0.1329(15) -0.2661(5) 0.0502(19) Uani 1 1 d .
H2 H -0.2541 0.1589 -0.3181 0.060 Uiso 1 1 calc R
C3 C -0.1326(5) -0.0651(12) -0.2643(5) 0.047(2) Uani 1 1 d .
H3 H -0.1616 -0.1781 -0.3134 0.057 Uiso 1 1 calc R
C4 C -0.0333(5) -0.0901(12) -0.1878(5) 0.0436(18) Uani 1 1 d .
H4 H 0.0058 -0.2200 -0.1864 0.052 Uiso 1 1 calc R
C5 C 0.0102(5) 0.0773(10) -0.1118(5) 0.0328(16) Uani 1 1 d .
C6 C 0.1163(5) 0.0533(11) -0.0376(5) 0.0371(19) Uani 1 1 d .
H6 H 0.1476 -0.0894 -0.0347 0.044 Uiso 1 1 calc R
C7 C 0.1755(4) 0.2133(12) 0.0281(5) 0.0363(15) Uani 1 1 d .
C8 C 0.2897(5) 0.1653(14) 0.0929(5) 0.0423(19) Uani 1 1 d .
C9 C 0.3636(5) 0.2565(16) 0.0516(6) 0.053(2) Uani 1 1 d .
C10 C 0.4775(6) 0.225(2) 0.1114(7) 0.072(3) Uani 1 1 d .
F5 F 0.5021(4) 0.0081(17) 0.1241(5) 0.133(3) Uani 1 1 d .
F6 F 0.5306(4) 0.2987(14) 0.0652(5) 0.127(3) Uani 1 1 d .
F7 F 0.5154(5) 0.296(2) 0.1994(6) 0.197(5) 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'
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
O1 Pd1 O1 180.0(3) . 3_565
O1 Pd1 N1 88.19(18) . 3_565
O1 Pd1 N1 91.81(18) 3_565 3_565
O1 Pd1 N1 91.81(18) . .
O1 Pd1 N1 88.19(18) 3_565 .
N1 Pd1 N1 180.0(2) 3_565 .
C7 O1 Pd1 121.3(4) . .
C1 N1 C5 118.0(6) . .
C1 N1 Pd1 119.7(5) . .
C5 N1 Pd1 122.3(4) . .
N1 C1 C2 124.6(7) . .
N1 C1 H1 117.7 . .
C2 C1 H1 117.7 . .
C1 C2 C3 118.8(7) . .
C1 C2 H2 120.6 . .
C3 C2 H2 120.6 . .
C4 C3 C2 118.1(6) . .
C4 C3 H3 120.9 . .
C2 C3 H3 120.9 . .
C3 C4 C5 121.3(6) . .
C3 C4 H4 119.4 . .
C5 C4 H4 119.4 . .
N1 C5 C4 119.0(6) . .
N1 C5 C6 121.4(5) . .
C4 C5 C6 119.5(6) . .
C7 C6 C5 127.3(6) . .
C7 C6 H6 116.4 . .
C5 C6 H6 116.4 . .
O1 C7 C6 127.9(6) . .
O1 C7 C8 112.4(6) . .
C6 C7 C8 119.6(6) . .
F1 C8 F2 105.5(6) . .
F1 C8 C7 110.8(6) . .
F2 C8 C7 111.4(6) . .
F1 C8 C9 107.6(6) . .
F2 C8 C9 106.1(6) . .
C7 C8 C9 114.9(6) . .
F3 C9 F4 105.0(8) . .
F3 C9 C10 107.4(8) . .
F4 C9 C10 107.9(6) . .
F3 C9 C8 108.6(6) . .
F4 C9 C8 108.0(7) . .
C10 C9 C8 119.0(7) . .
F5 C10 F6 102.0(8) . .
F5 C10 F7 101.6(10) . .
F6 C10 F7 111.7(9) . .
F5 C10 C9 111.1(8) . .
F6 C10 C9 112.6(8) . .
F7 C10 C9 116.3(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 O1 1.980(4) .
Pd1 O1 1.980(4) 3_565
Pd1 N1 2.027(5) 3_565
Pd1 N1 2.027(5) .
F1 C8 1.339(8) .
F2 C8 1.350(9) .
F3 C9 1.314(10) .
F4 C9 1.333(9) .
O1 C7 1.298(8) .
N1 C1 1.338(7) .
N1 C5 1.378(8) .
C1 C2 1.363(10) .
C1 H1 0.9300 .
C2 C3 1.385(10) .
C2 H2 0.9300 .
C3 C4 1.377(9) .
C3 H3 0.9300 .
C4 C5 1.408(8) .
C4 H4 0.9300 .
C5 C6 1.431(8) .
C6 C7 1.339(9) .
C6 H6 0.9300 .
C7 C8 1.507(9) .
C8 C9 1.534(10) .
C9 C10 1.478(10) .
C10 F5 1.295(13) .
C10 F6 1.305(10) .
C10 F7 1.246(10) .
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
O1 Pd1 O1 C7 94(52) 3_565
N1 Pd1 O1 C7 150.5(5) 3_565
N1 Pd1 O1 C7 -29.5(5) .
O1 Pd1 N1 C1 -159.0(5) .
O1 Pd1 N1 C1 21.0(5) 3_565
N1 Pd1 N1 C1 32(100) 3_565
O1 Pd1 N1 C5 23.9(5) .
O1 Pd1 N1 C5 -156.1(5) 3_565
N1 Pd1 N1 C5 -145(100) 3_565
C5 N1 C1 C2 2.7(10) .
Pd1 N1 C1 C2 -174.6(5) .
N1 C1 C2 C3 0.6(11) .
C1 C2 C3 C4 -2.7(10) .
C2 C3 C4 C5 1.6(10) .
C1 N1 C5 C4 -3.7(8) .
Pd1 N1 C5 C4 173.5(4) .
C1 N1 C5 C6 173.4(6) .
Pd1 N1 C5 C6 -9.4(8) .
C3 C4 C5 N1 1.6(9) .
C3 C4 C5 C6 -175.5(6) .
N1 C5 C6 C7 -10.1(10) .
C4 C5 C6 C7 167.0(6) .
Pd1 O1 C7 C6 21.7(9) .
Pd1 O1 C7 C8 -161.5(4) .
C5 C6 C7 O1 3.6(11) .
C5 C6 C7 C8 -173.0(6) .
O1 C7 C8 F1 39.2(8) .
C6 C7 C8 F1 -143.7(6) .
O1 C7 C8 F2 156.3(6) .
C6 C7 C8 F2 -26.5(9) .
O1 C7 C8 C9 -83.0(8) .
C6 C7 C8 C9 94.2(8) .
F1 C8 C9 F3 -69.3(8) .
F2 C8 C9 F3 178.1(7) .
C7 C8 C9 F3 54.6(9) .
F1 C8 C9 F4 177.3(6) .
F2 C8 C9 F4 64.7(8) .
C7 C8 C9 F4 -58.8(9) .
F1 C8 C9 C10 53.9(10) .
F2 C8 C9 C10 -58.6(10) .
C7 C8 C9 C10 177.8(8) .
F3 C9 C10 F5 -173.5(8) .
F4 C9 C10 F5 -60.8(10) .
C8 C9 C10 F5 62.6(11) .
F3 C9 C10 F6 -59.8(11) .
F4 C9 C10 F6 52.9(12) .
C8 C9 C10 F6 176.3(9) .
F3 C9 C10 F7 70.9(13) .
F4 C9 C10 F7 -176.3(10) .
C8 C9 C10 F7 -52.9(15) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139136790
