#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:17:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178557 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/65/4066593.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_4066593
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            'C30 H38 N4 O4 Pd2'
_chemical_formula_weight         731.44
_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                100.191(2)
_cell_angle_beta                 97.345(2)
_cell_angle_gamma                107.542(2)
_cell_formula_units_Z            1
_cell_length_a                   7.3382(4)
_cell_length_b                   9.4824(6)
_cell_length_c                   11.2464(7)
_cell_measurement_reflns_used    7704
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.13
_cell_measurement_theta_min      2.62
_cell_volume                     720.59(8)
_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 0.990
_diffrn_measured_fraction_theta_max 0.908
_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  0.0130
_diffrn_reflns_av_sigmaI/netI    0.0148
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8237
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.16
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    1.290
_exptl_absorpt_correction_T_max  0.8502
_exptl_absorpt_correction_T_min  0.7140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             370
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.774
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    'Methyls rigid, others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0180
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0253P)²+0.3907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0481
_refine_ls_wR_factor_ref         0.0482
_reflns_number_gt                3189
_reflns_number_total             3211
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om1005403_si_002.cif
_cod_data_source_block           ajb34b2s
_cod_database_code               4066593
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 0.463513(15) 0.736085(11) 0.787738(9) 0.01059(5) Uani 1 1 d .
N1 N 0.5944(2) 0.58610(15) 0.72239(12) 0.0123(3) Uani 1 1 d .
N2 N 0.3241(2) 0.89755(15) 0.84690(13) 0.0131(3) Uani 1 1 d .
O1 O 0.27083(17) 0.57258(13) 0.86040(11) 0.0152(2) Uani 1 1 d .
O2 O 0.7140(2) 1.01276(14) 0.74251(13) 0.0233(3) Uani 1 1 d .
C1 C 0.6550(2) 0.87497(19) 0.71863(15) 0.0152(3) Uani 1 1 d .
C2 C 0.7284(2) 0.78424(18) 0.62462(15) 0.0146(3) Uani 1 1 d .
C3 C 0.6961(2) 0.63190(18) 0.62978(14) 0.0133(3) Uani 1 1 d .
C4 C 0.7527(2) 0.54132(19) 0.53935(15) 0.0168(3) Uani 1 1 d .
H4 H 0.7309 0.4373 0.5393 0.020 Uiso 1 1 calc R
C5 C 0.8410(2) 0.6036(2) 0.44966(15) 0.0193(3) Uani 1 1 d .
H5 H 0.8802 0.5412 0.3894 0.023 Uiso 1 1 calc R
C6 C 0.8733(2) 0.7548(2) 0.44587(16) 0.0203(3) Uani 1 1 d .
H6 H 0.9337 0.7954 0.3838 0.024 Uiso 1 1 calc R
C7 C 0.8160(2) 0.8452(2) 0.53383(16) 0.0180(3) Uani 1 1 d .
H7 H 0.8364 0.9486 0.5324 0.022 Uiso 1 1 calc R
C8 C 0.5883(2) 0.46297(18) 0.76587(15) 0.0138(3) Uani 1 1 d .
C9 C 0.4584(2) 0.40569(18) 0.84078(15) 0.0151(3) Uani 1 1 d .
H9 H 0.4769 0.3234 0.8723 0.018 Uiso 1 1 calc R
C10 C 0.3056(2) 0.45213(18) 0.87573(14) 0.0140(3) Uani 1 1 d .
C11 C 0.1641(2) 0.35056(19) 0.93617(16) 0.0175(3) Uani 1 1 d .
H11A H 0.1035 0.4112 0.9872 0.026 Uiso 1 1 calc R
H11B H 0.2338 0.3029 0.9879 0.026 Uiso 1 1 calc R
H11C H 0.0631 0.2716 0.8727 0.026 Uiso 1 1 calc R
C12 C 0.7282(3) 0.3767(2) 0.74166(17) 0.0211(3) Uani 1 1 d .
H12A H 0.6730 0.2983 0.6651 0.032 Uiso 1 1 calc R
H12B H 0.7495 0.3288 0.8102 0.032 Uiso 1 1 calc R
H12C H 0.8526 0.4472 0.7340 0.032 Uiso 1 1 calc R
C13 C 0.4587(2) 1.02695(17) 0.94607(14) 0.0139(3) Uani 1 1 d .
H13A H 0.3876 1.0956 0.9758 0.017 Uiso 1 1 calc R
H13B H 0.5673 1.0855 0.9117 0.017 Uiso 1 1 calc R
C14 C 0.1436(2) 0.82657(19) 0.89091(16) 0.0181(3) Uani 1 1 d .
H14A H 0.0846 0.9038 0.9177 0.027 Uiso 1 1 calc R
H14B H 0.1753 0.7828 0.9602 0.027 Uiso 1 1 calc R
H14C H 0.0516 0.7462 0.8239 0.027 Uiso 1 1 calc R
C15 C 0.2662(3) 0.9609(2) 0.74133(15) 0.0188(3) Uani 1 1 d .
H15A H 0.1824 0.8776 0.6732 0.028 Uiso 1 1 calc R
H15B H 0.3830 1.0168 0.7141 0.028 Uiso 1 1 calc R
H15C H 0.1951 1.0297 0.7673 0.028 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'
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_3
C1 Pd1 N1 83.18(6) .
C1 Pd1 O1 174.92(5) .
N1 Pd1 O1 91.87(5) .
C1 Pd1 N2 94.74(6) .
N1 Pd1 N2 176.81(5) .
O1 Pd1 N2 90.26(5) .
C8 N1 C3 125.22(14) .
C8 N1 Pd1 123.24(11) .
C3 N1 Pd1 111.51(10) .
C14 N2 C15 106.90(13) .
C14 N2 C13 109.53(13) .
C15 N2 C13 107.74(12) .
C14 N2 Pd1 111.80(10) .
C15 N2 Pd1 109.68(10) .
C13 N2 Pd1 111.02(10) .
C10 O1 Pd1 121.14(10) .
O2 C1 C2 121.44(15) .
O2 C1 Pd1 129.34(13) .
C2 C1 Pd1 109.22(11) .
C7 C2 C3 121.69(15) .
C7 C2 C1 122.09(15) .
C3 C2 C1 116.15(14) .
C4 C3 C2 117.81(15) .
C4 C3 N1 127.66(15) .
C2 C3 N1 114.33(14) .
C5 C4 C3 119.98(16) .
C6 C5 C4 121.69(16) .
C7 C6 C5 118.97(16) .
C6 C7 C2 119.85(16) .
N1 C8 C9 123.41(15) .
N1 C8 C12 122.13(14) .
C9 C8 C12 114.42(14) .
C10 C9 C8 129.39(15) .
O1 C10 C9 126.50(15) .
O1 C10 C11 115.72(14) .
C9 C10 C11 117.77(14) .
N2 C13 C13 111.97(16) 2_677
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.9594(17) .
Pd1 N1 2.0296(13) .
Pd1 O1 2.1197(12) .
Pd1 N2 2.1428(14) .
N1 C8 1.334(2) .
N1 C3 1.412(2) .
N2 C14 1.483(2) .
N2 C15 1.492(2) .
N2 C13 1.493(2) .
O1 C10 1.278(2) .
O2 C1 1.213(2) .
C1 C2 1.500(2) .
C2 C7 1.394(2) .
C2 C3 1.405(2) .
C3 C4 1.400(2) .
C4 C5 1.390(2) .
C5 C6 1.390(3) .
C6 C7 1.383(3) .
C8 C9 1.403(2) .
C8 C12 1.515(2) .
C9 C10 1.398(2) .
C10 C11 1.509(2) .
C13 C13 1.523(3) 2_677
