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#$Date: 2016-03-21 08:16:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178600 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/11/4071104.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_4071104
loop_
_publ_author_name
'Gosiewska, Silvia'
'Martinez Herreras, Sara'
'Lutz, Martin'
'Spek, Anthony L.'
'Havenith, Remco W. A.'
'van Klink, Gerard P. M.'
'van Koten, Gerard'
'Gebbink, Robertus J. M. Klein'
_publ_section_title
;
 Synthesis, Structure, and Catalytic Performance of Diastereopure
 Five-Coordinated NCN-Pincer Palladium(II) Complexes Bearing Bulky Amino
 Acid Substituents
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2549
_journal_paper_doi               10.1021/om701261q
_journal_volume                  27
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C42 H43 N2 O2 Pd, F6 P'
_chemical_formula_sum            'C42 H43 F6 N2 O2 P Pd'
_chemical_formula_weight         859.15
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           92
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_atom_sites_solution_hydrogens   difmap
_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            4
_cell_length_a                   10.4019(1)
_cell_length_b                   10.4019(1)
_cell_length_c                   34.9279(3)
_cell_measurement_reflns_used    53331
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     3779.18(6)
_computing_cell_refinement       HKL2000
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'HKL2000, Sortav'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'coordinated from s3356a'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            20886
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.28
_exptl_absorpt_coefficient_mu    0.603
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.51
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4310
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0359P)²+2.4796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0743
_reflns_number_gt                3968
_reflns_number_total             4310
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om701261q-file002.cif
_cod_data_source_block           s3348a
_cod_database_code               4071104
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-x+1/2, y+1/2, -z+1/4'
'-y, -x, -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 0.222842(17) 0.222842(17) 0.0000 0.02145(8) Uani 1 2 d S
O1 O 0.38810(19) 0.33562(19) 0.04567(6) 0.0320(4) Uani 1 1 d .
H1O H 0.459(4) 0.380(4) 0.0440(10) 0.051(11) Uiso 1 1 d .
N1 N 0.3259(2) 0.0729(2) 0.02872(6) 0.0265(5) Uani 1 1 d .
C1 C 0.0924(2) 0.0924(2) 0.0000 0.0275(7) Uani 1 2 d S
C2 C 0.1091(3) -0.0138(3) 0.02373(8) 0.0287(6) Uani 1 1 d .
C3 C 0.0143(3) -0.1081(3) 0.02302(9) 0.0391(7) Uani 1 1 d .
H3 H 0.0232 -0.1830 0.0384 0.047 Uiso 1 1 calc R
C4 C -0.0930(3) -0.0930(3) 0.0000 0.0438(10) Uani 1 2 d S
H4 H -0.1576 -0.1576 0.0000 0.053 Uiso 1 2 calc SR
C5 C 0.2260(3) -0.0092(3) 0.04834(7) 0.0319(6) Uani 1 1 d .
H5A H 0.2598 -0.0971 0.0523 0.038 Uiso 1 1 calc R
H5B H 0.2043 0.0279 0.0736 0.038 Uiso 1 1 calc R
C6 C 0.3926(3) -0.0044(3) -0.00175(9) 0.0341(6) Uani 1 1 d .
H6A H 0.3389 -0.0108 -0.0251 0.041 Uiso 1 1 calc R
H6B H 0.4124 -0.0922 0.0075 0.041 Uiso 1 1 calc R
C7 C 0.5141(3) 0.0700(3) -0.00959(8) 0.0392(7) Uani 1 1 d .
H7A H 0.4968 0.1460 -0.0259 0.047 Uiso 1 1 calc R
H7B H 0.5795 0.0153 -0.0222 0.047 Uiso 1 1 calc R
C8 C 0.5577(3) 0.1100(3) 0.03045(8) 0.0357(6) Uani 1 1 d .
H8A H 0.5974 0.1965 0.0299 0.043 Uiso 1 1 calc R
H8B H 0.6211 0.0480 0.0407 0.043 Uiso 1 1 calc R
C9 C 0.4338(3) 0.1108(3) 0.05537(7) 0.0287(5) Uani 1 1 d .
H9 H 0.4424 0.0429 0.0755 0.034 Uiso 1 1 calc R
C10 C 0.4096(2) 0.2412(3) 0.07550(7) 0.0263(5) Uani 1 1 d .
C11 C 0.5231(2) 0.2790(3) 0.10121(7) 0.0285(5) Uani 1 1 d .
C12 C 0.5326(3) 0.4056(3) 0.11345(9) 0.0375(7) Uani 1 1 d .
H12 H 0.4743 0.4677 0.1037 0.045 Uiso 1 1 calc R
C13 C 0.6253(3) 0.4434(3) 0.13955(10) 0.0430(7) Uani 1 1 d .
H13 H 0.6307 0.5306 0.1475 0.052 Uiso 1 1 calc R
C14 C 0.7103(3) 0.3531(3) 0.15408(9) 0.0423(7) Uani 1 1 d .
H14 H 0.7740 0.3785 0.1720 0.051 Uiso 1 1 calc R
C15 C 0.7025(3) 0.2266(3) 0.14250(8) 0.0394(7) Uani 1 1 d .
H15 H 0.7610 0.1649 0.1525 0.047 Uiso 1 1 calc R
C16 C 0.6095(3) 0.1894(3) 0.11633(8) 0.0338(6) Uani 1 1 d .
H16 H 0.6044 0.1020 0.1086 0.041 Uiso 1 1 calc R
C17 C 0.2903(2) 0.2405(2) 0.10084(7) 0.0236(5) Uani 1 1 d .
C18 C 0.1811(3) 0.3114(2) 0.09189(8) 0.0286(6) Uani 1 1 d .
H18 H 0.1799 0.3619 0.0692 0.034 Uiso 1 1 calc R
C19 C 0.0734(3) 0.3096(3) 0.11561(8) 0.0332(6) Uani 1 1 d .
H19 H -0.0010 0.3574 0.1088 0.040 Uiso 1 1 calc R
C20 C 0.0748(3) 0.2378(3) 0.14918(8) 0.0322(6) Uani 1 1 d .
H20 H 0.0017 0.2368 0.1655 0.039 Uiso 1 1 calc R
C21 C 0.1832(3) 0.1680(3) 0.15864(7) 0.0317(6) Uani 1 1 d .
H21 H 0.1848 0.1192 0.1816 0.038 Uiso 1 1 calc R
C22 C 0.2891(3) 0.1685(3) 0.13494(7) 0.0288(5) Uani 1 1 d .
H22 H 0.3627 0.1194 0.1417 0.035 Uiso 1 1 calc R
P1 P 0.60126(6) 0.60126(6) 0.0000 0.0315(2) Uani 1 2 d SD
F1 F 0.6011(2) 0.74702(19) 0.01011(10) 0.0971(11) Uani 1 1 d DU
F2 F 0.4489(2) 0.6009(2) 0.00713(9) 0.0826(8) Uani 1 1 d DU
F3 F 0.6187(5) 0.5679(4) 0.04241(7) 0.1384(16) Uani 1 1 d DU
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'
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 N1 80.73(6) . 6
C1 Pd1 N1 80.73(6) . .
N1 Pd1 N1 161.47(12) 6 .
C10 O1 H1O 106(2) . .
C6 N1 C5 109.7(2) . .
C6 N1 C9 103.5(2) . .
C5 N1 C9 112.29(19) . .
C6 N1 Pd1 106.80(16) . .
C5 N1 Pd1 106.25(16) . .
C9 N1 Pd1 118.05(16) . .
C2 C1 C2 123.5(3) 6 .
C2 C1 Pd1 118.26(17) 6 .
C2 C1 Pd1 118.26(17) . .
C3 C2 C1 117.5(3) . .
C3 C2 C5 127.7(3) . .
C1 C2 C5 114.8(2) . .
C4 C3 C2 120.1(3) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C3 C4 C3 121.3(4) 6 .
C3 C4 H4 119.3 6 .
C3 C4 H4 119.3 . .
C2 C5 N1 108.6(2) . .
C2 C5 H5A 110.0 . .
N1 C5 H5A 110.0 . .
C2 C5 H5B 110.0 . .
N1 C5 H5B 110.0 . .
H5A C5 H5B 108.4 . .
N1 C6 C7 103.9(2) . .
N1 C6 H6A 111.0 . .
C7 C6 H6A 111.0 . .
N1 C6 H6B 111.0 . .
C7 C6 H6B 111.0 . .
H6A C6 H6B 109.0 . .
C6 C7 C8 102.8(2) . .
C6 C7 H7A 111.2 . .
C8 C7 H7A 111.2 . .
C6 C7 H7B 111.2 . .
C8 C7 H7B 111.2 . .
H7A C7 H7B 109.1 . .
C7 C8 C9 105.6(2) . .
C7 C8 H8A 110.6 . .
C9 C8 H8A 110.6 . .
C7 C8 H8B 110.6 . .
C9 C8 H8B 110.6 . .
H8A C8 H8B 108.8 . .
N1 C9 C10 112.8(2) . .
N1 C9 C8 105.6(2) . .
C10 C9 C8 113.2(2) . .
N1 C9 H9 108.4 . .
C10 C9 H9 108.4 . .
C8 C9 H9 108.4 . .
O1 C10 C17 107.16(19) . .
O1 C10 C11 111.5(2) . .
C17 C10 C11 106.7(2) . .
O1 C10 C9 107.0(2) . .
C17 C10 C9 113.1(2) . .
C11 C10 C9 111.4(2) . .
C12 C11 C16 118.0(3) . .
C12 C11 C10 118.6(2) . .
C16 C11 C10 123.0(3) . .
C13 C12 C11 121.5(3) . .
C13 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
C12 C13 C14 119.6(3) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
C15 C14 C13 120.1(3) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C14 C15 C16 120.1(3) . .
C14 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C15 C16 C11 120.8(3) . .
C15 C16 H16 119.6 . .
C11 C16 H16 119.6 . .
C18 C17 C22 117.7(2) . .
C18 C17 C10 122.2(2) . .
C22 C17 C10 120.1(2) . .
C17 C18 C19 121.1(2) . .
C17 C18 H18 119.5 . .
C19 C18 H18 119.5 . .
C20 C19 C18 120.1(3) . .
C20 C19 H19 120.0 . .
C18 C19 H19 120.0 . .
C21 C20 C19 119.5(3) . .
C21 C20 H20 120.3 . .
C19 C20 H20 120.3 . .
C22 C21 C20 120.4(3) . .
C22 C21 H21 119.8 . .
C20 C21 H21 119.8 . .
C21 C22 C17 121.2(3) . .
C21 C22 H22 119.4 . .
C17 C22 H22 119.4 . .
F3 P1 F3 171.3(4) . 6
F3 P1 F1 90.1(2) . .
F3 P1 F1 95.9(2) 6 .
F3 P1 F1 95.9(2) . 6
F3 P1 F1 90.1(2) 6 6
F1 P1 F1 93.09(18) . 6
F3 P1 F2 85.81(19) . 6
F3 P1 F2 88.1(2) 6 6
F1 P1 F2 175.82(18) . 6
F1 P1 F2 88.03(12) 6 6
F3 P1 F2 88.1(2) . .
F3 P1 F2 85.81(19) 6 .
F1 P1 F2 88.03(12) . .
F1 P1 F2 175.82(18) 6 .
F2 P1 F2 91.14(18) 6 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.918(3) .
Pd1 N1 2.142(2) 6
Pd1 N1 2.142(2) .
O1 C10 1.449(3) .
O1 H1O 0.88(4) .
N1 C6 1.503(4) .
N1 C5 1.509(3) .
N1 C9 1.510(3) .
C1 C2 1.393(3) 6
C1 C2 1.393(3) .
C2 C3 1.391(4) .
C2 C5 1.490(4) .
C3 C4 1.385(4) .
C3 H3 0.9500 .
C4 C3 1.385(4) 6
C4 H4 0.9500 .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.508(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.528(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.555(4) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.548(4) .
C9 H9 1.0000 .
C10 C17 1.524(3) .
C10 C11 1.534(4) .
C11 C12 1.388(4) .
C11 C16 1.399(4) .
C12 C13 1.384(5) .
C12 H12 0.9500 .
C13 C14 1.385(5) .
C13 H13 0.9500 .
C14 C15 1.379(5) .
C14 H14 0.9500 .
C15 C16 1.387(4) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C17 C18 1.390(4) .
C17 C22 1.407(3) .
C18 C19 1.393(4) .
C18 H18 0.9500 .
C19 C20 1.390(4) .
C19 H19 0.9500 .
C20 C21 1.382(4) .
C20 H20 0.9500 .
C21 C22 1.378(4) .
C21 H21 0.9500 .
C22 H22 0.9500 .
P1 F3 1.532(2) .
P1 F3 1.532(2) 6
P1 F1 1.557(2) .
P1 F1 1.557(2) 6
P1 F2 1.604(2) 6
P1 F2 1.604(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1O F2 0.88(4) 2.42(4) 3.113(3) 136(3) 6
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
C1 Pd1 N1 C6 89.66(16) . .
N1 Pd1 N1 C6 89.66(16) 6 .
C1 Pd1 N1 C5 -27.34(15) . .
N1 Pd1 N1 C5 -27.33(15) 6 .
C1 Pd1 N1 C9 -154.42(17) . .
N1 Pd1 N1 C9 -154.41(17) 6 .
N1 Pd1 C1 C2 14.20(14) 6 6
N1 Pd1 C1 C2 -165.80(14) . 6
N1 Pd1 C1 C2 -165.80(14) 6 .
N1 Pd1 C1 C2 14.19(14) . .
C2 C1 C2 C3 0.7(2) 6 .
Pd1 C1 C2 C3 -179.3(2) . .
C2 C1 C2 C5 -176.8(3) 6 .
Pd1 C1 C2 C5 3.2(3) . .
C1 C2 C3 C4 -1.5(4) . .
C5 C2 C3 C4 175.7(2) . .
C2 C3 C4 C3 0.8(2) . 6
C3 C2 C5 N1 155.8(3) . .
C1 C2 C5 N1 -27.0(3) . .
C6 N1 C5 C2 -79.9(3) . .
C9 N1 C5 C2 165.6(2) . .
Pd1 N1 C5 C2 35.2(2) . .
C5 N1 C6 C7 -162.0(2) . .
C9 N1 C6 C7 -42.0(3) . .
Pd1 N1 C6 C7 83.3(2) . .
N1 C6 C7 C8 41.3(3) . .
C6 C7 C8 C9 -24.7(3) . .
C6 N1 C9 C10 149.8(2) . .
C5 N1 C9 C10 -92.0(3) . .
Pd1 N1 C9 C10 32.1(3) . .
C6 N1 C9 C8 25.7(3) . .
C5 N1 C9 C8 143.9(2) . .
Pd1 N1 C9 C8 -92.0(2) . .
C7 C8 C9 N1 -0.5(3) . .
C7 C8 C9 C10 -124.4(3) . .
N1 C9 C10 O1 -55.9(3) . .
C8 C9 C10 O1 64.0(3) . .
N1 C9 C10 C17 61.9(3) . .
C8 C9 C10 C17 -178.3(2) . .
N1 C9 C10 C11 -178.0(2) . .
C8 C9 C10 C11 -58.1(3) . .
O1 C10 C11 C12 44.2(3) . .
C17 C10 C11 C12 -72.5(3) . .
C9 C10 C11 C12 163.7(2) . .
O1 C10 C11 C16 -143.0(2) . .
C17 C10 C11 C16 100.3(3) . .
C9 C10 C11 C16 -23.5(3) . .
C16 C11 C12 C13 0.6(4) . .
C10 C11 C12 C13 173.8(3) . .
C11 C12 C13 C14 -0.4(5) . .
C12 C13 C14 C15 0.1(5) . .
C13 C14 C15 C16 -0.1(5) . .
C14 C15 C16 C11 0.3(5) . .
C12 C11 C16 C15 -0.6(4) . .
C10 C11 C16 C15 -173.4(3) . .
O1 C10 C17 C18 6.0(3) . .
C11 C10 C17 C18 125.6(3) . .
C9 C10 C17 C18 -111.6(3) . .
O1 C10 C17 C22 -172.7(2) . .
C11 C10 C17 C22 -53.2(3) . .
C9 C10 C17 C22 69.6(3) . .
C22 C17 C18 C19 -1.0(4) . .
C10 C17 C18 C19 -179.7(2) . .
C17 C18 C19 C20 1.1(4) . .
C18 C19 C20 C21 -0.4(4) . .
C19 C20 C21 C22 -0.4(4) . .
C20 C21 C22 C17 0.5(4) . .
C18 C17 C22 C21 0.2(4) . .
C10 C17 C22 C21 179.0(2) . .
