#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:54:59 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178760 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/14/4101466.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_4101466
loop_
_publ_author_name
'Christmann, Ute'
'Pantazis, Dimitrios A'
'Benet-Buchholz, Jordi'
'McGrady, John E'
'Maseras, Feliu'
'Vilar, Ramón'
_publ_contact_author
;
    Dr. Benet-Buchholz, Jordi
    Institut Català d'Investigació Química (ICIQ)    
    X-ray Diffraction Unit
    Avgda. Paīsos Catalans 16
    E-43007 Tarragona, Spain
;
_publ_section_title
;
 Experimental and theoretical investigations of new dinuclear palladium
 complexes as precatalysts for the amination of aryl chlorides.
;
_journal_issue                   19
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6376
_journal_page_last               6390
_journal_paper_doi               10.1021/ja057825z
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C44 H58 Cl8 P2 Pd2'
_chemical_formula_weight         1145.24
_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                98.5790(10)
_cell_angle_beta                 96.1780(10)
_cell_angle_gamma                94.4450(10)
_cell_formula_units_Z            1
_cell_length_a                   9.3825(4)
_cell_length_b                   11.4433(4)
_cell_length_c                   11.5409(5)
_cell_measurement_reflns_used    5582
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      39.54
_cell_measurement_theta_min      2.75
_cell_volume                     1212.60(9)
_computing_cell_refinement       'Bruker-Nonius Apex v1.0-22 2002'
_computing_data_collection       'Bruker-Nonius Apex v1.0-22 2002'
_computing_data_reduction        'SAINT+ Version 7.06A Bruker-Nonius, 2004'
_computing_molecular_graphics    'Shelxtl Version 6.12 (Sheldrick, 2001)'
_computing_publication_material  'Shelxtl Version 6.12 (Sheldrick, 2001)'
_computing_structure_refinement  'Shelxtl Version 6.12 (Sheldrick, 2001)'
_computing_structure_solution    'Shelxtl Version 6.12 (Sheldrick, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 0.762
_diffrn_measured_fraction_theta_max 0.762
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25057
_diffrn_reflns_theta_full        39.72
_diffrn_reflns_theta_max         39.72
_diffrn_reflns_theta_min         3.26
_diffrn_source                   'rotating anode X-ray tube'
_diffrn_source_current           90
_diffrn_source_power             50
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_source_type              'Bruker-Nonius FR 591'
_exptl_absorpt_coefficient_mu    1.279
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5057
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 SADABS Version 2.1 2003 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.046
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         11256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0383P)²+0.2079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0739
_reflns_number_gt                10224
_reflns_number_total             11256
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja057825zsi20060213_113623.cif
_cod_data_source_block           uc240_0m
_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_sg_symbol_H-M      P-1
_cod_database_code               4101466
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
C1 C 0.43946(13) 0.86003(9) 0.71058(13) 0.0138(2) Uani 1 1 d .
Cl1 Cl 0.32779(3) 0.44714(2) 0.47961(3) 0.01590(6) Uani 1 1 d .
P1 P 0.29412(3) 0.74193(2) 0.66697(3) 0.01284(6) Uani 1 1 d .
Pd1 Pd 0.458641(9) 0.633299(6) 0.588327(9) 0.01219(3) Uani 1 1 d .
C2 C 0.54747(13) 0.79099(9) 0.67128(13) 0.0139(2) Uani 1 1 d .
C3 C 0.69110(14) 0.83933(10) 0.68773(14) 0.0168(2) Uani 1 1 d .
H3 H 0.7654 0.7933 0.6626 0.020 Uiso 1 1 calc R
C4 C 0.72205(15) 0.95767(10) 0.74227(14) 0.0188(3) Uani 1 1 d .
H4 H 0.8191 0.9920 0.7552 0.023 Uiso 1 1 calc R
C5 C 0.61279(15) 1.02647(10) 0.77811(14) 0.0181(3) Uani 1 1 d .
H5 H 0.6373 1.1071 0.8131 0.022 Uiso 1 1 calc R
C6 C 0.46854(14) 0.97979(9) 0.76382(13) 0.0146(2) Uani 1 1 d .
C7 C 0.35538(15) 1.05584(10) 0.80373(13) 0.0164(2) Uani 1 1 d .
C8 C 0.30246(18) 1.04477(12) 0.91099(15) 0.0230(3) Uani 1 1 d .
H8 H 0.3424 0.9918 0.9588 0.028 Uiso 1 1 calc R
C9 C 0.1923(2) 1.11023(15) 0.94843(18) 0.0325(4) Uani 1 1 d .
H9 H 0.1554 1.1005 1.0203 0.039 Uiso 1 1 calc R
C10 C 0.1368(2) 1.18952(15) 0.88017(18) 0.0321(4) Uani 1 1 d .
H10 H 0.0606 1.2337 0.9046 0.039 Uiso 1 1 calc R
C11 C 0.19238(19) 1.20466(12) 0.77590(17) 0.0265(3) Uani 1 1 d .
H11 H 0.1552 1.2610 0.7310 0.032 Uiso 1 1 calc R
C12 C 0.30173(16) 1.13884(10) 0.73568(14) 0.0191(3) Uani 1 1 d .
C13 C 0.3537(2) 1.15368(12) 0.61891(16) 0.0255(3) Uani 1 1 d .
H13A H 0.4591 1.1579 0.6271 0.038 Uiso 1 1 calc R
H13B H 0.3221 1.2270 0.5948 0.038 Uiso 1 1 calc R
H13C H 0.3136 1.0858 0.5591 0.038 Uiso 1 1 calc R
C14 C 0.15181(14) 0.77938(10) 0.55727(14) 0.0167(2) Uani 1 1 d .
C15 C 0.22934(17) 0.81351(12) 0.45426(16) 0.0227(3) Uani 1 1 d .
H15A H 0.1584 0.8322 0.3926 0.034 Uiso 1 1 calc R
H15B H 0.2804 0.7470 0.4217 0.034 Uiso 1 1 calc R
H15C H 0.2985 0.8831 0.4830 0.034 Uiso 1 1 calc R
C16 C 0.06864(15) 0.88366(11) 0.60437(16) 0.0224(3) Uani 1 1 d .
H16A H -0.0008 0.9006 0.5407 0.034 Uiso 1 1 calc R
H16B H 0.1364 0.9541 0.6333 0.034 Uiso 1 1 calc R
H16C H 0.0173 0.8627 0.6691 0.034 Uiso 1 1 calc R
C17 C 0.04604(16) 0.66833(11) 0.51213(17) 0.0242(3) Uani 1 1 d .
H17A H -0.0108 0.6512 0.5751 0.036 Uiso 1 1 calc R
H17B H 0.1000 0.6006 0.4884 0.036 Uiso 1 1 calc R
H17C H -0.0185 0.6825 0.4441 0.036 Uiso 1 1 calc R
C18 C 0.22762(15) 0.68646(11) 0.79865(14) 0.0193(3) Uani 1 1 d .
C19 C 0.10226(19) 0.75026(14) 0.84567(17) 0.0278(4) Uani 1 1 d .
H19A H 0.0820 0.7240 0.9198 0.042 Uiso 1 1 calc R
H19B H 0.0164 0.7313 0.7874 0.042 Uiso 1 1 calc R
H19C H 0.1285 0.8362 0.8598 0.042 Uiso 1 1 calc R
C20 C 0.1797(2) 0.55226(12) 0.76347(17) 0.0274(4) Uani 1 1 d .
H20A H 0.1523 0.5198 0.8327 0.041 Uiso 1 1 calc R
H20B H 0.2593 0.5113 0.7334 0.041 Uiso 1 1 calc R
H20C H 0.0970 0.5406 0.7020 0.041 Uiso 1 1 calc R
C21 C 0.35625(19) 0.70216(13) 0.89421(16) 0.0246(3) Uani 1 1 d .
H21A H 0.3837 0.7870 0.9215 0.037 Uiso 1 1 calc R
H21B H 0.4374 0.6654 0.8619 0.037 Uiso 1 1 calc R
H21C H 0.3303 0.6642 0.9607 0.037 Uiso 1 1 calc R
C1M C 0.2910(2) 0.53073(15) 0.19521(18) 0.0308(4) Uani 1 1 d .
H1M H 0.2868 0.5085 0.2754 0.037 Uiso 1 1 calc R
Cl1M Cl 0.15253(6) 0.62353(4) 0.16716(5) 0.03657(11) Uani 1 1 d .
Cl2M Cl 0.26355(6) 0.40063(4) 0.08982(7) 0.04751(15) Uani 1 1 d .
Cl3M Cl 0.46044(5) 0.60624(4) 0.19162(6) 0.04152(12) 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'
P P 0.1023 0.0942 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C6 122.54(11) . .
C2 C1 P1 95.07(8) . .
C6 C1 P1 142.39(9) . .
Pd1 Cl1 Pd1 94.537(11) 2_666 .
C1 P1 C14 112.69(6) . .
C1 P1 C18 111.63(7) . .
C14 P1 C18 115.27(6) . .
C1 P1 Pd1 86.29(4) . .
C14 P1 Pd1 114.43(4) . .
C18 P1 Pd1 113.16(4) . .
C2 Pd1 P1 68.69(3) . .
C2 Pd1 Cl1 99.02(3) . 2_666
P1 Pd1 Cl1 167.709(12) . 2_666
C2 Pd1 Cl1 174.48(4) . .
P1 Pd1 Cl1 106.792(11) . .
Cl1 Pd1 Cl1 85.463(11) 2_666 .
C3 C2 C1 120.14(11) . .
C3 C2 Pd1 130.19(8) . .
C1 C2 Pd1 109.57(9) . .
C2 C3 C4 117.98(11) . .
C3 C4 C5 121.27(12) . .
C6 C5 C4 121.82(11) . .
C5 C6 C1 116.21(10) . .
C5 C6 C7 120.20(11) . .
C1 C6 C7 123.60(11) . .
C8 C7 C12 119.64(12) . .
C8 C7 C6 119.33(12) . .
C12 C7 C6 121.03(12) . .
C9 C8 C7 120.94(15) . .
C10 C9 C8 119.46(15) . .
C9 C10 C11 120.08(14) . .
C10 C11 C12 121.51(15) . .
C11 C12 C7 118.29(13) . .
C11 C12 C13 119.72(14) . .
C7 C12 C13 121.92(12) . .
C17 C14 C16 109.74(11) . .
C17 C14 C15 109.16(13) . .
C16 C14 C15 108.52(11) . .
C17 C14 P1 108.86(9) . .
C16 C14 P1 114.28(11) . .
C15 C14 P1 106.12(9) . .
C21 C18 C19 110.14(13) . .
C21 C18 C20 108.46(13) . .
C19 C18 C20 109.23(12) . .
C21 C18 P1 106.57(9) . .
C19 C18 P1 114.27(10) . .
C20 C18 P1 107.99(10) . .
Cl3M C1M Cl2M 110.66(10) . .
Cl3M C1M Cl1M 110.28(9) . .
Cl2M C1M Cl1M 109.45(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.4047(15) .
C1 C6 1.4089(16) .
C1 P1 1.8174(12) .
Cl1 Pd1 2.4261(3) 2_666
Cl1 Pd1 2.4668(3) .
P1 C14 1.8590(16) .
P1 C18 1.8794(13) .
P1 Pd1 2.2392(3) .
Pd1 C2 1.9868(12) .
Pd1 Cl1 2.4261(3) 2_666
C2 C3 1.3986(17) .
C3 C4 1.3999(18) .
C4 C5 1.4004(18) .
C5 C6 1.3993(18) .
C6 C7 1.4919(16) .
C7 C8 1.402(2) .
C7 C12 1.408(2) .
C8 C9 1.392(2) .
C9 C10 1.383(3) .
C10 C11 1.391(3) .
C11 C12 1.3977(19) .
C12 C13 1.510(2) .
C14 C17 1.5385(19) .
C14 C16 1.5397(17) .
C14 C15 1.5413(19) .
C18 C21 1.525(3) .
C18 C19 1.5373(19) .
C18 C20 1.5470(19) .
C1M Cl3M 1.7571(18) .
C1M Cl2M 1.759(2) .
C1M Cl1M 1.7739(19) .
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
_geom_torsion_site_symmetry_4
C2 C1 P1 C14 -119.76(9) . .
C6 C1 P1 C14 60.63(19) . .
C2 C1 P1 C18 108.67(9) . .
C6 C1 P1 C18 -70.93(19) . .
C2 C1 P1 Pd1 -4.79(8) . .
C6 C1 P1 Pd1 175.60(18) . .
C1 P1 Pd1 C2 3.62(6) . .
C14 P1 Pd1 C2 116.89(6) . .
C18 P1 Pd1 C2 -108.34(7) . .
C1 P1 Pd1 Cl1 2.49(8) . 2_666
C14 P1 Pd1 Cl1 115.76(7) . 2_666
C18 P1 Pd1 Cl1 -109.47(8) . 2_666
C1 P1 Pd1 Cl1 -173.03(5) . .
C14 P1 Pd1 Cl1 -59.76(4) . .
C18 P1 Pd1 Cl1 75.01(6) . .
Pd1 Cl1 Pd1 C2 144.5(4) 2_666 .
Pd1 Cl1 Pd1 P1 179.045(12) 2_666 .
Pd1 Cl1 Pd1 Cl1 0.0 2_666 2_666
C6 C1 C2 C3 2.1(2) . .
P1 C1 C2 C3 -177.62(12) . .
C6 C1 C2 Pd1 -174.56(11) . .
P1 C1 C2 Pd1 5.73(10) . .
P1 Pd1 C2 C3 178.82(15) . .
Cl1 Pd1 C2 C3 -1.42(14) 2_666 .
Cl1 Pd1 C2 C3 -145.6(3) . .
P1 Pd1 C2 C1 -4.97(8) . .
Cl1 Pd1 C2 C1 174.79(9) 2_666 .
Cl1 Pd1 C2 C1 30.6(4) . .
C1 C2 C3 C4 -1.0(2) . .
Pd1 C2 C3 C4 174.91(11) . .
C2 C3 C4 C5 -0.8(2) . .
C3 C4 C5 C6 1.5(2) . .
C4 C5 C6 C1 -0.5(2) . .
C4 C5 C6 C7 179.69(14) . .
C2 C1 C6 C5 -1.3(2) . .
P1 C1 C6 C5 178.19(14) . .
C2 C1 C6 C7 178.50(13) . .
P1 C1 C6 C7 -2.0(3) . .
C5 C6 C7 C8 -101.14(16) . .
C1 C6 C7 C8 79.0(2) . .
C5 C6 C7 C12 78.5(2) . .
C1 C6 C7 C12 -101.36(16) . .
C12 C7 C8 C9 3.4(3) . .
C6 C7 C8 C9 -177.01(16) . .
C7 C8 C9 C10 -1.6(3) . .
C8 C9 C10 C11 -0.9(3) . .
C9 C10 C11 C12 1.8(3) . .
C10 C11 C12 C7 -0.1(3) . .
C10 C11 C12 C13 176.91(17) . .
C8 C7 C12 C11 -2.5(2) . .
C6 C7 C12 C11 177.91(14) . .
C8 C7 C12 C13 -179.36(15) . .
C6 C7 C12 C13 1.0(2) . .
C1 P1 C14 C17 171.67(9) . .
C18 P1 C14 C17 -58.60(11) . .
Pd1 P1 C14 C17 75.19(9) . .
C1 P1 C14 C16 -65.26(10) . .
C18 P1 C14 C16 64.47(10) . .
Pd1 P1 C14 C16 -161.73(7) . .
C1 P1 C14 C15 54.29(10) . .
C18 P1 C14 C15 -175.98(8) . .
Pd1 P1 C14 C15 -42.18(9) . .
C1 P1 C18 C21 -30.55(10) . .
C14 P1 C18 C21 -160.79(8) . .
Pd1 P1 C18 C21 64.83(9) . .
C1 P1 C18 C19 91.33(13) . .
C14 P1 C18 C19 -38.91(14) . .
Pd1 P1 C18 C19 -173.29(11) . .
C1 P1 C18 C20 -146.92(11) . .
C14 P1 C18 C20 82.84(12) . .
Pd1 P1 C18 C20 -51.53(12) . .
