#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:00:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179358 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/55/4325552.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_4325552
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         'C30 H28 N8 Pd, 2(C2 H3 N), 2 (B F4)'
_chemical_formula_sum            'C34 H34 B2 F8 N10 Pd'
_chemical_formula_weight         862.73
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 98.057(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.0379(9)
_cell_length_b                   10.7240(8)
_cell_length_c                   15.4582(11)
_cell_measurement_reflns_used    6456
_cell_measurement_temperature    91(2)
_cell_measurement_theta_max      24.68
_cell_measurement_theta_min      2.32
_cell_volume                     1811.7(2)
_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  0.0597
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30234
_diffrn_reflns_theta_full        25.26
_diffrn_reflns_theta_max         25.26
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  0.9429
_exptl_absorpt_correction_T_min  0.8232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3274
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0257
_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)+(0.0224P)²+1.4941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0635
_reflns_number_gt                2725
_reflns_number_total             3274
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200789b_si_001_09.cif
_cod_data_source_block           820915
_cod_database_code               4325552
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.0000 0.01213(8) Uani 1 2 d S
N1 n 0.73345(16) 0.42715(17) -0.05233(11) 0.0142(4) Uani 1 1 d .
N2 n 0.62329(16) 0.38576(17) -0.03825(12) 0.0157(4) Uani 1 1 d .
N3 n 0.61385(17) 0.26597(17) -0.05631(12) 0.0172(4) Uani 1 1 d .
N4 n 0.55398(16) 0.62992(17) -0.08238(11) 0.0135(4) Uani 1 1 d .
C1 C 0.4699(2) 0.7022(2) -0.13020(14) 0.0173(5) Uani 1 1 d .
H1 H 0.3860 0.6925 -0.1238 0.021 Uiso 1 1 calc R
C2 C 0.5021(2) 0.7901(2) -0.18821(15) 0.0197(5) Uani 1 1 d .
H2 H 0.4414 0.8411 -0.2204 0.024 Uiso 1 1 calc R
C3 C 0.6237(2) 0.8027(2) -0.19881(14) 0.0196(5) Uani 1 1 d .
H3 H 0.6479 0.8630 -0.2380 0.024 Uiso 1 1 calc R
C4 C 0.7099(2) 0.7260(2) -0.15141(14) 0.0170(5) Uani 1 1 d .
H4 H 0.7936 0.7319 -0.1589 0.020 Uiso 1 1 calc R
C5 C 0.6731(2) 0.6412(2) -0.09337(14) 0.0148(5) Uani 1 1 d .
C6 C 0.7639(2) 0.5590(2) -0.03828(15) 0.0164(5) Uani 1 1 d .
H6A H 0.8469 0.5749 -0.0532 0.020 Uiso 1 1 calc R
H6B H 0.7645 0.5798 0.0242 0.020 Uiso 1 1 calc R
C7 C 0.7974(2) 0.3321(2) -0.07913(14) 0.0165(5) Uani 1 1 d .
H7 H 0.8782 0.3347 -0.0937 0.020 Uiso 1 1 calc R
C8 C 0.7217(2) 0.2299(2) -0.08122(14) 0.0169(5) Uani 1 1 d .
C9 C 0.7429(2) 0.0982(2) -0.10664(15) 0.0222(5) Uani 1 1 d .
H9A H 0.8171 0.0954 -0.1359 0.027 Uiso 1 1 calc R
H9B H 0.6729 0.0709 -0.1496 0.027 Uiso 1 1 calc R
C10 C 0.7587(2) 0.0069(2) -0.03088(15) 0.0182(5) Uani 1 1 d .
C11 C 0.8606(2) -0.0702(2) -0.01678(16) 0.0226(5) Uani 1 1 d .
H11 H 0.9224 -0.0639 -0.0537 0.027 Uiso 1 1 calc R
C12 C 0.8730(2) -0.1564(2) 0.05076(17) 0.0282(6) Uani 1 1 d .
H12 H 0.9434 -0.2082 0.0602 0.034 Uiso 1 1 calc R
C13 C 0.7836(2) -0.1674(2) 0.10419(18) 0.0312(6) Uani 1 1 d .
H13 H 0.7927 -0.2263 0.1505 0.037 Uiso 1 1 calc R
C14 C 0.6805(2) -0.0923(2) 0.09023(18) 0.0312(6) Uani 1 1 d .
H14 H 0.6181 -0.1007 0.1264 0.037 Uiso 1 1 calc R
C15 C 0.6685(2) -0.0050(2) 0.02327(16) 0.0249(5) Uani 1 1 d .
H15 H 0.5983 0.0471 0.0143 0.030 Uiso 1 1 calc R
B1 B 0.9333(2) -0.5726(3) 0.15476(17) 0.0191(6) Uani 1 1 d .
F1 F 0.98994(13) -0.59401(14) 0.23891(9) 0.0334(4) Uani 1 1 d .
F2 F 0.97374(13) -0.65773(15) 0.09843(10) 0.0382(4) Uani 1 1 d .
F3 F 0.96161(13) -0.45161(14) 0.12996(9) 0.0327(4) Uani 1 1 d .
F4 F 0.80657(12) -0.58222(14) 0.15117(9) 0.0304(4) Uani 1 1 d .
C100 C 0.4930(2) 0.5878(2) 0.25622(16) 0.0236(6) Uani 1 1 d .
C101 C 0.6228(3) 0.6182(3) 0.2650(2) 0.0459(8) Uani 1 1 d .
H10A H 0.6641 0.5601 0.2298 0.069 Uiso 1 1 calc R
H10B H 0.6588 0.6113 0.3265 0.069 Uiso 1 1 calc R
H10C H 0.6329 0.7036 0.2446 0.069 Uiso 1 1 calc R
N100 n 0.3917(2) 0.5643(2) 0.24918(13) 0.0292(5) 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'
N N 0.0061 0.0033 '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'
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
N2 Pd1 N2 180.0 3_665 .
N2 Pd1 N4 92.12(7) 3_665 .
N2 Pd1 N4 87.88(7) . .
N2 Pd1 N4 87.88(7) 3_665 3_665
N2 Pd1 N4 92.12(7) . 3_665
N4 Pd1 N4 180.00(7) . 3_665
C7 N1 N2 109.16(18) . .
C7 N1 C6 131.43(19) . .
N2 N1 C6 119.40(17) . .
N3 N2 N1 109.60(17) . .
N3 N2 Pd1 129.02(14) . .
N1 N2 Pd1 121.34(14) . .
N2 N3 C8 106.98(18) . .
C1 N4 C5 119.08(19) . .
C1 N4 Pd1 119.87(14) . .
C5 N4 Pd1 120.97(15) . .
N4 C1 C2 121.9(2) . .
N4 C1 H1 119.1 . .
C2 C1 H1 119.1 . .
C3 C2 C1 119.1(2) . .
C3 C2 H2 120.4 . .
C1 C2 H2 120.4 . .
C2 C3 C4 119.0(2) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C5 C4 C3 119.5(2) . .
C5 C4 H4 120.2 . .
C3 C4 H4 120.2 . .
N4 C5 C4 121.3(2) . .
N4 C5 C6 117.27(19) . .
C4 C5 C6 121.4(2) . .
N1 C6 C5 111.13(18) . .
N1 C6 H6A 109.4 . .
C5 C6 H6A 109.4 . .
N1 C6 H6B 109.4 . .
C5 C6 H6B 109.4 . .
H6A C6 H6B 108.0 . .
N1 C7 C8 105.62(19) . .
N1 C7 H7 127.2 . .
C8 C7 H7 127.2 . .
N3 C8 C7 108.6(2) . .
N3 C8 C9 121.4(2) . .
C7 C8 C9 130.0(2) . .
C8 C9 C10 114.36(19) . .
C8 C9 H9A 108.7 . .
C10 C9 H9A 108.7 . .
C8 C9 H9B 108.7 . .
C10 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
C11 C10 C15 118.9(2) . .
C11 C10 C9 120.5(2) . .
C15 C10 C9 120.6(2) . .
C12 C11 C10 120.4(2) . .
C12 C11 H11 119.8 . .
C10 C11 H11 119.8 . .
C13 C12 C11 120.4(2) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C12 C13 C14 119.9(2) . .
C12 C13 H13 120.1 . .
C14 C13 H13 120.1 . .
C13 C14 C15 119.9(2) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
C14 C15 C10 120.6(2) . .
C14 C15 H15 119.7 . .
C10 C15 H15 119.7 . .
F2 B1 F1 109.9(2) . .
F2 B1 F4 109.7(2) . .
F1 B1 F4 110.1(2) . .
F2 B1 F3 109.6(2) . .
F1 B1 F3 108.8(2) . .
F4 B1 F3 108.6(2) . .
N100 C100 C101 179.8(3) . .
C100 C101 H10A 109.5 . .
C100 C101 H10B 109.5 . .
H10A C101 H10B 109.5 . .
C100 C101 H10C 109.5 . .
H10A C101 H10C 109.5 . .
H10B C101 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 N2 1.9819(18) 3_665
Pd1 N2 1.9819(18) .
Pd1 N4 2.0324(18) .
Pd1 N4 2.0324(18) 3_665
N1 C7 1.338(3) .
N1 N2 1.341(2) .
N1 C6 1.463(3) .
N2 N3 1.316(3) .
N3 C8 1.358(3) .
N4 C1 1.348(3) .
N4 C5 1.354(3) .
C1 C2 1.381(3) .
C1 H1 0.9500 .
C2 C3 1.381(3) .
C2 H2 0.9500 .
C3 C4 1.387(3) .
C3 H3 0.9500 .
C4 C5 1.378(3) .
C4 H4 0.9500 .
C5 C6 1.506(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.376(3) .
C7 H7 0.9500 .
C8 C9 1.492(3) .
C9 C10 1.518(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.389(3) .
C10 C15 1.393(3) .
C11 C12 1.387(3) .
C11 H11 0.9500 .
C12 C13 1.377(4) .
C12 H12 0.9500 .
C13 C14 1.387(4) .
C13 H13 0.9500 .
C14 C15 1.389(4) .
C14 H14 0.9500 .
C15 H15 0.9500 .
B1 F2 1.378(3) .
B1 F1 1.381(3) .
B1 F4 1.396(3) .
B1 F3 1.401(3) .
C100 N100 1.136(3) .
C100 C101 1.457(4) .
C101 H10A 0.9800 .
C101 H10B 0.9800 .
C101 H10C 0.9800 .
