#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/28/4342849.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_4342849
loop_
_publ_author_name
'Ali, Akram'
'Barman, Suman K.'
'Mukherjee, Rabindranath'
_publ_section_title
;
 Palladium(II) Complex of a Redox-Active Amidophenolate-Based O,N,S,N
 Ligand: Its Monocation and Dication and Reactivity with PPh3.
;
_journal_issue                   11
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5182
_journal_page_last               5194
_journal_paper_doi               10.1021/ic503103e
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C28 H34 Cl2 F6 N2 O P Pd S'
_chemical_formula_sum            'C28 H34 Cl2 F6 N2 O P Pd S'
_chemical_formula_weight         768.90
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.245(2)
_cell_angle_beta                 101.789(2)
_cell_angle_gamma                99.790(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0900(14)
_cell_length_b                   10.8613(15)
_cell_length_c                   15.041(2)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      1.94
_cell_volume                     1562.7(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART APEX'
_computing_data_reduction        'Bruker SAINT PLUS'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97(Altomare, et. al. 1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8399
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.945
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             778
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.325
_refine_diff_density_min         -1.885
_refine_diff_density_rms         0.196
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         5684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1254P)²+7.2720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2179
_reflns_number_gt                4692
_reflns_number_total             5684
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic503103e_si_002.cif
_cod_data_source_block           30apram
_cod_depositor_comments
'Adding full bibliography for 4342848--4342851.cif.'
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               4342849
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.13068(5) 0.13611(5) 0.48793(3) 0.0238(2) Uani 1 1 d .
P1A P 0.5000 0.5000 0.5000 0.0263(6) Uani 1 2 d S
S1 S 0.06560(19) 0.01786(17) 0.34677(12) 0.0296(4) Uani 1 1 d .
P1B P 0.0000 0.0000 0.0000 0.0539(10) Uani 1 2 d S
F4 F 0.3792(4) 0.5095(4) 0.4156(3) 0.0374(10) Uani 1 1 d .
F5 F 0.5016(5) 0.3587(4) 0.4528(3) 0.0416(11) Uani 1 1 d .
Cl1 Cl 0.2522(6) 0.6274(5) 0.0396(4) 0.1356(17) Uani 1 1 d .
F6 F 0.3872(5) 0.4436(5) 0.5516(4) 0.0465(12) Uani 1 1 d .
F2 F -0.0967(6) -0.1343(6) -0.0554(4) 0.0639(16) Uani 1 1 d .
F3 F 0.0631(6) -0.0674(6) 0.0813(3) 0.0647(16) Uani 1 1 d .
F1 F 0.1191(5) -0.0272(6) -0.0513(3) 0.0619(16) Uani 1 1 d .
Cl2 Cl 0.0090(8) 0.5886(6) -0.1011(4) 0.172(3) Uani 1 1 d .
O1 O 0.1980(5) 0.2141(5) 0.6234(3) 0.0285(11) Uani 1 1 d .
C4 C 0.3722(9) 0.4035(7) 0.7927(6) 0.042(2) Uani 1 1 d .
H18A H 0.3613 0.4812 0.8271 0.063 Uiso 1 1 calc R
H18B H 0.3388 0.4013 0.7278 0.063 Uiso 1 1 calc R
H18C H 0.4683 0.3991 0.8051 0.063 Uiso 1 1 calc R
N1 N 0.2465(6) 0.0145(5) 0.5228(4) 0.0244(12) Uani 1 1 d .
C2 C 0.3075(7) 0.1649(7) 0.7666(5) 0.0279(15) Uani 1 1 d .
C15 C 0.2823(7) -0.0631(6) 0.4513(4) 0.0223(13) Uani 1 1 d .
N2 N 0.0208(6) 0.2674(5) 0.4478(4) 0.0251(12) Uani 1 1 d .
C7 C 0.3674(7) 0.0781(7) 0.8072(5) 0.0267(15) Uani 1 1 d .
H14 H 0.3962 0.0948 0.8713 0.032 Uiso 1 1 calc R
C20 C 0.2097(7) -0.0616(6) 0.3601(5) 0.0271(15) Uani 1 1 d .
C24 C -0.0497(8) 0.3939(7) 0.3393(5) 0.0339(17) Uani 1 1 d .
H24 H -0.0408 0.4255 0.2861 0.041 Uiso 1 1 calc R
C9 C 0.4568(7) -0.1269(7) 0.8141(5) 0.0286(15) Uani 1 1 d .
C22 C 0.1357(8) 0.2665(7) 0.3195(5) 0.0348(17) Uani 1 1 d .
H22A H 0.1496 0.3206 0.2747 0.042 Uiso 1 1 calc R
H22B H 0.2235 0.2778 0.3637 0.042 Uiso 1 1 calc R
C8 C 0.3897(7) -0.0366(7) 0.7593(5) 0.0261(14) Uani 1 1 d .
C16 C 0.3828(7) -0.1323(6) 0.4609(5) 0.0275(15) Uani 1 1 d .
H6 H 0.4320 -0.1343 0.5199 0.033 Uiso 1 1 calc R
C25 C -0.1444(8) 0.4304(7) 0.3887(5) 0.0340(17) Uani 1 1 d .
H25 H -0.2011 0.4842 0.3673 0.041 Uiso 1 1 calc R
C13 C 0.3487(7) -0.0630(6) 0.6640(5) 0.0250(14) Uani 1 1 d .
H8 H 0.3606 -0.1381 0.6311 0.030 Uiso 1 1 calc R
C23 C 0.0306(8) 0.3105(7) 0.3703(5) 0.0287(15) Uani 1 1 d .
C21 C 0.0943(8) 0.1298(8) 0.2700(5) 0.0376(18) Uani 1 1 d .
H21A H 0.1662 0.1098 0.2398 0.045 Uiso 1 1 calc R
H21B H 0.0101 0.1195 0.2225 0.045 Uiso 1 1 calc R
C19 C 0.2364(8) -0.1313(7) 0.2842(5) 0.0306(16) Uani 1 1 d .
H3 H 0.1855 -0.1317 0.2251 0.037 Uiso 1 1 calc R
C1 C 0.2620(7) 0.1380(6) 0.6684(5) 0.0246(14) Uani 1 1 d .
C14 C 0.2887(7) 0.0245(7) 0.6167(5) 0.0273(15) Uani 1 1 d .
C18 C 0.3379(8) -0.1996(7) 0.2963(5) 0.0342(17) Uani 1 1 d .
H4 H 0.3564 -0.2461 0.2449 0.041 Uiso 1 1 calc R
C17 C 0.4146(7) -0.2009(7) 0.3846(5) 0.0290(15) Uani 1 1 d .
H5 H 0.4852 -0.2463 0.3925 0.035 Uiso 1 1 calc R
C11 C 0.3524(8) -0.1885(7) 0.8640(5) 0.0350(17) Uani 1 1 d .
H12A H 0.3930 -0.2448 0.8999 0.052 Uiso 1 1 calc R
H12B H 0.2710 -0.2358 0.8194 0.052 Uiso 1 1 calc R
H12C H 0.3279 -0.1236 0.9042 0.052 Uiso 1 1 calc R
C27 C -0.0689(7) 0.3037(6) 0.4971(5) 0.0263(15) Uani 1 1 d .
H27 H -0.0740 0.2725 0.5510 0.032 Uiso 1 1 calc R
C26 C -0.1533(8) 0.3862(7) 0.4694(6) 0.0371(18) Uani 1 1 d .
H26 H -0.2140 0.4110 0.5040 0.044 Uiso 1 1 calc R
C12 C 0.4991(9) -0.2303(8) 0.7520(5) 0.0389(19) Uani 1 1 d .
H11A H 0.5646 -0.1915 0.7209 0.058 Uiso 1 1 calc R
H11B H 0.4188 -0.2793 0.7071 0.058 Uiso 1 1 calc R
H11C H 0.5405 -0.2851 0.7890 0.058 Uiso 1 1 calc R
C3 C 0.2893(8) 0.2897(7) 0.8214(5) 0.0347(17) Uani 1 1 d .
C10 C 0.5868(8) -0.0518(7) 0.8864(5) 0.0351(17) Uani 1 1 d .
H13A H 0.6525 -0.0124 0.8557 0.053 Uiso 1 1 calc R
H13B H 0.6272 -0.1086 0.9218 0.053 Uiso 1 1 calc R
H13C H 0.5618 0.0125 0.9268 0.053 Uiso 1 1 calc R
C5 C 0.1375(9) 0.2980(8) 0.8050(6) 0.045(2) Uani 1 1 d .
H17A H 0.1288 0.3761 0.8401 0.068 Uiso 1 1 calc R
H17B H 0.0867 0.2275 0.8242 0.068 Uiso 1 1 calc R
H17C H 0.1011 0.2956 0.7405 0.068 Uiso 1 1 calc R
C6 C 0.3423(10) 0.2975(8) 0.9258(5) 0.044(2) Uani 1 1 d .
H19A H 0.3302 0.3758 0.9585 0.065 Uiso 1 1 calc R
H19B H 0.4387 0.2942 0.9390 0.065 Uiso 1 1 calc R
H19C H 0.2912 0.2272 0.9450 0.065 Uiso 1 1 calc R
C1S C 0.107(3) 0.687(2) -0.0005(13) 0.150(8) Uani 1 1 d .
H1S1 H 0.0523 0.6919 0.0457 0.180 Uiso 1 1 calc R
H1S2 H 0.1343 0.7723 -0.0121 0.180 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'
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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
N1 Pd1 O1 82.9(2) . .
N1 Pd1 N2 176.1(2) . .
O1 Pd1 N2 98.1(2) . .
N1 Pd1 S1 87.44(16) . .
O1 Pd1 S1 169.54(14) . .
N2 Pd1 S1 91.84(16) . .
F6 P1A F6 180.000(1) 2_666 .
F6 P1A F4 89.8(2) 2_666 2_666
F6 P1A F4 90.2(2) . 2_666
F6 P1A F4 90.2(2) 2_666 .
F6 P1A F4 89.8(2) . .
F4 P1A F4 180.000(1) 2_666 .
F6 P1A F5 89.6(3) 2_666 2_666
F6 P1A F5 90.4(3) . 2_666
F4 P1A F5 90.8(2) 2_666 2_666
F4 P1A F5 89.2(2) . 2_666
F6 P1A F5 90.4(3) 2_666 .
F6 P1A F5 89.6(3) . .
F4 P1A F5 89.2(2) 2_666 .
F4 P1A F5 90.8(2) . .
F5 P1A F5 180.000(1) 2_666 .
C20 S1 C21 107.1(3) . .
C20 S1 Pd1 95.5(2) . .
C21 S1 Pd1 104.7(3) . .
F3 P1B F3 180.0(4) . 2
F3 P1B F1 90.2(3) . .
F3 P1B F1 89.8(3) 2 .
F3 P1B F1 89.8(3) . 2
F3 P1B F1 90.2(3) 2 2
F1 P1B F1 180.0(3) . 2
F3 P1B F2 89.7(3) . 2
F3 P1B F2 90.3(3) 2 2
F1 P1B F2 90.1(3) . 2
F1 P1B F2 89.9(3) 2 2
F3 P1B F2 90.3(3) . .
F3 P1B F2 89.7(3) 2 .
F1 P1B F2 89.9(3) . .
F1 P1B F2 90.1(3) 2 .
F2 P1B F2 180.0(5) 2 .
C1 O1 Pd1 110.2(4) . .
C14 N1 C15 129.2(6) . .
C14 N1 Pd1 112.8(4) . .
C15 N1 Pd1 117.8(4) . .
C7 C2 C1 117.2(6) . .
C7 C2 C3 123.1(6) . .
C1 C2 C3 119.7(6) . .
C16 C15 N1 126.7(6) . .
C16 C15 C20 117.5(6) . .
N1 C15 C20 115.6(5) . .
C23 N2 C27 120.6(6) . .
C23 N2 Pd1 119.9(5) . .
C27 N2 Pd1 119.4(5) . .
C2 C7 C8 125.1(6) . .
C19 C20 C15 121.4(6) . .
C19 C20 S1 120.3(5) . .
C15 C20 S1 117.8(5) . .
C23 C24 C25 119.5(7) . .
C8 C9 C12 112.2(6) . .
C8 C9 C11 108.0(5) . .
C12 C9 C11 109.6(6) . .
C8 C9 C10 109.7(6) . .
C12 C9 C10 108.3(6) . .
C11 C9 C10 109.0(6) . .
C21 C22 C23 114.3(6) . .
C13 C8 C7 118.5(6) . .
C13 C8 C9 122.0(6) . .
C7 C8 C9 119.5(6) . .
C15 C16 C17 122.0(7) . .
C26 C25 C24 119.7(6) . .
C8 C13 C14 119.6(6) . .
N2 C23 C24 120.5(7) . .
N2 C23 C22 117.4(6) . .
C24 C23 C22 122.1(7) . .
C22 C21 S1 113.1(5) . .
C18 C19 C20 119.5(7) . .
O1 C1 C2 121.4(6) . .
O1 C1 C14 119.2(6) . .
C2 C1 C14 119.3(6) . .
N1 C14 C13 126.8(6) . .
N1 C14 C1 113.0(6) . .
C13 C14 C1 120.1(6) . .
C19 C18 C17 121.0(7) . .
C18 C17 C16 118.4(7) . .
N2 C27 C26 121.8(7) . .
C25 C26 C27 117.9(7) . .
C5 C3 C6 107.0(7) . .
C5 C3 C4 110.0(6) . .
C6 C3 C4 108.4(7) . .
C5 C3 C2 111.0(6) . .
C6 C3 C2 110.9(6) . .
C4 C3 C2 109.5(6) . .
Cl2 C1S Cl1 109.0(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 N1 1.965(5) .
Pd1 O1 2.018(5) .
Pd1 N2 2.035(5) .
Pd1 S1 2.2248(18) .
P1A F6 1.592(4) 2_666
P1A F6 1.592(4) .
P1A F4 1.599(4) 2_666
P1A F4 1.599(4) .
P1A F5 1.600(4) 2_666
P1A F5 1.600(4) .
S1 C20 1.805(7) .
S1 C21 1.820(8) .
P1B F3 1.591(5) .
P1B F3 1.591(5) 2
P1B F1 1.601(5) .
P1B F1 1.601(5) 2
P1B F2 1.616(6) 2
P1B F2 1.616(6) .
Cl1 C1S 1.74(2) .
Cl2 C1S 1.72(2) .
O1 C1 1.312(8) .
C4 C3 1.537(12) .
N1 C14 1.372(9) .
N1 C15 1.414(8) .
C2 C7 1.355(9) .
C2 C1 1.425(9) .
C2 C3 1.542(9) .
C15 C16 1.359(9) .
C15 C20 1.421(9) .
N2 C23 1.332(9) .
N2 C27 1.354(9) .
C7 C8 1.424(10) .
C20 C19 1.376(10) .
C24 C23 1.383(10) .
C24 C25 1.398(11) .
C9 C8 1.526(9) .
C9 C12 1.530(10) .
C9 C11 1.533(10) .
C9 C10 1.539(10) .
C22 C21 1.510(11) .
C22 C23 1.528(10) .
C8 C13 1.382(10) .
C16 C17 1.401(10) .
C25 C26 1.381(12) .
C13 C14 1.411(9) .
C19 C18 1.361(10) .
C1 C14 1.456(9) .
C18 C17 1.397(10) .
C27 C26 1.387(10) .
C3 C5 1.521(11) .
C3 C6 1.536(10) .
