#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:42:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178578 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/88/4068819.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_4068819
loop_
_publ_author_name
'Gu, Xingxing'
'Wang, Feijun'
'Qi, Ming-hui'
'Shao, Li-xiong'
'Shi, Min'
_publ_section_title
;
 Synthesis of Novel Dimeric Allylpalladium(II) Complexes from
 PdCl2-Promoted Ring-Opening Reactions of Vinylidenecyclopropanes
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1569
_journal_paper_doi               10.1021/om801117g
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C50 H40 Br2 Cl2 Pd2'
_chemical_formula_weight         1084.34
_chemical_name_systematic
; 
 ? 
;
_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                 99.013(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.4519(12)
_cell_length_b                   7.9145(6)
_cell_length_c                   18.5937(15)
_cell_measurement_reflns_used    1528
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      38.796
_cell_measurement_theta_min      4.806
_cell_volume                     2245.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.1037
_diffrn_reflns_av_sigmaI/netI    0.1310
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12281
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    2.732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83915
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.311
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.029
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.862
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0568
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0406P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1271
_reflns_number_gt                2588
_reflns_number_total             4629
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om801117g_si_001.cif
_cod_data_source_block           cd27621
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4068819
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 0.09595(3) 0.88162(6) 0.02171(2) 0.04065(18) Uani 1 1 d .
Br1 Br 0.45650(9) 1.33712(19) -0.06794(11) 0.1192(7) Uani 1 1 d .
Cl1 Cl -0.00986(10) 1.0046(2) 0.08738(8) 0.0483(4) Uani 1 1 d .
C1 C 0.2193(4) 0.7955(8) 0.1682(4) 0.0478(16) Uani 1 1 d .
C2 C 0.1883(4) 0.7766(7) 0.0987(3) 0.0401(15) Uani 1 1 d .
C3 C 0.1883(4) 0.6813(8) 0.0363(4) 0.0463(16) Uani 1 1 d .
C4 C 0.1978(4) 0.7719(8) -0.0276(3) 0.0478(16) Uani 1 1 d .
H4 H 0.1775 0.7112 -0.0731 0.057 Uiso 1 1 calc R
C5 C 0.1538(5) 0.5036(10) 0.0293(4) 0.0612(19) Uani 1 1 d .
C6 C 0.1808(6) 0.3935(11) -0.0162(5) 0.093(3) Uani 1 1 d .
H6A H 0.1620 0.2818 -0.0166 0.112 Uiso 1 1 calc R
H6B H 0.2186 0.4280 -0.0477 0.112 Uiso 1 1 calc R
C7 C 0.0935(6) 0.4473(10) 0.0794(4) 0.091(3) Uani 1 1 d .
H7A H 0.0464 0.5270 0.0780 0.117 Uiso 1 1 calc R
H7B H 0.1250 0.4402 0.1281 0.117 Uiso 1 1 calc R
H7C H 0.0701 0.3382 0.0644 0.117 Uiso 1 1 calc R
C8 C 0.2600(4) 0.9059(9) -0.0340(4) 0.0554(19) Uani 1 1 d .
C9 C 0.2527(5) 1.0048(10) -0.0961(4) 0.068(2) Uani 1 1 d .
H9 H 0.2067 0.9829 -0.1335 0.081 Uiso 1 1 calc R
C10 C 0.3110(5) 1.1366(10) -0.1059(5) 0.077(2) Uani 1 1 d .
H10 H 0.3020 1.2006 -0.1483 0.092 Uiso 1 1 calc R
C11 C 0.3775(6) 1.1688(12) -0.0555(6) 0.087(3) Uani 1 1 d .
C12 C 0.3878(6) 1.0820(17) 0.0072(6) 0.116(4) Uani 1 1 d .
H12 H 0.4323 1.1131 0.0445 0.131 Uiso 1 1 calc R
C13 C 0.3305(5) 0.9382(15) 0.0187(5) 0.109(4) Uani 1 1 d .
H13 H 0.3419 0.8718 0.0603 0.131 Uiso 1 1 calc R
C14 C 0.2985(4) 0.7128(9) 0.2060(4) 0.0559(19) Uani 1 1 d .
C15 C 0.3329(5) 0.5775(13) 0.1752(5) 0.099(3) Uani 1 1 d .
H15 H 0.3066 0.5424 0.1292 0.119 Uiso 1 1 calc R
C16 C 0.4071(7) 0.4876(15) 0.2102(6) 0.118(4) Uani 1 1 d .
H16 H 0.4285 0.3917 0.1901 0.133 Uiso 1 1 calc R
C17 C 0.4460(6) 0.5544(18) 0.2777(6) 0.110(5) Uani 1 1 d .
H17 H 0.4967 0.5040 0.3018 0.134 Uiso 1 1 calc R
C18 C 0.4127(6) 0.6892(13) 0.3093(5) 0.092(3) Uani 1 1 d .
H18 H 0.4392 0.7302 0.3543 0.110 Uiso 1 1 calc R
C19 C 0.3395(4) 0.7616(10) 0.2727(4) 0.069(2) Uani 1 1 d .
H19 H 0.3154 0.8517 0.2949 0.083 Uiso 1 1 calc R
C20 C 0.1757(4) 0.9179(9) 0.2127(3) 0.0538(19) Uani 1 1 d .
C21 C 0.1886(6) 1.0988(12) 0.2091(4) 0.086(3) Uani 1 1 d .
H21 H 0.2259 1.1421 0.1790 0.103 Uiso 1 1 calc R
C22 C 0.1470(8) 1.2049(15) 0.2488(6) 0.118(4) Uani 1 1 d .
H22 H 0.1557 1.3207 0.2450 0.131 Uiso 1 1 calc R
C23 C 0.0942(9) 1.1493(19) 0.2929(6) 0.118(7) Uani 1 1 d .
H23 H 0.0675 1.2259 0.3204 0.135 Uiso 1 1 calc R
C24 C 0.0773(6) 0.968(2) 0.2990(5) 0.116(5) Uani 1 1 d .
H24 H 0.0386 0.9301 0.3290 0.133 Uiso 1 1 calc R
C25 C 0.1205(5) 0.8512(11) 0.2585(4) 0.073(2) Uani 1 1 d .
H25 H 0.1124 0.7353 0.2624 0.088 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C2 Pd1 C3 38.8(2) .
C2 Pd1 C4 69.6(2) .
C3 Pd1 C4 38.9(2) .
C2 Pd1 Cl1 105.49(17) .
C3 Pd1 Cl1 137.53(18) .
C4 Pd1 Cl1 174.88(17) .
C2 Pd1 Cl1 167.31(17) 3_575
C3 Pd1 Cl1 130.99(18) 3_575
C4 Pd1 Cl1 97.88(17) 3_575
Cl1 Pd1 Cl1 86.94(5) 3_575
Pd1 Cl1 Pd1 93.06(5) 3_575
C2 C1 C14 124.6(6) .
C2 C1 C20 119.4(6) .
C14 C1 C20 115.9(6) .
C1 C2 C3 147.0(6) .
C1 C2 Pd1 138.8(5) .
C3 C2 Pd1 74.0(4) .
C2 C3 C4 116.2(6) .
C2 C3 C5 122.4(6) .
C4 C3 C5 119.0(6) .
C2 C3 Pd1 67.2(3) .
C4 C3 Pd1 70.7(3) .
C5 C3 Pd1 117.8(4) .
C3 C4 C8 126.6(6) .
C3 C4 Pd1 70.3(3) .
C8 C4 Pd1 106.3(4) .
C3 C4 H4 114.5 .
C8 C4 H4 114.5 .
Pd1 C4 H4 114.5 .
C6 C5 C7 119.6(8) .
C6 C5 C3 121.8(7) .
C7 C5 C3 118.5(6) .
C5 C6 H6A 120.0 .
C5 C6 H6B 120.0 .
H6A C6 H6B 120.0 .
C5 C7 H7A 109.5 .
C5 C7 H7B 109.5 .
H7A C7 H7B 109.5 .
C5 C7 H7C 109.5 .
H7A C7 H7C 109.5 .
H7B C7 H7C 109.5 .
C13 C8 C9 116.2(8) .
C13 C8 C4 122.8(7) .
C9 C8 C4 120.9(7) .
C8 C9 C10 123.8(8) .
C8 C9 H9 118.1 .
C10 C9 H9 118.1 .
C11 C10 C9 120.0(8) .
C11 C10 H10 120.0 .
C9 C10 H10 120.0 .
C10 C11 C12 119.8(9) .
C10 C11 Br1 120.9(8) .
C12 C11 Br1 119.2(9) .
C11 C12 C13 121.9(9) .
C11 C12 H12 119.0 .
C13 C12 H12 119.0 .
C8 C13 C12 117.9(9) .
C8 C13 H13 121.1 .
C12 C13 H13 121.1 .
C15 C14 C19 116.8(7) .
C15 C14 C1 120.1(7) .
C19 C14 C1 123.0(7) .
C14 C15 C16 122.8(9) .
C14 C15 H15 118.6 .
C16 C15 H15 118.6 .
C17 C16 C15 115.0(10) .
C17 C16 H16 122.5 .
C15 C16 H16 122.5 .
C18 C17 C16 123.0(9) .
C18 C17 H17 118.5 .
C16 C17 H17 118.5 .
C19 C18 C17 117.3(10) .
C19 C18 H18 121.4 .
C17 C18 H18 121.4 .
C18 C19 C14 125.0(9) .
C18 C19 H19 117.5 .
C14 C19 H19 117.5 .
C25 C20 C21 120.1(7) .
C25 C20 C1 117.4(7) .
C21 C20 C1 122.4(7) .
C22 C21 C20 120.7(9) .
C22 C21 H21 119.6 .
C20 C21 H21 119.6 .
C23 C22 C21 121.8(12) .
C23 C22 H22 119.1 .
C21 C22 H22 119.1 .
C22 C23 C24 120.6(12) .
C22 C23 H23 119.7 .
C24 C23 H23 119.7 .
C25 C24 C23 119.5(11) .
C25 C24 H24 120.3 .
C23 C24 H24 120.2 .
C20 C25 C24 117.2(9) .
C20 C25 H25 121.4 .
C24 C25 H25 121.4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C2 2.034(6) .
Pd1 C3 2.121(6) .
Pd1 C4 2.127(6) .
Pd1 Cl1 2.3950(15) .
Pd1 Cl1 2.4188(15) 3_575
Br1 C11 1.846(9) .
Cl1 Pd1 2.4188(15) 3_575
C1 C2 1.315(8) .
C1 C14 1.466(8) .
C1 C20 1.501(9) .
C2 C3 1.384(8) .
C3 C4 1.415(8) .
C3 C5 1.502(9) .
C4 C8 1.449(8) .
C4 H4 0.9800 .
C5 C6 1.327(9) .
C5 C7 1.485(9) .
C6 H6A 0.9300 .
C6 H6B 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 C13 1.370(10) .
C8 C9 1.385(9) .
C9 C10 1.408(10) .
C9 H9 0.9300 .
C10 C11 1.303(11) .
C10 H10 0.9300 .
C11 C12 1.340(13) .
C12 C13 1.477(13) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C15 1.361(10) .
C14 C19 1.358(9) .
C15 C16 1.418(11) .
C15 H15 0.9300 .
C16 C17 1.407(14) .
C16 H16 0.9300 .
C17 C18 1.357(13) .
C17 H17 0.9300 .
C18 C19 1.353(10) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C25 1.400(9) .
C20 C21 1.448(10) .
C21 C22 1.345(12) .
C21 H21 0.9300 .
C22 C23 1.320(15) .
C22 H22 0.9300 .
C23 C24 1.464(16) .
C23 H23 0.9300 .
C24 C25 1.423(12) .
C24 H24 0.9300 .
C25 H25 0.9300 .
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 Pd1 Cl1 Pd1 177.34(18) . 3_575
C3 Pd1 Cl1 Pd1 -156.1(3) . 3_575
C4 Pd1 Cl1 Pd1 160(2) . 3_575
Cl1 Pd1 Cl1 Pd1 0.0 3_575 3_575
C14 C1 C2 C3 17.4(15) . .
C20 C1 C2 C3 -166.8(9) . .
C14 C1 C2 Pd1 -169.6(5) . .
C20 C1 C2 Pd1 6.2(11) . .
C3 Pd1 C2 C1 -176.1(9) . .
C4 Pd1 C2 C1 153.5(8) . .
Cl1 Pd1 C2 C1 -24.8(8) . .
Cl1 Pd1 C2 C1 143.0(7) 3_575 .
C4 Pd1 C2 C3 -30.4(4) . .
Cl1 Pd1 C2 C3 151.2(3) . .
Cl1 Pd1 C2 C3 -41.0(10) 3_575 .
C1 C2 C3 C4 -132.1(10) . .
Pd1 C2 C3 C4 52.7(5) . .
C1 C2 C3 C5 65.8(13) . .
Pd1 C2 C3 C5 -109.4(6) . .
C1 C2 C3 Pd1 175.2(11) . .
C4 Pd1 C3 C2 130.9(6) . .
Cl1 Pd1 C3 C2 -43.4(5) . .
Cl1 Pd1 C3 C2 169.0(3) 3_575 .
C2 Pd1 C3 C4 -130.9(6) . .
Cl1 Pd1 C3 C4 -174.3(3) . .
Cl1 Pd1 C3 C4 38.1(5) 3_575 .
C2 Pd1 C3 C5 115.8(7) . .
C4 Pd1 C3 C5 -113.3(7) . .
Cl1 Pd1 C3 C5 72.4(6) . .
Cl1 Pd1 C3 C5 -75.2(5) 3_575 .
C2 C3 C4 C8 45.2(9) . .
C5 C3 C4 C8 -152.1(6) . .
Pd1 C3 C4 C8 96.1(6) . .
C2 C3 C4 Pd1 -50.9(5) . .
C5 C3 C4 Pd1 111.8(5) . .
C2 Pd1 C4 C3 30.4(4) . .
Cl1 Pd1 C4 C3 48(2) . .
Cl1 Pd1 C4 C3 -152.0(4) 3_575 .
C2 Pd1 C4 C8 -93.4(5) . .
C3 Pd1 C4 C8 -123.7(6) . .
Cl1 Pd1 C4 C8 -75(2) . .
Cl1 Pd1 C4 C8 84.3(4) 3_575 .
C2 C3 C5 C6 -155.2(7) . .
C4 C3 C5 C6 43.2(10) . .
Pd1 C3 C5 C6 125.5(7) . .
C2 C3 C5 C7 19.7(9) . .
C4 C3 C5 C7 -141.9(6) . .
Pd1 C3 C5 C7 -59.7(8) . .
C3 C4 C8 C13 14.2(10) . .
Pd1 C4 C8 C13 91.6(7) . .
C3 C4 C8 C9 -168.5(6) . .
Pd1 C4 C8 C9 -91.1(6) . .
C13 C8 C9 C10 -2.3(11) . .
C4 C8 C9 C10 -179.8(6) . .
C8 C9 C10 C11 1.6(12) . .
C9 C10 C11 C12 -3.3(14) . .
C9 C10 C11 Br1 178.3(6) . .
C10 C11 C12 C13 5.9(17) . .
Br1 C11 C12 C13 -175.8(7) . .
C9 C8 C13 C12 4.5(12) . .
C4 C8 C13 C12 -178.0(7) . .
C11 C12 C13 C8 -6.6(15) . .
C2 C1 C14 C15 -16.7(11) . .
C20 C1 C14 C15 167.4(7) . .
C2 C1 C14 C19 165.2(7) . .
C20 C1 C14 C19 -10.7(10) . .
C19 C14 C15 C16 1.0(13) . .
C1 C14 C15 C16 -177.3(8) . .
C14 C15 C16 C17 -3.5(15) . .
C15 C16 C17 C18 3.5(15) . .
C16 C17 C18 C19 -0.9(15) . .
C17 C18 C19 C14 -2.0(13) . .
C15 C14 C19 C18 2.0(12) . .
C1 C14 C19 C18 -179.8(7) . .
C2 C1 C20 C25 102.4(7) . .
C14 C1 C20 C25 -81.5(7) . .
C2 C1 C20 C21 -77.1(9) . .
C14 C1 C20 C21 99.0(8) . .
C25 C20 C21 C22 -0.8(11) . .
C1 C20 C21 C22 178.6(7) . .
C20 C21 C22 C23 0.9(15) . .
C21 C22 C23 C24 -1.4(18) . .
C22 C23 C24 C25 2.0(16) . .
C21 C20 C25 C24 1.4(10) . .
C1 C20 C25 C24 -178.1(6) . .
C23 C24 C25 C20 -1.9(12) . .
