#------------------------------------------------------------------------------
#$Date: 2021-11-30 12:44:41 +0200 (Tue, 30 Nov 2021) $
#$Revision: 270943 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/54/1565462.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_1565462
loop_
_publ_author_name
'Valderrama-García, Bianca X.'
'Rufino-Felipe, Ernesto'
'Valdés, Hugo'
'Hernandez-Ortega, Simón'
'Aguilar-Castillo, Bethsy Adriana'
'Morales-Morales, David'
_publ_section_title
;
 Novel and facile procedure for the synthesis of Ni(II) and Pd(II) PSCOP
 pincer complexes. Evaluation of their catalytic activity on C-S, C-Se and
 C-C cross coupling reactions
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119283
_journal_paper_doi               10.1016/j.ica.2019.119283
_journal_volume                  502
_journal_year                    2020
_chemical_formula_moiety         'C18 H31 Cl O P2 Pd S'
_chemical_formula_sum            'C18 H31 Cl O P2 Pd S'
_chemical_formula_weight         499.28
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                99.505(2)
_cell_angle_beta                 99.254(2)
_cell_angle_gamma                89.829(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1369(10)
_cell_length_b                   10.8673(13)
_cell_length_c                   13.3669(16)
_cell_measurement_reflns_used    1667
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.39
_cell_measurement_theta_min      2.25
_cell_volume                     1150.2(2)
_computing_cell_refinement       'SMART V 5.625 (Bruker, 1999)'
_computing_data_collection       'SMART V 5.625 (Bruker, 1999)'
_computing_data_reduction        'SAINT V 7.34A (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL V 6.12 (Sheldrick, 2000)'
_computing_publication_material  'SHELXTL V 6.12 (Sheldrick, 2000)'
_computing_structure_refinement  'SHELXTL V 6.12 (Sheldrick, 2000)'
_computing_structure_solution    'SHELXTL V 6.12 (Sheldrick, 2000)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 0.661
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Smart Apex CCD diffractometer'
_diffrn_measurement_method       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  0.0595
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4199
_diffrn_reflns_theta_full        25.39
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.156
_exptl_absorpt_correction_T_max  0.745213
_exptl_absorpt_correction_T_min  0.602012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4201
_refine_ls_number_restraints     234
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0512P)²+0.8924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1168
_reflns_number_gt                3635
_reflns_number_total             4199
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2020-502-119283.cif
_cod_data_source_block           131MMD10
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_database_code               1565462
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.32520(5) 0.73177(4) 0.73408(3) 0.04811(16) Uani 1 1 d . . .
C1 C 0.209(4) 0.894(2) 0.7574(14) 0.0515(18) Uani 0.586(7) 1 d PU A 1
C2 C 0.151(2) 0.9362(12) 0.8504(10) 0.0588(18) Uani 0.586(7) 1 d PU A 1
C3 C 0.0684(15) 1.0469(10) 0.8711(10) 0.066(2) Uani 0.586(7) 1 d PU A 1
H3 H 0.0280 1.0688 0.9327 0.079 Uiso 0.586(7) 1 calc PR A 1
C4 C 0.0480(17) 1.1225(12) 0.7988(11) 0.068(2) Uani 0.586(7) 1 d PU A 1
H4 H -0.0066 1.1973 0.8123 0.081 Uiso 0.586(7) 1 calc PR A 1
C5 C 0.1036(17) 1.0935(12) 0.7079(11) 0.0638(19) Uani 0.586(7) 1 d PU A 1
H5 H 0.0906 1.1480 0.6606 0.077 Uiso 0.586(7) 1 calc PR A 1
C6 C 0.1819(15) 0.9782(11) 0.6869(9) 0.0552(18) Uani 0.586(7) 1 d PU A 1
O1 O 0.159(3) 0.8544(11) 0.9251(13) 0.071(3) Uani 0.586(7) 1 d PU A 1
S1 S 0.2383(6) 0.9424(4) 0.5626(3) 0.0739(12) Uani 0.586(7) 1 d PU A 1
C1B C 0.220(5) 0.898(3) 0.741(2) 0.054(2) Uani 0.414(7) 1 d PU A 2
C2B C 0.220(2) 0.9631(17) 0.6540(14) 0.060(2) Uani 0.414(7) 1 d PU A 2
C3B C 0.150(2) 1.0769(14) 0.6545(14) 0.065(2) Uani 0.414(7) 1 d PU A 2
H3B H 0.1458 1.1165 0.5976 0.077 Uiso 0.414(7) 1 calc PR A 2
C4B C 0.084(3) 1.1340(17) 0.7386(17) 0.066(2) Uani 0.414(7) 1 d PU A 2
H4B H 0.0371 1.2119 0.7377 0.079 Uiso 0.414(7) 1 calc PR A 2
C5B C 0.087(2) 1.0795(17) 0.8222(16) 0.065(2) Uani 0.414(7) 1 d PU A 2
H5B H 0.0436 1.1196 0.8790 0.079 Uiso 0.414(7) 1 calc PR A 2
C6B C 0.156(3) 0.9598(18) 0.8221(14) 0.058(2) Uani 0.414(7) 1 d PU A 2
O1B O 0.2986(19) 0.9090(14) 0.5735(12) 0.070(3) Uani 0.414(7) 1 d PU A 2
S1B S 0.1664(16) 0.8980(6) 0.9366(8) 0.0751(19) Uani 0.414(7) 1 d PU A 2
Cl1 Cl 0.4537(3) 0.53523(16) 0.71666(15) 0.0855(6) Uani 1 1 d . A .
P1 P 0.25397(19) 0.72327(14) 0.88946(11) 0.0535(4) Uani 1 1 d . A .
P2 P 0.38347(19) 0.78258(15) 0.58509(12) 0.0570(4) Uani 1 1 d . A .
C7 C 0.4249(9) 0.7077(8) 0.9931(5) 0.082(2) Uani 1 1 d . . .
H7 H 0.4657 0.6227 0.9788 0.098 Uiso 1 1 calc R A .
C8 C 0.3747(14) 0.7236(12) 1.0977(6) 0.147(4) Uani 1 1 d . A .
H8A H 0.4691 0.7108 1.1477 0.220 Uiso 1 1 calc R . .
H8B H 0.2880 0.6637 1.0975 0.220 Uiso 1 1 calc R . .
H8C H 0.3347 0.8064 1.1149 0.220 Uiso 1 1 calc R . .
C9 C 0.5651(13) 0.7949(11) 0.9897(9) 0.147(4) Uani 1 1 d . A .
H9A H 0.5238 0.8777 0.9889 0.220 Uiso 1 1 calc R . .
H9B H 0.6127 0.7679 0.9288 0.220 Uiso 1 1 calc R . .
H9C H 0.6487 0.7951 1.0492 0.220 Uiso 1 1 calc R . .
C10 C 0.0879(9) 0.6132(7) 0.8986(6) 0.078(2) Uani 1 1 d . . .
H10 H 0.0558 0.6348 0.9668 0.094 Uiso 1 1 calc R A .
C11 C -0.0620(11) 0.6301(10) 0.8187(8) 0.131(4) Uani 1 1 d . A .
H11A H -0.0352 0.6042 0.7511 0.197 Uiso 1 1 calc R . .
H11B H -0.0914 0.7164 0.8269 0.197 Uiso 1 1 calc R . .
H11C H -0.1542 0.5804 0.8276 0.197 Uiso 1 1 calc R . .
C12 C 0.1514(13) 0.4805(8) 0.8875(8) 0.124(4) Uani 1 1 d . A .
H12A H 0.0616 0.4234 0.8874 0.187 Uiso 1 1 calc R . .
H12B H 0.2382 0.4738 0.9441 0.187 Uiso 1 1 calc R . .
H12C H 0.1944 0.4607 0.8241 0.187 Uiso 1 1 calc R . .
C13 C 0.5992(9) 0.8304(7) 0.5850(7) 0.085(2) Uani 1 1 d . . .
H13 H 0.5993 0.8773 0.5284 0.102 Uiso 1 1 calc R A .
C14 C 0.7075(9) 0.7162(9) 0.5653(8) 0.111(3) Uani 1 1 d . A .
H14A H 0.8223 0.7426 0.5752 0.166 Uiso 1 1 calc R . .
H14B H 0.6747 0.6738 0.4961 0.166 Uiso 1 1 calc R . .
H14C H 0.6935 0.6607 0.6124 0.166 Uiso 1 1 calc R . .
C15 C 0.6629(11) 0.9162(9) 0.6832(8) 0.118(3) Uani 1 1 d . A .
H15A H 0.6693 0.8713 0.7398 0.176 Uiso 1 1 calc R . .
H15B H 0.5885 0.9844 0.6926 0.176 Uiso 1 1 calc R . .
H15C H 0.7716 0.9480 0.6802 0.176 Uiso 1 1 calc R . .
C16 C 0.3121(8) 0.6756(6) 0.4653(5) 0.0694(17) Uani 1 1 d . . .
H16 H 0.3834 0.6028 0.4649 0.083 Uiso 1 1 calc R A .
C17 C 0.3284(11) 0.7315(8) 0.3691(5) 0.094(3) Uani 1 1 d . A .
H17A H 0.2936 0.6702 0.3088 0.141 Uiso 1 1 calc R . .
H17B H 0.4424 0.7560 0.3714 0.141 Uiso 1 1 calc R . .
H17C H 0.2595 0.8031 0.3667 0.141 Uiso 1 1 calc R . .
C18 C 0.1364(10) 0.6301(8) 0.4636(6) 0.098(2) Uani 1 1 d . A .
H18A H 0.0629 0.6993 0.4641 0.147 Uiso 1 1 calc R . .
H18B H 0.1323 0.5920 0.5231 0.147 Uiso 1 1 calc R . .
H18C H 0.1024 0.5699 0.4026 0.147 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'
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'
Cl Cl 0.1484 0.1585 '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
C1B Pd1 P1 87.7(6) . .
C1 Pd1 P1 80.2(4) . .
C1B Pd1 P2 80.7(6) . .
C1 Pd1 P2 88.3(4) . .
P1 Pd1 P2 168.14(6) . .
C1B Pd1 Cl1 176.6(6) . .
C1 Pd1 Cl1 175.8(4) . .
P1 Pd1 Cl1 95.69(6) . .
P2 Pd1 Cl1 95.86(6) . .
C2 C1 C6 113.8(18) . .
C2 C1 Pd1 121.2(12) . .
C6 C1 Pd1 125.1(11) . .
C3 C2 C1 124.1(13) . .
C3 C2 O1 116.5(12) . .
C1 C2 O1 119.0(14) . .
C4 C3 C2 118.1(12) . .
C5 C4 C3 122.8(12) . .
C4 C5 C6 118.1(12) . .
C1 C6 C5 123.1(13) . .
C1 C6 S1 121.6(11) . .
C5 C6 S1 115.3(9) . .
C2 O1 P1 111.9(13) . .
C6 S1 P2 98.3(4) . .
C6B C1B C2B 117(3) . .
C6B C1B Pd1 125.3(17) . .
C2B C1B Pd1 117.8(18) . .
C3B C2B O1B 121.2(16) . .
C3B C2B C1B 120(2) . .
O1B C2B C1B 118.6(18) . .
C2B C3B C4B 120.5(17) . .
C5B C4B C3B 121.5(17) . .
C4B C5B C6B 118.8(17) . .
C1B C6B C5B 122.2(18) . .
C1B C6B S1B 121.4(17) . .
C5B C6B S1B 116.3(15) . .
C2B O1B P2 116.3(12) . .
C6B S1B P1 99.7(8) . .
O1 P1 C7 107.2(7) . .
O1 P1 C10 98.0(7) . .
C7 P1 C10 106.6(4) . .
C7 P1 S1B 102.7(4) . .
C10 P1 S1B 105.3(4) . .
O1 P1 Pd1 107.5(6) . .
C7 P1 Pd1 116.3(2) . .
C10 P1 Pd1 119.2(2) . .
S1B P1 Pd1 104.9(3) . .
O1B P2 C16 106.5(6) . .
O1B P2 C13 98.8(6) . .
C16 P2 C13 108.1(4) . .
C16 P2 S1 101.5(3) . .
C13 P2 S1 105.6(3) . .
O1B P2 Pd1 106.4(5) . .
C16 P2 Pd1 118.3(2) . .
C13 P2 Pd1 116.5(3) . .
S1 P2 Pd1 104.85(12) . .
C9 C7 C8 112.1(8) . .
C9 C7 P1 109.3(6) . .
C8 C7 P1 114.1(6) . .
C11 C10 C12 113.5(8) . .
C11 C10 P1 108.4(5) . .
C12 C10 P1 110.3(5) . .
C15 C13 C14 113.1(7) . .
C15 C13 P2 109.5(6) . .
C14 C13 P2 110.8(6) . .
C18 C16 C17 111.9(6) . .
C18 C16 P2 109.9(5) . .
C17 C16 P2 113.2(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1B 2.00(4) .
Pd1 C1 2.00(2) .
Pd1 P1 2.2603(15) .
Pd1 P2 2.2725(15) .
Pd1 Cl1 2.3686(15) .
C1 C2 1.41(2) .
C1 C6 1.41(2) .
C2 C3 1.388(17) .
C2 O1 1.436(17) .
C3 C4 1.359(17) .
C4 C5 1.352(19) .
C5 C6 1.411(16) .
C6 S1 1.777(12) .
O1 P1 1.655(15) .
S1 P2 2.133(4) .
C1B C6B 1.36(3) .
C1B C2B 1.45(3) .
C2B C3B 1.36(2) .
C2B O1B 1.39(2) .
C3B C4B 1.38(2) .
C4B C5B 1.35(3) .
C5B C6B 1.42(3) .
C6B S1B 1.761(18) .
O1B P2 1.555(14) .
S1B P1 2.062(7) .
P1 C7 1.827(7) .
P1 C10 1.839(7) .
P2 C16 1.828(7) .
P2 C13 1.832(7) .
C7 C9 1.496(13) .
C7 C8 1.502(11) .
C10 C11 1.519(11) .
C10 C12 1.523(11) .
C13 C15 1.497(12) .
C13 C14 1.531(10) .
C16 C18 1.510(10) .
C16 C17 1.534(8) .
