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#$Date: 2016-03-21 07:05:23 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178548 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/55/4065502.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_4065502
loop_
_publ_author_name
'Wuttke, Evelyn'
'Nägele, Bettina'
'Weibert, Bernhard'
'Kessler, Florian'
_publ_section_title
;
 Palladium Alkynyl and Allenylidene Complexes: Very Efficient Precatalysts
 for C--C Coupling Reactions
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              6270
_journal_paper_doi               10.1021/om200862m
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C32 H60 N2 O2 P2 Pd, 2(B F4)'
_chemical_formula_sum            'C32 H60 B2 F8 N2 O2 P2 Pd'
_chemical_formula_weight         846.78
_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                 129.296(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.590(2)
_cell_length_b                   15.586(3)
_cell_length_c                   15.350(5)
_cell_measurement_reflns_used    38405
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.28
_cell_measurement_theta_min      2.03
_cell_volume                     1960.7(10)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_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  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            25256
_diffrn_reflns_theta_full        26.79
_diffrn_reflns_theta_max         26.79
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  0.9194
_exptl_absorpt_correction_T_min  0.8060
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         4165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0311
_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)+(0.0311P)²+2.7559P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0717
_reflns_number_gt                3635
_reflns_number_total             4165
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200862m_si_001.cif
_cod_data_source_block           ewbw07a_(10e'-BF4)
_cod_original_cell_volume        1960.7(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4065502
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 0.5000 0.5000 0.5000 0.01243(7) Uani 1 2 d S
P1 P 0.23010(6) 0.45421(3) 0.39408(4) 0.01361(12) Uani 1 1 d .
O1 O 0.71132(19) 0.17686(10) 0.56129(13) 0.0188(3) Uani 1 1 d .
N1 N 0.6022(2) 0.16969(12) 0.64675(15) 0.0160(4) Uani 1 1 d .
C1 C 0.5761(2) 0.38084(14) 0.55461(18) 0.0161(4) Uani 1 1 d .
F1 F 0.2377(2) 0.38032(14) 0.81821(18) 0.0599(6) Uani 1 1 d .
B1 B 0.2629(4) 0.3269(2) 0.7585(3) 0.0318(7) Uani 1 1 d .
C2 C 0.6135(3) 0.30662(14) 0.58193(18) 0.0166(4) Uani 1 1 d .
F2 F 0.3714(3) 0.26465(18) 0.8252(2) 0.0793(8) Uani 1 1 d .
C3 C 0.6419(2) 0.21686(14) 0.59691(17) 0.0156(4) Uani 1 1 d .
F3 F 0.3254(5) 0.37279(17) 0.7193(3) 0.1212(14) Uani 1 1 d .
C4 C 0.5126(3) 0.20430(15) 0.6832(2) 0.0218(5) Uani 1 1 d .
H4A H 0.5008 0.2672 0.6721 0.026 Uiso 1 1 calc R
H4B H 0.5742 0.1924 0.7642 0.026 Uiso 1 1 calc R
F4 F 0.1231(3) 0.2893(2) 0.6727(3) 0.1285(16) Uani 1 1 d .
C5 C 0.3449(3) 0.16268(16) 0.6148(2) 0.0255(5) Uani 1 1 d .
H5A H 0.2798 0.1795 0.5348 0.031 Uiso 1 1 calc R
H5B H 0.2872 0.1833 0.6423 0.031 Uiso 1 1 calc R
C6 C 0.3601(3) 0.06493(16) 0.6248(2) 0.0252(5) Uani 1 1 d .
H6A H 0.4157 0.0477 0.7036 0.030 Uiso 1 1 calc R
H6B H 0.2500 0.0388 0.5765 0.030 Uiso 1 1 calc R
C7 C 0.4569(3) 0.03252(16) 0.5890(2) 0.0222(5) Uani 1 1 d .
H7A H 0.4707 -0.0304 0.5994 0.027 Uiso 1 1 calc R
H7B H 0.3960 0.0450 0.5081 0.027 Uiso 1 1 calc R
C8 C 0.6234(3) 0.07521(14) 0.65791(19) 0.0182(4) Uani 1 1 d .
H8A H 0.6886 0.0586 0.7380 0.022 Uiso 1 1 calc R
H8B H 0.6824 0.0562 0.6309 0.022 Uiso 1 1 calc R
C9 C 0.7573(3) 0.22853(15) 0.5048(2) 0.0233(5) Uani 1 1 d .
H9A H 0.8519 0.2656 0.5600 0.028 Uiso 1 1 calc R
H9B H 0.6652 0.2655 0.4464 0.028 Uiso 1 1 calc R
C10 C 0.8002(3) 0.16693(16) 0.4525(2) 0.0269(5) Uani 1 1 d .
H10A H 0.8318 0.1989 0.4140 0.040 Uiso 1 1 calc R
H10B H 0.7055 0.1307 0.3981 0.040 Uiso 1 1 calc R
H10C H 0.8914 0.1308 0.5113 0.040 Uiso 1 1 calc R
C11 C 0.1218(3) 0.44580(15) 0.24316(18) 0.0201(5) Uani 1 1 d .
H11A H 0.1810 0.4049 0.2311 0.024 Uiso 1 1 calc R
H11B H 0.0120 0.4216 0.2063 0.024 Uiso 1 1 calc R
C12 C 0.1026(3) 0.53045(17) 0.1862(2) 0.0270(5) Uani 1 1 d .
H12A H 0.0438 0.5205 0.1058 0.040 Uiso 1 1 calc R
H12B H 0.2106 0.5543 0.2206 0.040 Uiso 1 1 calc R
H12C H 0.0410 0.5709 0.1954 0.040 Uiso 1 1 calc R
C13 C 0.1079(3) 0.52782(15) 0.40573(19) 0.0181(4) Uani 1 1 d .
H13A H 0.0970 0.5829 0.3693 0.022 Uiso 1 1 calc R
H13B H -0.0027 0.5035 0.3650 0.022 Uiso 1 1 calc R
C14 C 0.1826(3) 0.54486(17) 0.5279(2) 0.0266(5) Uani 1 1 d .
H14A H 0.1130 0.5849 0.5298 0.040 Uiso 1 1 calc R
H14B H 0.2915 0.5698 0.5684 0.040 Uiso 1 1 calc R
H14C H 0.1910 0.4908 0.5638 0.040 Uiso 1 1 calc R
C15 C 0.2055(3) 0.34885(14) 0.43356(19) 0.0188(4) Uani 1 1 d .
H15A H 0.2730 0.3073 0.4303 0.023 Uiso 1 1 calc R
H15B H 0.2496 0.3517 0.5128 0.023 Uiso 1 1 calc R
C16 C 0.0315(3) 0.31387(16) 0.3623(2) 0.0256(5) Uani 1 1 d .
H16A H 0.0324 0.2575 0.3909 0.038 Uiso 1 1 calc R
H16B H -0.0129 0.3084 0.2838 0.038 Uiso 1 1 calc R
H16C H -0.0367 0.3533 0.3663 0.038 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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
C1 Pd1 C1 180.0 . 3_666
C1 Pd1 P1 89.91(6) . .
C1 Pd1 P1 90.09(6) 3_666 .
C1 Pd1 P1 90.09(6) . 3_666
C1 Pd1 P1 89.91(6) 3_666 3_666
P1 Pd1 P1 180.0 . 3_666
C13 P1 C15 105.94(11) . .
C13 P1 C11 104.79(11) . .
C15 P1 C11 104.45(11) . .
C13 P1 Pd1 111.85(8) . .
C15 P1 Pd1 114.43(7) . .
C11 P1 Pd1 114.49(8) . .
C3 O1 C9 117.68(17) . .
C3 N1 C4 122.58(19) . .
C3 N1 C8 122.99(18) . .
C4 N1 C8 113.97(17) . .
C2 C1 Pd1 176.1(2) . .
F4 B1 F3 110.0(3) . .
F4 B1 F2 108.1(3) . .
F3 B1 F2 107.3(3) . .
F4 B1 F1 110.9(3) . .
F3 B1 F1 109.4(3) . .
F2 B1 F1 111.0(3) . .
C1 C2 C3 171.6(2) . .
N1 C3 O1 116.57(19) . .
N1 C3 C2 122.4(2) . .
O1 C3 C2 121.04(19) . .
N1 C4 C5 109.43(19) . .
N1 C4 H4A 109.8 . .
C5 C4 H4A 109.8 . .
N1 C4 H4B 109.8 . .
C5 C4 H4B 109.8 . .
H4A C4 H4B 108.2 . .
C4 C5 C6 110.7(2) . .
C4 C5 H5A 109.5 . .
C6 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C6 C5 H5B 109.5 . .
H5A C5 H5B 108.1 . .
C7 C6 C5 110.24(19) . .
C7 C6 H6A 109.6 . .
C5 C6 H6A 109.6 . .
C7 C6 H6B 109.6 . .
C5 C6 H6B 109.6 . .
H6A C6 H6B 108.1 . .
C8 C7 C6 110.7(2) . .
C8 C7 H7A 109.5 . .
C6 C7 H7A 109.5 . .
C8 C7 H7B 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 108.1 . .
N1 C8 C7 109.29(18) . .
N1 C8 H8A 109.8 . .
C7 C8 H8A 109.8 . .
N1 C8 H8B 109.8 . .
C7 C8 H8B 109.8 . .
H8A C8 H8B 108.3 . .
O1 C9 C10 106.90(19) . .
O1 C9 H9A 110.3 . .
C10 C9 H9A 110.3 . .
O1 C9 H9B 110.3 . .
C10 C9 H9B 110.3 . .
H9A C9 H9B 108.6 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C12 C11 P1 114.48(16) . .
C12 C11 H11A 108.6 . .
P1 C11 H11A 108.6 . .
C12 C11 H11B 108.6 . .
P1 C11 H11B 108.6 . .
H11A C11 H11B 107.6 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 P1 112.50(16) . .
C14 C13 H13A 109.1 . .
P1 C13 H13A 109.1 . .
C14 C13 H13B 109.1 . .
P1 C13 H13B 109.1 . .
H13A C13 H13B 107.8 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C16 C15 P1 116.36(16) . .
C16 C15 H15A 108.2 . .
P1 C15 H15A 108.2 . .
C16 C15 H15B 108.2 . .
P1 C15 H15B 108.2 . .
H15A C15 H15B 107.4 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.986(2) .
Pd1 C1 1.986(2) 3_666
Pd1 P1 2.3315(8) .
Pd1 P1 2.3315(8) 3_666
P1 C13 1.821(2) .
P1 C15 1.825(2) .
P1 C11 1.826(2) .
O1 C3 1.318(3) .
O1 C9 1.474(3) .
N1 C3 1.308(3) .
N1 C4 1.475(3) .
N1 C8 1.483(3) .
C1 C2 1.209(3) .
F1 B1 1.384(4) .
B1 F4 1.342(4) .
B1 F3 1.348(4) .
B1 F2 1.349(4) .
C2 C3 1.419(3) .
C4 C5 1.522(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.529(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.524(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.519(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.494(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.524(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.528(3) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C16 1.529(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
