#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/27/1512761.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_1512761
loop_
_publ_author_name
'Manoharan Muthu Tamizh'
'Benjamin F.T. Cooper'
'Charles L.B. Macdonald'
'Ramasamy Karvembu'
_publ_section_title
;
 Palladium(II) complexes with salicylideneimine based tridentate ligand
 and triphenylphosphine: Synthesis, structure and catalytic activity in
 Suzuki-Miyaura cross coupling reactions
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              391
_journal_page_last               400
_journal_paper_doi               10.1016/j.ica.2012.08.024
_journal_volume                  394
_journal_year                    2013
_chemical_formula_moiety         'C31 H24 N O P Pd S'
_chemical_formula_sum            'C31 H24 N O P Pd S'
_chemical_formula_weight         595.94
_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
_cell_angle_alpha                101.249(2)
_cell_angle_beta                 92.357(2)
_cell_angle_gamma                96.148(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0411(15)
_cell_length_b                   10.1247(17)
_cell_length_c                   14.784(2)
_cell_measurement_reflns_used    7495
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.70
_cell_measurement_theta_min      2.59
_cell_volume                     1317.0(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_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            13581
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         2.72
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.869
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2001'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5492
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0341
_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)+(0.0302P)²+0.5427P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0767
_reflns_number_gt                4596
_reflns_number_total             5492
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ICA-2013-394-391-400-2.cif
_cod_data_source_block           p1b
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1512761
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
C1 C 0.5610(3) 0.2713(3) 0.94970(19) 0.0303(7) Uani 1 1 d .
C2 C 0.4539(4) 0.1715(3) 0.9735(2) 0.0447(9) Uani 1 1 d .
H2 H 0.4111 0.0974 0.9268 0.054 Uiso 1 1 calc R
C3 C 0.4111(4) 0.1802(3) 1.0634(2) 0.0448(9) Uani 1 1 d .
H3 H 0.3396 0.1124 1.0773 0.054 Uiso 1 1 calc R
C4 C 0.4730(4) 0.2889(4) 1.1340(2) 0.0466(9) Uani 1 1 d .
H4 H 0.4440 0.2947 1.1956 0.056 Uiso 1 1 calc R
C5 C 0.5761(4) 0.3866(3) 1.1126(2) 0.0437(8) Uani 1 1 d .
H5 H 0.6169 0.4600 1.1603 0.052 Uiso 1 1 calc R
C6 C 0.6242(3) 0.3817(3) 1.02096(19) 0.0286(6) Uani 1 1 d .
C7 C 0.7344(3) 0.4905(3) 1.0088(2) 0.0312(7) Uani 1 1 d .
H7 H 0.7655 0.5567 1.0630 0.037 Uiso 1 1 calc R
C8 C 0.9067(3) 0.6268(3) 0.9348(2) 0.0279(6) Uani 1 1 d .
C9 C 0.9602(4) 0.7227(3) 1.0157(2) 0.0393(8) Uani 1 1 d .
H9 H 0.9241 0.7125 1.0737 0.047 Uiso 1 1 calc R
C10 C 1.0658(4) 0.8322(3) 1.0108(2) 0.0457(9) Uani 1 1 d .
H10 H 1.1005 0.8964 1.0654 0.055 Uiso 1 1 calc R
C11 C 1.1207(4) 0.8476(3) 0.9258(3) 0.0441(8) Uani 1 1 d .
H11 H 1.1921 0.9223 0.9227 0.053 Uiso 1 1 calc R
C12 C 1.0705(3) 0.7534(3) 0.8459(2) 0.0369(7) Uani 1 1 d .
H12 H 1.1091 0.7637 0.7886 0.044 Uiso 1 1 calc R
C13 C 0.9628(3) 0.6425(3) 0.8490(2) 0.0289(6) Uani 1 1 d .
C14 C 0.6704(3) 0.2980(3) 0.55788(18) 0.0256(6) Uani 1 1 d .
C15 C 0.8141(3) 0.3405(3) 0.5325(2) 0.0303(6) Uani 1 1 d .
H15 H 0.8987 0.3423 0.5732 0.036 Uiso 1 1 calc R
C16 C 0.8324(4) 0.3800(3) 0.4470(2) 0.0358(7) Uani 1 1 d .
H16 H 0.9293 0.4081 0.4301 0.043 Uiso 1 1 calc R
C17 C 0.7083(4) 0.3782(3) 0.3871(2) 0.0407(8) Uani 1 1 d .
H17 H 0.7212 0.4037 0.3292 0.049 Uiso 1 1 calc R
C18 C 0.5652(4) 0.3387(4) 0.4122(2) 0.0427(8) Uani 1 1 d .
H18 H 0.4809 0.3397 0.3719 0.051 Uiso 1 1 calc R
C19 C 0.5461(3) 0.2975(3) 0.4969(2) 0.0339(7) Uani 1 1 d .
H19 H 0.4489 0.2692 0.5132 0.041 Uiso 1 1 calc R
C20 C 0.7316(3) 0.0777(3) 0.65123(18) 0.0243(6) Uani 1 1 d .
C21 C 0.7815(3) 0.0161(3) 0.5657(2) 0.0305(6) Uani 1 1 d .
H21 H 0.7766 0.0591 0.5142 0.037 Uiso 1 1 calc R
C22 C 0.8385(4) -0.1092(3) 0.5571(2) 0.0381(7) Uani 1 1 d .
H22 H 0.8729 -0.1501 0.4997 0.046 Uiso 1 1 calc R
C23 C 0.8450(4) -0.1740(3) 0.6315(2) 0.0412(8) Uani 1 1 d .
H23 H 0.8823 -0.2594 0.6247 0.049 Uiso 1 1 calc R
C24 C 0.7964(3) -0.1127(3) 0.7169(2) 0.0380(7) Uani 1 1 d .
H24 H 0.8016 -0.1567 0.7680 0.046 Uiso 1 1 calc R
C25 C 0.7403(3) 0.0123(3) 0.7273(2) 0.0312(7) Uani 1 1 d .
H25 H 0.7082 0.0535 0.7854 0.037 Uiso 1 1 calc R
C26 C 0.4490(3) 0.1951(3) 0.67575(18) 0.0254(6) Uani 1 1 d .
C27 C 0.3843(3) 0.0612(3) 0.6734(2) 0.0325(7) Uani 1 1 d .
H27 H 0.4432 -0.0116 0.6604 0.039 Uiso 1 1 calc R
C28 C 0.2332(4) 0.0351(4) 0.6902(2) 0.0424(8) Uani 1 1 d .
H28 H 0.1897 -0.0552 0.6881 0.051 Uiso 1 1 calc R
C29 C 0.1466(4) 0.1434(4) 0.7100(2) 0.0451(9) Uani 1 1 d .
H29 H 0.0451 0.1263 0.7229 0.054 Uiso 1 1 calc R
C30 C 0.2089(4) 0.2761(4) 0.7110(2) 0.0432(8) Uani 1 1 d .
H30 H 0.1493 0.3487 0.7226 0.052 Uiso 1 1 calc R
C31 C 0.3597(3) 0.3015(3) 0.6947(2) 0.0329(7) Uani 1 1 d .
H31 H 0.4023 0.3920 0.6964 0.040 Uiso 1 1 calc R
N N 0.7975(2) 0.5106(2) 0.93324(15) 0.0234(5) Uani 1 1 d .
O O 0.5937(2) 0.2534(2) 0.86203(13) 0.0401(6) Uani 1 1 d .
P P 0.65086(8) 0.24042(7) 0.66832(5) 0.02300(16) Uani 1 1 d .
S S 0.89532(8) 0.52576(7) 0.74451(5) 0.03002(17) Uani 1 1 d .
Pd Pd 0.73521(2) 0.38325(2) 0.806190(14) 0.02518(8) 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O C1 C2 116.5(3)
O C1 C6 125.0(3)
C2 C1 C6 118.4(3)
C3 C2 C1 121.5(3)
C3 C2 H2 119.3
C1 C2 H2 119.3
C2 C3 C4 120.4(3)
C2 C3 H3 119.8
C4 C3 H3 119.8
C5 C4 C3 119.1(3)
C5 C4 H4 120.5
C3 C4 H4 120.5
C4 C5 C6 122.5(3)
C4 C5 H5 118.7
C6 C5 H5 118.7
C1 C6 C5 118.1(3)
C1 C6 C7 125.4(3)
C5 C6 C7 116.5(3)
N C7 C6 129.2(3)
N C7 H7 115.4
C6 C7 H7 115.4
C13 C8 C9 119.1(3)
C13 C8 N 116.6(2)
C9 C8 N 124.3(3)
C10 C9 C8 120.5(3)
C10 C9 H9 119.7
C8 C9 H9 119.7
C9 C10 C11 120.2(3)
C9 C10 H10 119.9
C11 C10 H10 119.9
C12 C11 C10 120.0(3)
C12 C11 H11 120.0
C10 C11 H11 120.0
C11 C12 C13 120.9(3)
C11 C12 H12 119.6
C13 C12 H12 119.6
C12 C13 C8 119.3(3)
C12 C13 S 120.0(2)
C8 C13 S 120.6(2)
C19 C14 C15 119.0(3)
C19 C14 P 121.8(2)
C15 C14 P 119.2(2)
C16 C15 C14 120.3(3)
C16 C15 H15 119.9
C14 C15 H15 119.9
C17 C16 C15 120.1(3)
C17 C16 H16 120.0
C15 C16 H16 120.0
C16 C17 C18 120.2(3)
C16 C17 H17 119.9
C18 C17 H17 119.9
C17 C18 C19 120.0(3)
C17 C18 H18 120.0
C19 C18 H18 120.0
C18 C19 C14 120.4(3)
C18 C19 H19 119.8
C14 C19 H19 119.8
C21 C20 C25 119.4(3)
C21 C20 P 122.7(2)
C25 C20 P 117.9(2)
C22 C21 C20 119.6(3)
C22 C21 H21 120.2
C20 C21 H21 120.2
C23 C22 C21 120.9(3)
C23 C22 H22 119.6
C21 C22 H22 119.6
C22 C23 C24 119.7(3)
C22 C23 H23 120.2
C24 C23 H23 120.2
C25 C24 C23 120.5(3)
C25 C24 H24 119.7
C23 C24 H24 119.7
C24 C25 C20 119.9(3)
C24 C25 H25 120.1
C20 C25 H25 120.1
C31 C26 C27 118.9(3)
C31 C26 P 117.7(2)
C27 C26 P 123.0(2)
C28 C27 C26 120.4(3)
C28 C27 H27 119.8
C26 C27 H27 119.8
C27 C28 C29 119.6(3)
C27 C28 H28 120.2
C29 C28 H28 120.2
C30 C29 C28 120.5(3)
C30 C29 H29 119.8
C28 C29 H29 119.8
C29 C30 C31 119.6(3)
C29 C30 H30 120.2
C31 C30 H30 120.2
C30 C31 C26 121.0(3)
C30 C31 H31 119.5
C26 C31 H31 119.5
C7 N C8 121.1(2)
C7 N Pd 121.20(18)
C8 N Pd 117.60(17)
C1 O Pd 125.52(18)
C14 P C26 105.79(12)
C14 P C20 104.90(12)
C26 P C20 105.27(12)
C14 P Pd 120.51(9)
C26 P Pd 106.51(9)
C20 P Pd 112.71(9)
C13 S Pd 98.58(10)
O Pd N 93.44(8)
O Pd S 179.15(7)
N Pd S 86.53(6)
O Pd P 83.72(6)
N Pd P 176.36(7)
S Pd P 96.35(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O 1.323(3)
C1 C2 1.428(4)
C1 C6 1.429(4)
C2 C3 1.388(4)
C2 H2 0.9500
C3 C4 1.410(5)
C3 H3 0.9500
C4 C5 1.378(5)
C4 H4 0.9500
C5 C6 1.433(4)
C5 H5 0.9500
C6 C7 1.447(4)
C7 N 1.315(3)
C7 H7 0.9500
C8 C13 1.416(4)
C8 C9 1.416(4)
C8 N 1.448(3)
C9 C10 1.399(4)
C9 H9 0.9500
C10 C11 1.401(5)
C10 H10 0.9500
C11 C12 1.390(4)
C11 H11 0.9500
C12 C13 1.415(4)
C12 H12 0.9500
C13 S 1.791(3)
C14 C19 1.410(4)
C14 C15 1.414(4)
C14 P 1.846(3)
C15 C16 1.409(4)
C15 H15 0.9500
C16 C17 1.396(4)
C16 H16 0.9500
C17 C18 1.399(5)
C17 H17 0.9500
C18 C19 1.408(4)
C18 H18 0.9500
C19 H19 0.9500
C20 C21 1.411(4)
C20 C25 1.416(4)
C20 P 1.850(3)
C21 C22 1.405(4)
C21 H21 0.9500
C22 C23 1.389(4)
C22 H22 0.9500
C23 C24 1.403(5)
C23 H23 0.9500
C24 C25 1.397(4)
C24 H24 0.9500
C25 H25 0.9500
C26 C31 1.407(4)
C26 C27 1.411(4)
C26 P 1.846(3)
C27 C28 1.405(4)
C27 H27 0.9500
C28 C29 1.406(5)
C28 H28 0.9500
C29 C30 1.397(5)
C29 H29 0.9500
C30 C31 1.399(4)
C30 H30 0.9500
C31 H31 0.9500
N Pd 2.079(2)
O Pd 2.0485(19)
P Pd 2.3051(8)
S Pd 2.2767(7)
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
O C1 C2 C3 -179.9(3)
C6 C1 C2 C3 0.1(5)
C1 C2 C3 C4 0.0(6)
C2 C3 C4 C5 0.2(6)
C3 C4 C5 C6 -0.5(6)
O C1 C6 C5 179.7(3)
C2 C1 C6 C5 -0.3(4)
O C1 C6 C7 -0.5(5)
C2 C1 C6 C7 179.5(3)
C4 C5 C6 C1 0.5(5)
C4 C5 C6 C7 -179.3(3)
C1 C6 C7 N -0.1(5)
C5 C6 C7 N 179.7(3)
C13 C8 C9 C10 0.7(4)
N C8 C9 C10 -180.0(3)
C8 C9 C10 C11 -0.5(5)
C9 C10 C11 C12 -0.3(5)
C10 C11 C12 C13 0.8(5)
C11 C12 C13 C8 -0.6(4)
C11 C12 C13 S 177.9(2)
C9 C8 C13 C12 -0.1(4)
N C8 C13 C12 -179.5(2)
C9 C8 C13 S -178.6(2)
N C8 C13 S 2.0(3)
C19 C14 C15 C16 -0.8(4)
P C14 C15 C16 177.7(2)
C14 C15 C16 C17 0.3(4)
C15 C16 C17 C18 0.8(5)
C16 C17 C18 C19 -1.6(5)
C17 C18 C19 C14 1.1(5)
C15 C14 C19 C18 0.0(4)
P C14 C19 C18 -178.3(2)
C25 C20 C21 C22 0.3(4)
P C20 C21 C22 -178.5(2)
C20 C21 C22 C23 0.6(5)
C21 C22 C23 C24 -1.0(5)
C22 C23 C24 C25 0.5(5)
C23 C24 C25 C20 0.4(4)
C21 C20 C25 C24 -0.8(4)
P C20 C25 C24 178.1(2)
C31 C26 C27 C28 -0.3(4)
P C26 C27 C28 172.5(2)
C26 C27 C28 C29 -0.5(5)
C27 C28 C29 C30 1.6(5)
C28 C29 C30 C31 -1.9(5)
C29 C30 C31 C26 1.1(5)
C27 C26 C31 C30 -0.1(4)
P C26 C31 C30 -173.2(2)
C6 C7 N C8 180.0(3)
C6 C7 N Pd 3.6(4)
C13 C8 N C7 -177.1(2)
C9 C8 N C7 3.5(4)
C13 C8 N Pd -0.7(3)
C9 C8 N Pd 179.9(2)
C2 C1 O Pd 177.1(2)
C6 C1 O Pd -2.8(4)
C19 C14 P C26 -1.8(3)
C15 C14 P C26 179.8(2)
C19 C14 P C20 109.2(2)
C15 C14 P C20 -69.2(2)
C19 C14 P Pd -122.5(2)
C15 C14 P Pd 59.2(2)
C31 C26 P C14 -73.1(2)
C27 C26 P C14 114.0(2)
C31 C26 P C20 176.1(2)
C27 C26 P C20 3.3(3)
C31 C26 P Pd 56.2(2)
C27 C26 P Pd -116.6(2)
C21 C20 P C14 -4.8(3)
C25 C20 P C14 176.3(2)
C21 C20 P C26 106.5(2)
C25 C20 P C26 -72.3(2)
C21 C20 P Pd -137.8(2)
C25 C20 P Pd 43.4(2)
C12 C13 S Pd 179.5(2)
C8 C13 S Pd -2.0(2)
C1 O Pd N 4.7(3)
C1 O Pd S 92(4)
C1 O Pd P -173.0(2)
C7 N Pd O -4.9(2)
C8 N Pd O 178.65(19)
C7 N Pd S 176.0(2)
C8 N Pd S -0.50(18)
C7 N Pd P 33.6(11)
C8 N Pd P -142.8(9)
C13 S Pd O -87(4)
C13 S Pd N 1.17(11)
C13 S Pd P 178.93(9)
C14 P Pd O 160.29(13)
C26 P Pd O 40.02(12)
C20 P Pd O -74.94(12)
C14 P Pd N 121.6(10)
C26 P Pd N 1.3(10)
C20 P Pd N -113.7(10)
C14 P Pd S -20.56(11)
C26 P Pd S -140.83(9)
C20 P Pd S 104.21(9)
