#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:49:25 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179079 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/41/4304113.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_4304113
loop_
_publ_author_name
'Shigehisa Akine'
'Ayako Akimoto'
'Takuya Shiga'
'Hiroki Oshio'
'Tatsuya Nabeshima'
_publ_section_title
;
Synthesis, Stability, and Complexation Behavior of Isolable Salen-Type
N2S2 and N2SO Ligands Based on Thiol and Oxime Functionalities
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              875
_journal_page_last               885
_journal_paper_doi               10.1021/ic701525c
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         C16H14N2O2PdS2
_chemical_formula_sum            'C16 H14 N2 O2 Pd S2'
_chemical_formula_weight         436.81
_chemical_name_common            '[Pd(tsalamo)]'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 96.51(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.943(4)
_cell_length_b                   19.877(8)
_cell_length_c                   10.037(4)
_cell_measurement_reflns_used    14697
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      3.27
_cell_volume                     1574.5(12)
_computing_cell_refinement       'Rapid AUTO (Rigaku Corp.)'
_computing_data_collection       'Rapid AUTO (Rigaku Corp.)'
_computing_data_reduction        'Rapid AUTO (Rigaku Corp.)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  ORTEP-3
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF99 (Beurskens et al., 1999)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS Rapid'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14697
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.27
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.453
_exptl_absorpt_correction_T_max  0.8115
_exptl_absorpt_correction_T_min  0.6696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Rapid AUTO (Rigaku Corp.)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.116
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3437
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0391
_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)+(0.0423P)²+3.4210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0895
_reflns_number_gt                3085
_reflns_number_total             3437
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701525c-file003_8.cif
_cod_data_source_block           Pd(L1)
_cod_original_cell_volume        1574.4(12)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               4304113
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.12535(3) 0.145259(12) 0.29809(2) 0.01725(10) Uani 1 1 d . . .
C1 C 0.2045(4) 0.29830(16) 0.1313(3) 0.0186(6) Uani 1 1 d . . .
C2 C 0.2674(4) 0.24216(17) 0.0675(3) 0.0198(6) Uani 1 1 d . . .
C3 C 0.3475(4) 0.25372(18) -0.0495(3) 0.0232(7) Uani 1 1 d . . .
H1 H 0.3956 0.2168 -0.0919 0.028 Uiso 1 1 calc R . .
C4 C 0.3573(5) 0.31737(19) -0.1035(4) 0.0267(7) Uani 1 1 d . . .
H2 H 0.4132 0.3238 -0.1813 0.032 Uiso 1 1 calc R . .
C5 C 0.2852(5) 0.37227(18) -0.0438(4) 0.0261(7) Uani 1 1 d . . .
H3 H 0.2870 0.4158 -0.0827 0.031 Uiso 1 1 calc R . .
C6 C 0.2114(4) 0.36222(17) 0.0723(4) 0.0224(7) Uani 1 1 d . . .
H4 H 0.1638 0.3996 0.1137 0.027 Uiso 1 1 calc R . .
S1 S 0.25385(11) 0.15800(4) 0.11203(8) 0.02114(18) Uani 1 1 d . . .
C7 C 0.1345(4) 0.29728(16) 0.2582(3) 0.0197(6) Uani 1 1 d . . .
H5 H 0.0993 0.3394 0.2902 0.024 Uiso 1 1 calc R . .
N1 N 0.1143(3) 0.24603(14) 0.3323(3) 0.0190(5) Uani 1 1 d . . .
O1 O 0.0381(3) 0.26626(12) 0.4491(2) 0.0234(5) Uani 1 1 d . . .
C8 C 0.1575(5) 0.25903(18) 0.5677(3) 0.0245(7) Uani 1 1 d . . .
H6 H 0.1075 0.2782 0.6453 0.029 Uiso 1 1 calc R . .
H7 H 0.2610 0.2851 0.5558 0.029 Uiso 1 1 calc R . .
C9 C 0.2058(4) 0.18721(18) 0.5977(3) 0.0250(7) Uani 1 1 d . . .
H8 H 0.2774 0.1707 0.5300 0.030 Uiso 1 1 calc R . .
H9 H 0.2731 0.1846 0.6868 0.030 Uiso 1 1 calc R . .
O2 O 0.0597(3) 0.14521(12) 0.5966(2) 0.0252(5) Uani 1 1 d . . .
N2 N 0.0097(4) 0.11827(14) 0.4675(3) 0.0206(6) Uani 1 1 d . . .
C10 C -0.1107(4) 0.07592(17) 0.4729(3) 0.0225(7) Uani 1 1 d . . .
H10 H -0.1553 0.0707 0.5562 0.027 Uiso 1 1 calc R . .
C11 C -0.1839(4) 0.03539(16) 0.3607(3) 0.0217(7) Uani 1 1 d . . .
C12 C -0.0926(4) 0.01348(16) 0.2558(4) 0.0214(7) Uani 1 1 d . . .
C13 C -0.1747(5) -0.02881(17) 0.1576(4) 0.0251(7) Uani 1 1 d . . .
H11 H -0.1144 -0.0450 0.0876 0.030 Uiso 1 1 calc R . .
C14 C -0.3422(5) -0.04754(18) 0.1605(4) 0.0295(8) Uani 1 1 d . . .
H12 H -0.3960 -0.0756 0.0918 0.035 Uiso 1 1 calc R . .
C15 C -0.4323(5) -0.02553(19) 0.2634(4) 0.0316(8) Uani 1 1 d . . .
H13 H -0.5474 -0.0381 0.2650 0.038 Uiso 1 1 calc R . .
C16 C -0.3518(5) 0.01486(18) 0.3631(4) 0.0271(7) Uani 1 1 d . . .
H14 H -0.4119 0.0289 0.4349 0.033 Uiso 1 1 calc R . .
S2 S 0.12127(11) 0.03344(4) 0.24476(9) 0.02303(18) 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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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
_geom_angle_publ_flag
N1 Pd1 N2 94.81(11) . . ?
N1 Pd1 S1 93.54(8) . . ?
N2 Pd1 S1 171.63(8) . . ?
N1 Pd1 S2 175.26(8) . . ?
N2 Pd1 S2 86.85(8) . . ?
S1 Pd1 S2 84.87(3) . . ?
C6 C1 C2 119.5(3) . . ?
C6 C1 C7 114.9(3) . . ?
C2 C1 C7 125.6(3) . . ?
C1 C2 C3 117.7(3) . . ?
C1 C2 S1 127.7(3) . . ?
C3 C2 S1 114.6(3) . . ?
C4 C3 C2 121.6(3) . . ?
C4 C3 H1 119.2 . . ?
C2 C3 H1 119.2 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H2 119.9 . . ?
C5 C4 H2 119.9 . . ?
C6 C5 C4 118.9(3) . . ?
C6 C5 H3 120.5 . . ?
C4 C5 H3 120.5 . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 H4 119.0 . . ?
C1 C6 H4 119.0 . . ?
C2 S1 Pd1 111.73(11) . . ?
N1 C7 C1 127.4(3) . . ?
N1 C7 H5 116.3 . . ?
C1 C7 H5 116.3 . . ?
C7 N1 O1 110.0(3) . . ?
C7 N1 Pd1 132.3(2) . . ?
O1 N1 Pd1 116.32(19) . . ?
N1 O1 C8 110.3(2) . . ?
O1 C8 C9 112.9(3) . . ?
O1 C8 H6 109.0 . . ?
C9 C8 H6 109.0 . . ?
O1 C8 H7 109.0 . . ?
C9 C8 H7 109.0 . . ?
H6 C8 H7 107.8 . . ?
O2 C9 C8 111.5(3) . . ?
O2 C9 H8 109.3 . . ?
C8 C9 H8 109.3 . . ?
O2 C9 H9 109.3 . . ?
C8 C9 H9 109.3 . . ?
H8 C9 H9 108.0 . . ?
N2 O2 C9 111.8(2) . . ?
C10 N2 O2 110.1(3) . . ?
C10 N2 Pd1 127.0(2) . . ?
O2 N2 Pd1 122.9(2) . . ?
N2 C10 C11 124.6(3) . . ?
N2 C10 H10 117.7 . . ?
C11 C10 H10 117.7 . . ?
C16 C11 C12 119.6(3) . . ?
C16 C11 C10 116.6(3) . . ?
C12 C11 C10 123.7(3) . . ?
C13 C12 C11 118.2(3) . . ?
C13 C12 S2 117.9(3) . . ?
C11 C12 S2 123.9(3) . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 H11 119.4 . . ?
C12 C13 H11 119.4 . . ?
C13 C14 C15 120.5(4) . . ?
C13 C14 H12 119.8 . . ?
C15 C14 H12 119.8 . . ?
C16 C15 C14 119.1(4) . . ?
C16 C15 H13 120.5 . . ?
C14 C15 H13 120.5 . . ?
C15 C16 C11 121.4(3) . . ?
C15 C16 H14 119.3 . . ?
C11 C16 H14 119.3 . . ?
C12 S2 Pd1 101.12(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N1 2.036(3) . ?
Pd1 N2 2.092(3) . ?
Pd1 S1 2.2418(11) . ?
Pd1 S2 2.2855(12) . ?
C1 C6 1.405(5) . ?
C1 C2 1.406(5) . ?
C1 C7 1.446(4) . ?
C2 C3 1.416(5) . ?
C2 S1 1.738(3) . ?
C3 C4 1.382(5) . ?
C3 H1 0.9500 . ?
C4 C5 1.399(5) . ?
C4 H2 0.9500 . ?
C5 C6 1.377(5) . ?
C5 H3 0.9500 . ?
C6 H4 0.9500 . ?
C7 N1 1.282(4) . ?
C7 H5 0.9500 . ?
N1 O1 1.436(3) . ?
O1 C8 1.442(4) . ?
C8 C9 1.500(5) . ?
C8 H6 0.9900 . ?
C8 H7 0.9900 . ?
C9 O2 1.428(4) . ?
C9 H8 0.9900 . ?
C9 H9 0.9900 . ?
O2 N2 1.416(4) . ?
N2 C10 1.280(4) . ?
C10 C11 1.451(5) . ?
C10 H10 0.9500 . ?
C11 C16 1.397(5) . ?
C11 C12 1.414(5) . ?
C12 C13 1.399(5) . ?
C12 S2 1.760(3) . ?
C13 C14 1.386(5) . ?
C13 H11 0.9500 . ?
C14 C15 1.391(5) . ?
C14 H12 0.9500 . ?
C15 C16 1.382(6) . ?
C15 H13 0.9500 . ?
C16 H14 0.9500 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 4.8(5) . . . . ?
C7 C1 C2 C3 -173.5(3) . . . . ?
C6 C1 C2 S1 -173.2(3) . . . . ?
C7 C1 C2 S1 8.5(5) . . . . ?
C1 C2 C3 C4 -2.9(5) . . . . ?
S1 C2 C3 C4 175.3(3) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C3 C4 C5 C6 2.9(5) . . . . ?
C4 C5 C6 C1 -0.9(5) . . . . ?
C2 C1 C6 C5 -3.0(5) . . . . ?
C7 C1 C6 C5 175.5(3) . . . . ?
C1 C2 S1 Pd1 -2.0(3) . . . . ?
C3 C2 S1 Pd1 180.0(2) . . . . ?
N1 Pd1 S1 C2 -6.40(15) . . . . ?
N2 Pd1 S1 C2 177.7(6) . . . . ?
S2 Pd1 S1 C2 169.12(13) . . . . ?
C6 C1 C7 N1 -179.9(3) . . . . ?
C2 C1 C7 N1 -1.5(5) . . . . ?
C1 C7 N1 O1 -179.1(3) . . . . ?
C1 C7 N1 Pd1 -13.0(5) . . . . ?
N2 Pd1 N1 C7 -165.7(3) . . . . ?
S1 Pd1 N1 C7 14.9(3) . . . . ?
S2 Pd1 N1 C7 -55.2(11) . . . . ?
N2 Pd1 N1 O1 -0.3(2) . . . . ?
S1 Pd1 N1 O1 -179.7(2) . . . . ?
S2 Pd1 N1 O1 110.2(9) . . . . ?
C7 N1 O1 C8 -111.7(3) . . . . ?
Pd1 N1 O1 C8 79.8(3) . . . . ?
N1 O1 C8 C9 -65.4(3) . . . . ?
O1 C8 C9 O2 -50.3(4) . . . . ?
C8 C9 O2 N2 90.1(3) . . . . ?
C9 O2 N2 C10 173.7(3) . . . . ?
C9 O2 N2 Pd1 -5.3(3) . . . . ?
N1 Pd1 N2 C10 133.0(3) . . . . ?
S1 Pd1 N2 C10 -51.1(8) . . . . ?
S2 Pd1 N2 C10 -42.5(3) . . . . ?
N1 Pd1 N2 O2 -48.1(2) . . . . ?
S1 Pd1 N2 O2 127.8(5) . . . . ?
S2 Pd1 N2 O2 136.4(2) . . . . ?
O2 N2 C10 C11 -175.4(3) . . . . ?
Pd1 N2 C10 C11 3.6(5) . . . . ?
N2 C10 C11 C16 -153.3(3) . . . . ?
N2 C10 C11 C12 30.0(5) . . . . ?
C16 C11 C12 C13 -0.4(5) . . . . ?
C10 C11 C12 C13 176.2(3) . . . . ?
C16 C11 C12 S2 -177.7(3) . . . . ?
C10 C11 C12 S2 -1.1(5) . . . . ?
C11 C12 C13 C14 1.6(5) . . . . ?
S2 C12 C13 C14 179.1(3) . . . . ?
C12 C13 C14 C15 -1.2(6) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C14 C15 C16 C11 1.7(6) . . . . ?
C12 C11 C16 C15 -1.3(5) . . . . ?
C10 C11 C16 C15 -178.1(3) . . . . ?
C13 C12 S2 Pd1 138.8(3) . . . . ?
C11 C12 S2 Pd1 -43.9(3) . . . . ?
N1 Pd1 S2 C12 -59.6(10) . . . . ?
N2 Pd1 S2 C12 51.20(15) . . . . ?
S1 Pd1 S2 C12 -130.04(12) . . . . ?
