#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:00:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179358 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/55/4325554.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_4325554
loop_
_publ_author_name
'Kelly J. Kilpin'
'Emma L. Gavey'
'C. John McAdam'
'Christopher B. Anderson'
'Samuel J. Lind'
'Courtney C. Keep'
'Keith C. Gordon'
'James D. Crowley'
_publ_section_title
;
 Palladium(II) Complexes of Readily Functionalized Bidentate
 2-Pyridyl-1,2,3-triazole "Click" Ligands: A Synthetic, Structural,
 Spectroscopic, and Computational Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6334
_journal_page_last               6346
_journal_paper_doi               10.1021/ic200789b
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C44 H32 N8 Pd, 2(B F4)'
_chemical_formula_sum            'C44 H32 B2 F8 N8 Pd'
_chemical_formula_weight         952.80
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :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                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.149(4)
_cell_length_b                   24.149(4)
_cell_length_c                   13.576(5)
_cell_measurement_reflns_used    4254
_cell_measurement_temperature    91(2)
_cell_measurement_theta_max      22.565
_cell_measurement_theta_min      2.41
_cell_volume                     7917(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      91(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0894
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35113
_diffrn_reflns_theta_full        26.62
_diffrn_reflns_theta_max         26.62
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  0.9571
_exptl_absorpt_correction_T_min  0.8474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_description       plate
_exptl_crystal_F_000             3840
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.111
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0627
_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)+(0.1091P)²+24.2505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1745
_refine_ls_wR_factor_ref         0.2005
_reflns_number_gt                2961
_reflns_number_total             4133
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200789b_si_001_11.cif
_cod_data_source_block           820917
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               4325554
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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 0.4461(2) 0.0153(3) 0.6966(4) 0.0503(13) Uani 1 1 d .
H1 H 0.4322 -0.0212 0.6885 0.060 Uiso 1 1 calc R
C2 C 0.4331(3) 0.0444(3) 0.7798(5) 0.0629(16) Uani 1 1 d .
H2 H 0.4098 0.0283 0.8283 0.076 Uiso 1 1 calc R
C3 C 0.4535(3) 0.0963(3) 0.7935(5) 0.071(2) Uani 1 1 d .
H3 H 0.4451 0.1160 0.8522 0.086 Uiso 1 1 calc R
C4 C 0.4871(3) 0.1209(3) 0.7208(5) 0.0645(17) Uani 1 1 d .
H4 H 0.5013 0.1573 0.7279 0.077 Uiso 1 1 calc R
C5 C 0.4982(2) 0.0892(3) 0.6392(4) 0.0502(14) Uani 1 1 d .
C6 C 0.5331(2) 0.1077(3) 0.5601(4) 0.0515(14) Uani 1 1 d .
C7 C 0.5646(2) 0.1528(3) 0.5398(5) 0.0566(15) Uani 1 1 d .
H7 H 0.5685 0.1855 0.5780 0.068 Uiso 1 1 calc R
C8 C 0.6274(2) 0.1758(2) 0.3966(5) 0.0537(15) Uani 1 1 d .
H8A H 0.6371 0.2093 0.4349 0.064 Uiso 1 1 calc R
H8B H 0.6088 0.1879 0.3353 0.064 Uiso 1 1 calc R
C9 C 0.6793(2) 0.1453(2) 0.3708(5) 0.0506(14) Uani 1 1 d .
C10 C 0.6814(2) 0.1174(2) 0.2806(5) 0.0521(14) Uani 1 1 d .
C11 C 0.6373(3) 0.1145(3) 0.2129(5) 0.0591(16) Uani 1 1 d .
H11 H 0.6035 0.1326 0.2282 0.071 Uiso 1 1 calc R
C12 C 0.6416(3) 0.0869(3) 0.1273(5) 0.0723(19) Uani 1 1 d .
H12 H 0.6112 0.0864 0.0828 0.087 Uiso 1 1 calc R
C13 C 0.6911(3) 0.0585(3) 0.1026(5) 0.076(2) Uani 1 1 d .
H13 H 0.6939 0.0385 0.0426 0.091 Uiso 1 1 calc R
C14 C 0.7329(3) 0.0605(3) 0.1647(6) 0.077(2) Uani 1 1 d .
H14 H 0.7660 0.0414 0.1480 0.092 Uiso 1 1 calc R
C15 C 0.7311(3) 0.0896(3) 0.2547(5) 0.0611(18) Uani 1 1 d .
C16 C 0.7758(2) 0.0895(3) 0.3213(6) 0.0605(17) Uani 1 1 d .
H16 H 0.8091 0.0710 0.3033 0.073 Uiso 1 1 calc R
C17 C 0.7730(2) 0.1151(3) 0.4106(6) 0.0635(18) Uani 1 1 d .
C18 C 0.8182(3) 0.1129(3) 0.4782(7) 0.077(2) Uani 1 1 d .
H18 H 0.8514 0.0942 0.4610 0.093 Uiso 1 1 calc R
C19 C 0.8133(3) 0.1372(4) 0.5648(8) 0.093(3) Uani 1 1 d .
H19 H 0.8428 0.1345 0.6107 0.112 Uiso 1 1 calc R
C20 C 0.7661(3) 0.1665(3) 0.5904(7) 0.086(2) Uani 1 1 d .
H20 H 0.7646 0.1844 0.6526 0.103 Uiso 1 1 calc R
C21 C 0.7229(3) 0.1700(3) 0.5298(6) 0.0669(18) Uani 1 1 d .
H21 H 0.6909 0.1898 0.5501 0.080 Uiso 1 1 calc R
C22 C 0.7238(2) 0.1447(2) 0.4361(5) 0.0513(15) Uani 1 1 d .
N1 n 0.58859(18) 0.1410(2) 0.4553(4) 0.0525(12) Uani 1 1 d .
N2 n 0.57340(17) 0.09215(18) 0.4199(3) 0.0453(11) Uani 1 1 d .
N3 n 0.53942(17) 0.07167(19) 0.4851(3) 0.0447(11) Uani 1 1 d .
N4 n 0.47782(16) 0.03738(19) 0.6267(3) 0.0428(10) Uani 1 1 d .
Pd1 Pd 0.5000 0.0000 0.5000 0.0380(2) Uani 1 2 d S
B1 B 0.6246(11) 0.2503(4) 0.7136(10) 0.117(7) Uani 0.75 1 d P
F1 F 0.6227(4) 0.2618(2) 0.6183(5) 0.132(3) Uani 0.75 1 d P
F2 F 0.6779(8) 0.2350(12) 0.7226(9) 0.337(15) Uani 0.75 1 d P
F3 F 0.6060(11) 0.2046(5) 0.7342(7) 0.286(12) Uani 0.75 1 d P
F4 F 0.6196(5) 0.2887(3) 0.7755(6) 0.163(4) Uani 0.75 1 d P
B2 B 0.5000 0.2500 0.3750 0.056(4) Uani 1 4 d S
F5 F 0.51543(14) 0.20622(15) 0.3168(3) 0.0753(11) 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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
N4 C1 C2 121.0(6) . .
N4 C1 H1 119.5 . .
C2 C1 H1 119.5 . .
C3 C2 C1 120.3(6) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C2 C3 C4 120.0(6) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C5 C4 C3 116.3(7) . .
C5 C4 H4 121.8 . .
C3 C4 H4 121.8 . .
N4 C5 C4 123.0(5) . .
N4 C5 C6 114.0(5) . .
C4 C5 C6 123.0(6) . .
N3 C6 C7 107.5(5) . .
N3 C6 C5 115.4(5) . .
C7 C6 C5 137.0(6) . .
N1 C7 C6 104.5(6) . .
N1 C7 H7 127.7 . .
C6 C7 H7 127.7 . .
N1 C8 C9 112.0(4) . .
N1 C8 H8A 109.2 . .
C9 C8 H8A 109.2 . .
N1 C8 H8B 109.2 . .
C9 C8 H8B 109.2 . .
H8A C8 H8B 107.9 . .
C22 C9 C10 121.7(5) . .
C22 C9 C8 120.1(6) . .
C10 C9 C8 118.2(6) . .
C9 C10 C11 124.6(5) . .
C9 C10 C15 118.4(6) . .
C11 C10 C15 117.0(6) . .
C12 C11 C10 122.0(6) . .
C12 C11 H11 119.0 . .
C10 C11 H11 119.0 . .
C11 C12 C13 120.7(7) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C14 C13 C12 118.5(7) . .
C14 C13 H13 120.7 . .
C12 C13 H13 120.7 . .
C13 C14 C15 123.3(7) . .
C13 C14 H14 118.4 . .
C15 C14 H14 118.4 . .
C16 C15 C14 122.1(6) . .
C16 C15 C10 119.4(7) . .
C14 C15 C10 118.5(7) . .
C17 C16 C15 122.1(6) . .
C17 C16 H16 119.0 . .
C15 C16 H16 119.0 . .
C16 C17 C18 121.1(7) . .
C16 C17 C22 119.0(6) . .
C18 C17 C22 119.9(7) . .
C19 C18 C17 119.2(8) . .
C19 C18 H18 120.4 . .
C17 C18 H18 120.4 . .
C18 C19 C20 121.7(8) . .
C18 C19 H19 119.2 . .
C20 C19 H19 119.2 . .
C21 C20 C19 121.4(9) . .
C21 C20 H20 119.3 . .
C19 C20 H20 119.3 . .
C20 C21 C22 121.2(7) . .
C20 C21 H21 119.4 . .
C22 C21 H21 119.4 . .
C9 C22 C21 123.9(6) . .
C9 C22 C17 119.5(6) . .
C21 C22 C17 116.6(6) . .
C7 N1 N2 112.7(5) . .
C7 N1 C8 128.3(5) . .
N2 N1 C8 118.9(5) . .
N3 N2 N1 105.4(4) . .
N2 N3 C6 109.8(5) . .
N2 N3 Pd1 134.6(4) . .
C6 N3 Pd1 115.6(4) . .
C1 N4 C5 119.3(5) . .
C1 N4 Pd1 125.6(4) . .
C5 N4 Pd1 115.1(3) . .
N3 Pd1 N3 180.0(3) 9_656 .
N3 Pd1 N4 79.87(18) 9_656 9_656
N3 Pd1 N4 100.13(18) . 9_656
N3 Pd1 N4 100.13(18) 9_656 .
N3 Pd1 N4 79.87(18) . .
N4 Pd1 N4 180.0(2) 9_656 .
F3 B1 F4 118.5(18) . .
F3 B1 F1 113.6(11) . .
F4 B1 F1 119.6(10) . .
F3 B1 F2 94.7(16) . .
F4 B1 F2 103.4(18) . .
F1 B1 F2 100.4(18) . .
F5 B2 F5 109.39(19) 16_656 .
F5 B2 F5 109.6(4) 16_656 11_666
F5 B2 F5 109.39(19) . 11_666
F5 B2 F5 109.39(19) 16_656 6_554
F5 B2 F5 109.6(4) . 6_554
F5 B2 F5 109.39(19) 11_666 6_554
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N4 1.331(6) .
C1 C2 1.367(9) .
C1 H1 0.9500 .
C2 C3 1.360(10) .
C2 H2 0.9500 .
C3 C4 1.409(9) .
C3 H3 0.9500 .
C4 C5 1.372(9) .
C4 H4 0.9500 .
C5 N4 1.356(7) .
C5 C6 1.438(8) .
C6 N3 1.349(7) .
C6 C7 1.355(8) .
C7 N1 1.316(8) .
C7 H7 0.9500 .
C8 N1 1.491(7) .
C8 C9 1.495(7) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C22 1.392(8) .
C9 C10 1.398(9) .
C10 C11 1.409(9) .
C10 C15 1.419(8) .
C11 C12 1.344(10) .
C11 H11 0.9500 .
C12 C13 1.417(10) .
C12 H12 0.9500 .
C13 C14 1.317(11) .
C13 H13 0.9500 .
C14 C15 1.410(10) .
C14 H14 0.9500 .
C15 C16 1.409(10) .
C16 C17 1.363(10) .
C16 H16 0.9500 .
C17 C18 1.428(10) .
C17 C22 1.428(8) .
C18 C19 1.318(12) .
C18 H18 0.9500 .
C19 C20 1.384(12) .
C19 H19 0.9500 .
C20 C21 1.332(11) .
C20 H20 0.9500 .
C21 C22 1.412(10) .
C21 H21 0.9500 .
N1 N2 1.324(7) .
N2 N3 1.304(6) .
N3 Pd1 1.986(4) .
N4 Pd1 2.015(4) .
Pd1 N3 1.986(4) 9_656
Pd1 N4 2.015(4) 9_656
B1 F3 1.222(17) .
B1 F4 1.259(14) .
B1 F1 1.323(14) .
B1 F2 1.35(2) .
B2 F5 1.372(4) 16_656
B2 F5 1.372(4) .
B2 F5 1.372(4) 11_666
B2 F5 1.372(4) 6_554
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_4
N4 C1 C2 C3 -1.3(10) .
C1 C2 C3 C4 1.4(11) .
C2 C3 C4 C5 -1.2(10) .
C3 C4 C5 N4 0.9(9) .
C3 C4 C5 C6 -178.0(6) .
N4 C5 C6 N3 1.4(7) .
C4 C5 C6 N3 -179.6(5) .
N4 C5 C6 C7 -175.9(7) .
C4 C5 C6 C7 3.2(11) .
N3 C6 C7 N1 -1.0(7) .
C5 C6 C7 N1 176.4(6) .
N1 C8 C9 C22 -86.6(6) .
N1 C8 C9 C10 92.9(6) .
C22 C9 C10 C11 177.5(5) .
C8 C9 C10 C11 -1.9(8) .
C22 C9 C10 C15 -2.2(8) .
C8 C9 C10 C15 178.4(5) .
C9 C10 C11 C12 -179.8(6) .
C15 C10 C11 C12 -0.1(9) .
C10 C11 C12 C13 1.1(10) .
C11 C12 C13 C14 -1.1(11) .
C12 C13 C14 C15 0.0(11) .
C13 C14 C15 C16 177.8(6) .
C13 C14 C15 C10 1.0(10) .
C9 C10 C15 C16 1.9(8) .
C11 C10 C15 C16 -177.8(5) .
C9 C10 C15 C14 178.8(5) .
C11 C10 C15 C14 -0.9(8) .
C14 C15 C16 C17 -176.4(6) .
C10 C15 C16 C17 0.4(9) .
C15 C16 C17 C18 178.0(6) .
C15 C16 C17 C22 -2.5(9) .
C16 C17 C18 C19 -178.5(7) .
C22 C17 C18 C19 1.9(10) .
C17 C18 C19 C20 -2.5(12) .
C18 C19 C20 C21 2.1(12) .
C19 C20 C21 C22 -1.1(11) .
C10 C9 C22 C21 -176.9(5) .
C8 C9 C22 C21 2.5(8) .
C10 C9 C22 C17 0.1(8) .
C8 C9 C22 C17 179.6(5) .
C20 C21 C22 C9 177.7(6) .
C20 C21 C22 C17 0.6(9) .
C16 C17 C22 C9 2.2(8) .
C18 C17 C22 C9 -178.2(5) .
C16 C17 C22 C21 179.4(5) .
C18 C17 C22 C21 -1.0(8) .
C6 C7 N1 N2 1.4(7) .
C6 C7 N1 C8 179.2(5) .
C9 C8 N1 C7 127.9(7) .
C9 C8 N1 N2 -54.4(7) .
C7 N1 N2 N3 -1.2(6) .
C8 N1 N2 N3 -179.2(4) .
N1 N2 N3 C6 0.5(5) .
N1 N2 N3 Pd1 -175.5(4) .
C7 C6 N3 N2 0.3(6) .
C5 C6 N3 N2 -177.7(4) .
C7 C6 N3 Pd1 177.2(4) .
C5 C6 N3 Pd1 -0.8(6) .
C2 C1 N4 C5 0.9(8) .
C2 C1 N4 Pd1 -179.6(4) .
C4 C5 N4 C1 -0.8(8) .
C6 C5 N4 C1 178.2(5) .
C4 C5 N4 Pd1 179.7(5) .
C6 C5 N4 Pd1 -1.3(6) .
N2 N3 Pd1 N3 -101(100) 9_656
C6 N3 Pd1 N3 83(100) 9_656
N2 N3 Pd1 N4 -4.0(5) 9_656
C6 N3 Pd1 N4 -179.9(4) 9_656
N2 N3 Pd1 N4 176.0(5) .
C6 N3 Pd1 N4 0.1(4) .
C1 N4 Pd1 N3 1.2(4) 9_656
C5 N4 Pd1 N3 -179.3(4) 9_656
C1 N4 Pd1 N3 -178.8(4) .
C5 N4 Pd1 N3 0.7(4) .
C1 N4 Pd1 N4 25(100) 9_656
C5 N4 Pd1 N4 -155(100) 9_656
