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#$Date: 2016-03-24 02:23:47 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179576 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/41/4504189.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_4504189
loop_
_publ_author_name
'Johansson, Roger'
'Öhrström, Lars'
'Wendt, Ola F.'
_publ_section_title
;
 Hydrogen Bond Control of Dimensionality in Organometallic
 {2,6-Bis[(di-t-butylphosphino)methyl]phenyl}palladium(II)
 Compounds:  Dimers, Chains, and a 3D-Net with an Apparent Channel
 Structure
;
_journal_issue                   10
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1974
_journal_paper_doi               10.1021/cg060913q
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C26 H40 N O2 P2 Pd'
_chemical_formula_weight         566.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           179
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 65 2 (0 0 1)'
_symmetry_space_group_name_H-M   'P 65 2 2'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   16.7118(17)
_cell_length_b                   16.7118(17)
_cell_length_c                   19.2905(17)
_cell_measurement_reflns_used    5368
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7954
_cell_measurement_theta_min      2.4248
_cell_volume                     4665.7(8)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.0 (release 06-01-2006 CrysAlis171 .NET)
(compiled Jan  6 2006,18:17:31)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.0 (release 06-01-2006 CrysAlis171 .NET)
(compiled Jan  6 2006,18:17:31)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.0 (release 06-01-2006 CrysAlis171 .NET)
(compiled Jan  6 2006,18:17:31)
;
_computing_molecular_graphics    'Diamond (Brandenburg)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1829
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_device_type  'Oxford Diffraction XCalibur 3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0784
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16177
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.85
_diffrn_reflns_theta_min         2.44
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_T_max  1.1374
_exptl_absorpt_correction_T_min  0.93021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.0 (release 06-01-2006 CrysAlis171 .NET)
(compiled Jan  6 2006,18:17:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1770
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0318
_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)+(0.0220P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0571
_reflns_number_gt                2104
_reflns_number_total             3673
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg060913q-file002.cif
_cod_data_source_block           compound5b
_cod_original_sg_symbol_H-M      P6(5)22
_cod_database_code               4504189
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
'y, x, -z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'-y, -x, -z+1/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+5/6'
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 0.584853(10) 0.415147(10) 0.0833 0.06047(11) Uani 1 2 d S
P1 P 0.72067(6) 0.52940(5) 0.03515(3) 0.0568(2) Uani 1 1 d .
C1 C 0.65519(12) 0.34481(12) 0.0833 0.0525(9) Uani 1 2 d S
N1 N 0.51288(15) 0.48712(15) 0.0833 0.1165(19) Uani 1 2 d S
O1 O 0.4565(2) 0.4734(3) 0.0378(2) 0.198(2) Uani 1 1 d .
C2 C 0.73400(18) 0.37567(19) 0.04313(12) 0.0538(7) Uani 1 1 d .
C3 C 0.7824(2) 0.3285(2) 0.04417(14) 0.0643(8) Uani 1 1 d .
H3 H 0.8363 0.3502 0.0184 0.077 Uiso 1 1 calc R
C4 C 0.75068(14) 0.24932(14) 0.0833 0.0715(11) Uani 1 2 d S
H4 H 0.7828 0.2172 0.0833 0.086 Uiso 1 2 calc SR
C5 C 0.76771(19) 0.46087(19) -0.00063(13) 0.0612(7) Uani 1 1 d .
H5A H 0.7473 0.4439 -0.0482 0.073 Uiso 1 1 calc R
H5B H 0.8347 0.4962 -0.0002 0.073 Uiso 1 1 calc R
C6 C 0.7129(2) 0.5945(2) -0.04092(15) 0.0710(9) Uani 1 1 d .
C7 C 0.6308(2) 0.5208(3) -0.08411(17) 0.1013(11) Uani 1 1 d .
H7A H 0.5759 0.4931 -0.0561 0.152 Uiso 1 1 calc R
H7B H 0.6443 0.4740 -0.0990 0.152 Uiso 1 1 calc R
H7C H 0.6213 0.5496 -0.1239 0.152 Uiso 1 1 calc R
C8 C 0.6892(2) 0.6691(2) -0.01747(17) 0.1020(12) Uani 1 1 d .
H8A H 0.6334 0.6406 0.0094 0.153 Uiso 1 1 calc R
H8B H 0.6808 0.6982 -0.0575 0.153 Uiso 1 1 calc R
H8C H 0.7388 0.7146 0.0102 0.153 Uiso 1 1 calc R
C9 C 0.7993(2) 0.6389(2) -0.08540(14) 0.0847(9) Uani 1 1 d .
H9A H 0.8503 0.6841 -0.0585 0.127 Uiso 1 1 calc R
H9B H 0.7897 0.6684 -0.1247 0.127 Uiso 1 1 calc R
H9C H 0.8127 0.5924 -0.1012 0.127 Uiso 1 1 calc R
C10 C 0.8072(2) 0.6067(2) 0.10193(13) 0.0716(8) Uani 1 1 d .
C11 C 0.7644(3) 0.6531(3) 0.14577(18) 0.1124(14) Uani 1 1 d .
H11A H 0.7513 0.6917 0.1165 0.169 Uiso 1 1 calc R
H11B H 0.8072 0.6902 0.1813 0.169 Uiso 1 1 calc R
H11C H 0.7082 0.6065 0.1667 0.169 Uiso 1 1 calc R
C12 C 0.8974(2) 0.6809(3) 0.07082(18) 0.1112(13) Uani 1 1 d .
H12A H 0.8855 0.7194 0.0406 0.167 Uiso 1 1 calc R
H12B H 0.9255 0.6523 0.0449 0.167 Uiso 1 1 calc R
H12C H 0.9384 0.7178 0.1073 0.167 Uiso 1 1 calc R
C13 C 0.8267(2) 0.5463(2) 0.15010(16) 0.1010(11) Uani 1 1 d .
H13A H 0.7698 0.4996 0.1702 0.151 Uiso 1 1 calc R
H13B H 0.8679 0.5837 0.1862 0.151 Uiso 1 1 calc R
H13C H 0.8545 0.5175 0.1242 0.151 Uiso 1 1 calc R
C20 C 0.956(2) 1.044(2) 0.0833 0.72(4) Uiso 0.775(19) 2 d SP
C22 C 0.982(3) 1.0000 0.0000 0.70(3) Uiso 0.775(19) 2 d SP
C21 C 1.016(3) 0.984(3) 0.0833 0.98(7) Uiso 0.775(19) 2 d SP
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'
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 180.0 . .
C1 Pd1 P1 82.228(18) . .
N1 Pd1 P1 97.772(18) . .
C1 Pd1 P1 82.228(18) . 10_665
N1 Pd1 P1 97.772(18) . 10_665
P1 Pd1 P1 164.46(4) . 10_665
C5 P1 C6 104.27(13) . .
C5 P1 C10 105.43(14) . .
C6 P1 C10 112.98(14) . .
C5 P1 Pd1 100.83(9) . .
C6 P1 Pd1 118.13(10) . .
C10 P1 Pd1 113.09(9) . .
C2 C1 C2 120.0(3) . 10_665
C2 C1 Pd1 120.02(17) . .
C2 C1 Pd1 120.02(17) 10_665 .
O1 N1 O1 119.4(5) . 10_665
O1 N1 Pd1 120.3(3) . .
O1 N1 Pd1 120.3(3) 10_665 .
C3 C2 C1 119.8(3) . .
C3 C2 C5 120.0(2) . .
C1 C2 C5 120.2(2) . .
C4 C3 C2 120.1(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C3 C4 C3 120.2(4) . 10_665
C3 C4 H4 119.9 . .
C3 C4 H4 119.9 10_665 .
C2 C5 P1 107.96(17) . .
C2 C5 H5A 110.1 . .
P1 C5 H5A 110.1 . .
C2 C5 H5B 110.1 . .
P1 C5 H5B 110.1 . .
H5A C5 H5B 108.4 . .
C9 C6 C7 109.4(2) . .
C9 C6 C8 109.6(3) . .
C7 C6 C8 108.4(3) . .
C9 C6 P1 113.7(2) . .
C7 C6 P1 104.5(2) . .
C8 C6 P1 111.0(2) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C12 C10 C13 109.2(3) . .
C12 C10 C11 109.1(3) . .
C13 C10 C11 107.7(2) . .
C12 C10 P1 113.5(2) . .
C13 C10 P1 107.9(2) . .
C11 C10 P1 109.2(2) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C10 C13 H13A 109.5 . .
C10 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C10 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C21 C20 C22 58(2) . .
C21 C20 C22 58(2) . 5_565
C22 C20 C22 116(5) . 5_565
C21 C22 C21 133(6) . 6_654
C21 C22 C20 56(2) . .
C21 C22 C20 152.9(8) 6_654 .
C21 C22 C20 152.9(8) . 6_654
C21 C22 C20 56(2) 6_654 6_654
C20 C22 C20 131(5) . 6_654
C20 C21 C22 66(3) . .
C20 C21 C22 66(3) . 5_565
C22 C21 C22 131(7) . 5_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.036(3) .
Pd1 N1 2.083(4) .
Pd1 P1 2.3082(8) .
Pd1 P1 2.3082(8) 10_665
P1 C5 1.818(3) .
P1 C6 1.870(3) .
P1 C10 1.885(3) .
C1 C2 1.387(3) .
C1 C2 1.387(3) 10_665
N1 O1 1.223(3) .
N1 O1 1.223(3) 10_665
C2 C3 1.383(4) .
C2 C5 1.502(3) .
C3 C4 1.379(3) .
C3 H3 0.9300 .
C4 C3 1.379(3) 10_665
C4 H4 0.9300 .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C9 1.518(4) .
C6 C7 1.550(4) .
C6 C8 1.551(4) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 C12 1.516(4) .
C10 C13 1.522(4) .
C10 C11 1.544(4) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C20 C21 1.73(7) .
C20 C22 1.90(5) .
C20 C22 1.90(5) 5_565
C22 C21 1.77(5) .
C22 C21 1.77(5) 6_654
C22 C20 1.90(5) 6_654
C21 C22 1.77(5) 5_565
