#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:06:34 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178549 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/56/4065697.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_4065697
loop_
_publ_author_name
'Vicente, José'
'Arcas, Aurelia'
'Juliá-Hernández, Francisco'
'Bautista, Delia'
'Jones, Peter G.'
_publ_section_title
;
 Organometallic Complexes of Palladium(II) Derived from
 2,6-Diacetylpyridine Dimethylketal
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3066
_journal_paper_doi               10.1021/om100079x
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C20 H23 Cl N2 O3 Pd'
_chemical_formula_weight         481.25
_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     patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                66.547(2)
_cell_angle_beta                 85.846(2)
_cell_angle_gamma                84.091(2)
_cell_formula_units_Z            2
_cell_length_a                   9.5126(8)
_cell_length_b                   9.9473(8)
_cell_length_c                   11.0615(8)
_cell_measurement_reflns_used    8806
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.35
_cell_volume                     954.55(13)
_computing_cell_refinement       'Bruker SAINT'
_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      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω-scan
_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  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10968
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.19
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    1.135
_exptl_absorpt_correction_T_max  0.8949
_exptl_absorpt_correction_T_min  0.7613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.236
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    'NH free, rigid methyls others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4257
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0215
_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)+(0.0258P)²+0.8908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0538
_reflns_number_gt                4141
_reflns_number_total             4257
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100079x_si_002.cif
_cod_data_source_block           fjd351s
_cod_database_code               4065697
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
Pd1 Pd 0.880217(13) 0.757334(13) 0.734714(12) 0.01123(5) Uani 1 1 d .
O1 O 0.98762(13) 0.55863(13) 0.72513(13) 0.0146(2) Uani 1 1 d .
Cl1 Cl 0.65868(4) 0.67154(5) 0.77434(5) 0.01913(10) Uani 1 1 d .
N1 N 1.07940(16) 0.81948(16) 0.68272(14) 0.0127(3) Uani 1 1 d .
C1 C 0.81494(18) 0.93814(19) 0.75786(17) 0.0135(3) Uani 1 1 d .
N2 N 0.70104(17) 0.93440(17) 0.83925(16) 0.0159(3) Uani 1 1 d .
H02 H 0.656(3) 0.862(3) 0.866(2) 0.022(6) Uiso 1 1 d .
C2 C 0.88236(19) 1.0659(2) 0.69813(18) 0.0155(3) Uani 1 1 d .
H2 H 0.8336 1.1511 0.7047 0.019 Uiso 1 1 calc R
C3 C 1.01464(19) 1.08719(19) 0.62812(17) 0.0145(3) Uani 1 1 d .
O2 O 1.05868(14) 1.21095(14) 0.56971(13) 0.0195(3) Uani 1 1 d .
C4 C 1.11721(18) 0.95883(19) 0.63156(17) 0.0132(3) Uani 1 1 d .
C5 C 1.25546(19) 0.9899(2) 0.58710(17) 0.0156(3) Uani 1 1 d .
H5 H 1.2796 1.0889 0.5475 0.019 Uiso 1 1 calc R
C6 C 1.35774(19) 0.8754(2) 0.60098(18) 0.0167(4) Uani 1 1 d .
H6 H 1.4537 0.8945 0.5759 0.020 Uiso 1 1 calc R
C7 C 1.31781(19) 0.7330(2) 0.65192(18) 0.0164(3) Uani 1 1 d .
H7 H 1.3859 0.6528 0.6616 0.020 Uiso 1 1 calc R
C8 C 1.17764(19) 0.70890(19) 0.68848(18) 0.0149(3) Uani 1 1 d .
C9 C 1.13580(19) 0.5501(2) 0.75009(19) 0.0177(4) Uani 1 1 d .
C10 C 1.2013(2) 0.5068(2) 0.55537(19) 0.0208(4) Uani 1 1 d .
H10A H 1.1208 0.5804 0.5257 0.031 Uiso 1 1 calc R
H10B H 1.1859 0.4214 0.5363 0.031 Uiso 1 1 calc R
H10C H 1.2880 0.5493 0.5090 0.031 Uiso 1 1 calc R
O3 O 1.21482(14) 0.46136(14) 0.69549(13) 0.0191(3) Uani 1 1 d .
C11 C 1.1653(2) 0.4843(2) 0.89822(19) 0.0210(4) Uani 1 1 d .
H11A H 1.1363 0.3836 0.9383 0.032 Uiso 1 1 calc R
H11B H 1.1118 0.5442 0.9406 0.032 Uiso 1 1 calc R
H11C H 1.2666 0.4831 0.9100 0.032 Uiso 1 1 calc R
C12 C 0.9263(2) 0.4184(2) 0.7685(2) 0.0183(4) Uani 1 1 d .
H12A H 0.9827 0.3550 0.7312 0.027 Uiso 1 1 calc R
H12B H 0.8292 0.4346 0.7385 0.027 Uiso 1 1 calc R
H12C H 0.9257 0.3710 0.8650 0.027 Uiso 1 1 calc R
C21 C 0.66054(19) 1.0494(2) 0.88631(18) 0.0154(3) Uani 1 1 d .
C22 C 0.7255(2) 1.0451(2) 0.99701(18) 0.0178(4) Uani 1 1 d .
C23 C 0.6885(2) 1.1590(2) 1.03949(19) 0.0207(4) Uani 1 1 d .
H23 H 0.7309 1.1579 1.1150 0.025 Uiso 1 1 calc R
C24 C 0.5907(2) 1.2737(2) 0.9731(2) 0.0219(4) Uani 1 1 d .
H24 H 0.5673 1.3511 1.0026 0.026 Uiso 1 1 calc R
C25 C 0.5270(2) 1.2753(2) 0.8638(2) 0.0201(4) Uani 1 1 d .
H25 H 0.4594 1.3538 0.8192 0.024 Uiso 1 1 calc R
C26 C 0.56075(19) 1.1634(2) 0.81840(19) 0.0179(4) Uani 1 1 d .
C27 C 0.4923(2) 1.1663(2) 0.6988(2) 0.0250(4) Uani 1 1 d .
H27A H 0.4235 1.2520 0.6664 0.038 Uiso 1 1 calc R
H27B H 0.4440 1.0763 0.7225 0.038 Uiso 1 1 calc R
H27C H 0.5649 1.1723 0.6297 0.038 Uiso 1 1 calc R
C28 C 0.8302(2) 0.9190(2) 1.0708(2) 0.0244(4) Uani 1 1 d .
H28A H 0.7804 0.8300 1.1172 0.037 Uiso 1 1 calc R
H28B H 0.8773 0.9429 1.1347 0.037 Uiso 1 1 calc R
H28C H 0.9008 0.9021 1.0082 0.037 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'
Cl Cl 0.1484 0.1585 '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
C1 Pd1 N1 92.73(7)
C1 Pd1 O1 169.55(6)
N1 Pd1 O1 79.19(5)
C1 Pd1 Cl1 93.60(5)
N1 Pd1 Cl1 172.35(4)
O1 Pd1 Cl1 94.99(3)
C9 O1 C12 115.42(13)
C9 O1 Pd1 110.19(10)
C12 O1 Pd1 124.96(11)
C4 N1 C8 119.05(15)
C4 N1 Pd1 126.05(12)
C8 N1 Pd1 114.51(12)
N2 C1 C2 119.68(16)
N2 C1 Pd1 117.55(13)
C2 C1 Pd1 122.75(13)
C1 N2 C21 122.71(15)
C1 C2 C3 128.73(16)
O2 C3 C2 122.29(16)
O2 C3 C4 115.73(16)
C2 C3 C4 121.71(16)
N1 C4 C5 121.16(16)
N1 C4 C3 121.87(16)
C5 C4 C3 116.84(16)
C6 C5 C4 119.53(17)
C7 C6 C5 118.90(17)
C8 C7 C6 119.11(17)
N1 C8 C7 122.03(16)
N1 C8 C9 119.09(15)
C7 C8 C9 118.60(16)
O3 C9 O1 110.74(15)
O3 C9 C8 111.82(15)
O1 C9 C8 105.70(14)
O3 C9 C11 106.82(15)
O1 C9 C11 112.56(15)
C8 C9 C11 109.28(15)
C9 O3 C10 114.91(14)
C22 C21 C26 121.88(17)
C22 C21 N2 118.60(16)
C26 C21 N2 119.50(16)
C23 C22 C21 118.14(17)
C23 C22 C28 120.90(18)
C21 C22 C28 120.94(17)
C24 C23 C22 120.97(18)
C25 C24 C23 119.93(18)
C24 C25 C26 120.89(18)
C25 C26 C21 118.19(17)
C25 C26 C27 120.76(17)
C21 C26 C27 121.05(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C1 1.9492(17)
Pd1 N1 2.0257(15)
Pd1 O1 2.1673(12)
Pd1 Cl1 2.3022(5)
O1 C9 1.443(2)
O1 C12 1.452(2)
N1 C4 1.349(2)
N1 C8 1.352(2)
C1 N2 1.351(2)
C1 C2 1.379(2)
N2 C21 1.443(2)
C2 C3 1.418(3)
C3 O2 1.242(2)
C3 C4 1.515(2)
C4 C5 1.391(3)
C5 C6 1.386(3)
C6 C7 1.384(3)
C7 C8 1.382(2)
C8 C9 1.534(2)
C9 O3 1.389(2)
C9 C11 1.538(3)
C10 O3 1.443(2)
C21 C22 1.395(3)
C21 C26 1.398(3)
C22 C23 1.394(3)
C22 C28 1.509(3)
C23 C24 1.385(3)
C24 C25 1.385(3)
C25 C26 1.394(3)
C26 C27 1.505(3)
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
N2 H02 Cl1 0.82(3) 2.48(2) 3.0444(16) 128(2) .
C10 H10A O2 0.98 2.47 3.448(2) 172.1 2_776
C10 H10B O2 0.98 2.41 3.308(2) 151.6 1_545
