#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:17:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178557 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/65/4066594.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_4066594
loop_
_publ_author_name
'Vicente, José'
'Chicote, María Teresa'
'Martínez-Martínez, Antonio Jesús'
'Abellán-López, Antonio'
'Bautista, Delia'
_publ_section_title
;
 Reactivity ofortho-β-Enaminone-phenyl Palladium Complexes. Insertion of
 CO into the Pd−C Bond to Give the First Acyl C,N,O-Pincer
 Complexes. Sequential Insertion of Dimethylacetylenedicarboxylate into
 the Enaminone C−H Bond and of Isocyanide into the Pd−C
 Bond. A New Photooxigenation/Cyclization Process†
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5693
_journal_paper_doi               10.1021/om1005403
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C24 H22 N2 O4 Pd2'
_chemical_formula_weight         615.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F -2d 2'
_symmetry_space_group_name_H-M   'F 2 d d'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.4757(8)
_cell_length_b                   16.1086(12)
_cell_length_c                   24.6965(19)
_cell_measurement_reflns_used    6383
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.43
_cell_measurement_theta_min      2.46
_cell_volume                     4167.5(5)
_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 0.998
_diffrn_measured_fraction_theta_max 0.942
_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  0.0127
_diffrn_reflns_av_sigmaI/netI    0.0161
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            6504
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.43
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    1.762
_exptl_absorpt_correction_T_max  0.7905
_exptl_absorpt_correction_T_min  0.6872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.961
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    'Rigid methyls, others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2184
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0158
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0202P)²+8.6282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0412
_refine_ls_wR_factor_ref         0.0412
_reflns_number_gt                2184
_reflns_number_total             2184
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om1005403_si_002.cif
_cod_data_source_block           ajc5s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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_database_code               4066594
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/4, y+1/4, -z+1/4'
'x, -y, -z'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'x+1/4, y+3/4, -z+3/4'
'x, -y+1/2, -z+1/2'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'x+3/4, y+1/4, -z+3/4'
'x+1/2, -y, -z+1/2'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'x+3/4, y+3/4, -z+1/4'
'x+1/2, -y+1/2, -z'
'x+3/4, -y+3/4, z+1/4'
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 0.87526(3) 0.431045(9) 0.563804(6) 0.01314(5) Uani 1 1 d .
N1 N 0.8699(3) 0.45233(11) 0.64395(7) 0.0141(3) Uani 1 1 d .
O1 O 0.90378(17) 0.30371(10) 0.57133(7) 0.0173(4) Uani 1 1 d .
O2 O 0.8693(2) 0.40542(9) 0.48239(6) 0.0171(3) Uani 1 1 d .
C1 C 0.8633(4) 0.54989(14) 0.55839(8) 0.0152(5) Uani 1 1 d .
C2 C 0.8392(2) 0.58951(15) 0.61147(9) 0.0147(5) Uani 1 1 d .
C3 C 0.8358(2) 0.53516(14) 0.65602(9) 0.0153(5) Uani 1 1 d .
C4 C 0.7911(3) 0.56721(15) 0.70574(10) 0.0199(5) Uani 1 1 d .
H4 H 0.7785 0.5313 0.7358 0.024 Uiso 1 1 calc R
C5 C 0.7657(3) 0.65082(16) 0.71040(10) 0.0227(5) Uani 1 1 d .
H5 H 0.7378 0.6719 0.7443 0.027 Uiso 1 1 calc R
C6 C 0.7797(3) 0.70593(16) 0.66670(10) 0.0211(5) Uani 1 1 d .
H6 H 0.7658 0.7638 0.6713 0.025 Uiso 1 1 calc R
C7 C 0.8142(3) 0.67378(16) 0.61678(12) 0.0175(5) Uani 1 1 d .
H7 H 0.8207 0.7093 0.5862 0.021 Uiso 1 1 calc R
C8 C 0.9066(2) 0.39576(15) 0.68015(9) 0.0157(5) Uani 1 1 d .
C9 C 0.9305(3) 0.31196(14) 0.66705(10) 0.0168(5) Uani 1 1 d .
H9 H 0.9520 0.2777 0.6970 0.020 Uiso 1 1 calc R
C10 C 0.9277(2) 0.27130(14) 0.61727(9) 0.0159(4) Uani 1 1 d .
C11 C 0.9606(3) 0.17983(14) 0.61604(12) 0.0214(6) Uani 1 1 d .
H11A H 0.8938 0.1494 0.5966 0.032 Uiso 1 1 calc R
H11B H 0.9668 0.1588 0.6532 0.032 Uiso 1 1 calc R
H11C H 1.0426 0.1721 0.5976 0.032 Uiso 1 1 calc R
C12 C 0.9330(3) 0.41845(15) 0.73889(10) 0.0197(5) Uani 1 1 d .
H12A H 0.9667 0.4751 0.7407 0.030 Uiso 1 1 calc R
H12B H 0.9957 0.3797 0.7541 0.030 Uiso 1 1 calc R
H12C H 0.8535 0.4151 0.7597 0.030 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pd1 0.01919(9) 0.01191(7) 0.00831(7) 0.00021(5) 0.00045(7) -0.00052(7)
N1 0.0177(9) 0.0147(8) 0.0099(7) -0.0007(6) -0.0004(9) -0.0007(11)
O1 0.0239(13) 0.0140(7) 0.0141(8) 0.0017(6) -0.0001(7) -0.0008(7)
O2 0.0279(9) 0.0135(7) 0.0101(6) -0.0002(5) 0.0018(9) 0.0018(9)
C1 0.0185(14) 0.0156(9) 0.0114(9) 0.0000(7) 0.0004(10) -0.0009(12)
C2 0.0169(13) 0.0172(10) 0.0098(10) -0.0002(8) 0.0014(8) -0.0019(8)
C3 0.0173(12) 0.0159(10) 0.0127(10) -0.0015(8) -0.0020(8) -0.0012(8)
C4 0.0261(14) 0.0206(11) 0.0131(11) -0.0002(9) 0.0009(10) -0.0007(9)
C5 0.0325(15) 0.0225(12) 0.0130(11) -0.0049(9) 0.0022(10) 0.0011(11)
C6 0.0307(15) 0.0162(11) 0.0165(11) -0.0032(9) -0.0001(10) -0.0010(10)
C7 0.0203(14) 0.0174(12) 0.0148(13) -0.0009(9) 0.0004(10) 0.0005(9)
C8 0.0172(13) 0.0181(11) 0.0119(10) 0.0014(8) 0.0011(8) -0.0026(9)
C9 0.0228(13) 0.0151(10) 0.0124(11) 0.0041(8) 0.0000(9) -0.0010(9)
C10 0.0177(12) 0.0135(10) 0.0164(11) 0.0018(8) 0.0010(9) -0.0021(9)
C11 0.0302(16) 0.0128(12) 0.0210(14) 0.0001(9) 0.0002(11) -0.0001(9)
C12 0.0285(15) 0.0187(11) 0.0118(11) 0.0026(9) -0.0021(10) 0.0010(10)
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'
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
C1 Pd1 N1 84.07(8) .
C1 Pd1 O2 97.47(7) .
N1 Pd1 O2 176.21(11) .
C1 Pd1 O1 175.34(13) .
N1 Pd1 O1 94.83(7) .
O2 Pd1 O1 83.90(6) .
C8 N1 C3 125.21(18) .
C8 N1 Pd1 122.40(15) .
C3 N1 Pd1 112.10(14) .
C10 O1 Pd1 120.77(15) .
C1 O2 Pd1 132.87(14) 3_566
O2 C1 C2 118.6(2) 3_566
O2 C1 Pd1 129.14(17) 3_566
C2 C1 Pd1 112.27(15) .
C7 C2 C3 122.0(2) .
C7 C2 C1 122.5(2) .
C3 C2 C1 115.4(2) .
C2 C3 C4 117.5(2) .
C2 C3 N1 114.6(2) .
C4 C3 N1 127.8(2) .
C5 C4 C3 119.6(2) .
C4 C5 C6 122.2(2) .
C7 C6 C5 118.3(2) .
C6 C7 C2 119.9(3) .
N1 C8 C9 123.5(2) .
N1 C8 C12 121.8(2) .
C9 C8 C12 114.6(2) .
C10 C9 C8 130.4(2) .
O1 C10 C9 126.7(2) .
O1 C10 C11 115.2(2) .
C9 C10 C11 118.1(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.923(2) .
Pd1 N1 2.0095(17) .
Pd1 O2 2.0535(14) .
Pd1 O1 2.0812(17) .
N1 C8 1.333(3) .
N1 C3 1.413(3) .
O1 C10 1.274(3) .
O2 C1 1.240(3) 3_566
C1 O2 1.240(3) 3_566
C1 C2 1.480(3) .
C2 C7 1.389(4) .
C2 C3 1.406(3) .
C3 C4 1.412(3) .
C4 C5 1.378(4) .
C5 C6 1.405(4) .
C6 C7 1.385(4) .
C8 C9 1.411(3) .
C8 C12 1.521(3) .
C9 C10 1.393(3) .
C10 C11 1.514(3) .
