#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:32:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179924 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/19/7021913.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_7021913
loop_
_publ_author_name
'Vivekananda, K. V.'
'Dey, S.'
'Wadawale, A.'
'Bhuvanesh, N.'
'Jain, V. K.'
_publ_section_title
;
 Syntheses of Pd(ii)/Pt(ii) complexes with non-chelating
 4-pyridylselenolate ligand ranging from mononuclear to macrocyclic
 structures and their utility as catalysts in Suzuki C-C coupling
 reaction.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14158
_journal_page_last               14167
_journal_paper_doi               10.1039/c3dt51510a
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C46 H38 Cl2 N2 P2 Pd2 Se2'
_chemical_formula_weight         1122.34
_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                 93.4050(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.1799(12)
_cell_length_b                   14.6690(17)
_cell_length_c                   14.8568(17)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.36
_cell_volume                     2214.6(4)
_computing_cell_refinement
;
APEX-II(BRUKER-NONIUS, 2003)
;
_computing_data_collection       'APEX-II (BRUKER-NONIUS, 2003)'
_computing_data_reduction        APEX-II
_computing_molecular_graphics    Olex2
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'APEX II'
_diffrn_measurement_method       '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  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0137
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24421
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.683
_exptl_absorpt_correction_T_max  0.7390
_exptl_absorpt_correction_T_min  0.5536
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2006)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         5068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0178
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0187P)²+1.6290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0437
_refine_ls_wR_factor_ref         0.0443
_reflns_number_gt                4788
_reflns_number_total             5068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51510a.txt
_cod_data_source_block           sdb2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7021913
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 0.868141(11) 0.077874(8) 0.527846(8) 0.01295(4) Uani 1 1 d .
Se1 Se 1.042696(15) 0.073103(10) 0.426227(10) 0.01334(4) Uani 1 1 d .
Cl1 Cl 0.72099(4) 0.07153(3) 0.64177(3) 0.02093(9) Uani 1 1 d .
P1 P 0.78862(4) 0.21656(3) 0.47917(3) 0.01302(8) Uani 1 1 d .
N1 N 0.85109(18) 0.00469(12) 0.13745(11) 0.0338(4) Uani 1 1 d .
C1 C 0.96112(16) 0.04316(11) 0.31004(11) 0.0174(3) Uani 1 1 d .
C2 C 0.83448(18) 0.00833(12) 0.29846(12) 0.0246(4) Uani 1 1 d .
H2 H 0.7833 -0.0029 0.3487 0.030 Uiso 1 1 calc R
C3 C 0.7850(2) -0.00956(14) 0.21122(14) 0.0312(4) Uani 1 1 d .
H3 H 0.6984 -0.0336 0.2034 0.037 Uiso 1 1 calc R
C4 C 0.9733(2) 0.03736(14) 0.15091(13) 0.0319(4) Uani 1 1 d .
H4 H 1.0226 0.0473 0.0995 0.038 Uiso 1 1 calc R
C5 C 1.03281(18) 0.05764(12) 0.23479(12) 0.0238(4) Uani 1 1 d .
H5 H 1.1201 0.0808 0.2406 0.029 Uiso 1 1 calc R
C6 C 0.84245(15) 0.30686(11) 0.55713(11) 0.0168(3) Uani 1 1 d .
C7 C 0.87859(17) 0.28457(13) 0.64657(12) 0.0233(4) Uani 1 1 d .
H7 H 0.8781 0.2227 0.6656 0.028 Uiso 1 1 calc R
C8 C 0.91521(19) 0.35297(14) 0.70774(13) 0.0300(4) Uani 1 1 d .
H8 H 0.9394 0.3377 0.7686 0.036 Uiso 1 1 calc R
C9 C 0.91671(19) 0.44308(14) 0.68070(14) 0.0297(4) Uani 1 1 d .
H9 H 0.9416 0.4895 0.7230 0.036 Uiso 1 1 calc R
C10 C 0.88195(19) 0.46573(13) 0.59213(13) 0.0280(4) Uani 1 1 d .
H10 H 0.8836 0.5277 0.5736 0.034 Uiso 1 1 calc R
C11 C 0.84448(17) 0.39804(12) 0.53001(12) 0.0211(3) Uani 1 1 d .
H11 H 0.8203 0.4139 0.4693 0.025 Uiso 1 1 calc R
C12 C 0.60979(15) 0.22221(11) 0.46682(10) 0.0163(3) Uani 1 1 d .
C13 C 0.54642(17) 0.30641(12) 0.46060(13) 0.0259(4) Uani 1 1 d .
H13 H 0.5965 0.3611 0.4633 0.031 Uiso 1 1 calc R
C14 C 0.40963(19) 0.31024(14) 0.45043(15) 0.0342(5) Uani 1 1 d .
H14 H 0.3664 0.3676 0.4468 0.041 Uiso 1 1 calc R
C15 C 0.33670(17) 0.23100(14) 0.44563(13) 0.0291(4) Uani 1 1 d .
H15 H 0.2434 0.2340 0.4388 0.035 Uiso 1 1 calc R
C16 C 0.39905(17) 0.14708(13) 0.45077(12) 0.0240(4) Uani 1 1 d .
H16 H 0.3486 0.0926 0.4470 0.029 Uiso 1 1 calc R
C17 C 0.53572(16) 0.14263(11) 0.46149(11) 0.0190(3) Uani 1 1 d .
H17 H 0.5784 0.0850 0.4652 0.023 Uiso 1 1 calc R
C18 C 0.84122(16) 0.25313(10) 0.37012(10) 0.0152(3) Uani 1 1 d .
C19 C 0.76142(17) 0.23983(12) 0.29146(11) 0.0211(3) Uani 1 1 d .
H19 H 0.6746 0.2168 0.2949 0.025 Uiso 1 1 calc R
C20 C 0.80933(19) 0.26037(13) 0.20800(12) 0.0276(4) Uani 1 1 d .
H20 H 0.7547 0.2516 0.1546 0.033 Uiso 1 1 calc R
C21 C 0.9359(2) 0.29346(13) 0.20206(12) 0.0275(4) Uani 1 1 d .
H21 H 0.9680 0.3071 0.1449 0.033 Uiso 1 1 calc R
C22 C 1.01564(18) 0.30654(12) 0.28004(12) 0.0229(4) Uani 1 1 d .
H22 H 1.1025 0.3293 0.2762 0.028 Uiso 1 1 calc R
C23 C 0.96898(16) 0.28659(11) 0.36339(11) 0.0182(3) Uani 1 1 d .
H23 H 1.0241 0.2957 0.4165 0.022 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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 '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'
Se Se -0.0929 2.2259 '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_3
P1 Pd1 Cl1 91.975(15) .
P1 Pd1 Se1 95.063(12) .
Cl1 Pd1 Se1 171.368(12) .
P1 Pd1 Se1 177.509(12) 3_756
Cl1 Pd1 Se1 90.291(12) 3_756
Se1 Pd1 Se1 82.772(7) 3_756
C1 Se1 Pd1 105.97(5) .
C1 Se1 Pd1 100.08(5) 3_756
Pd1 Se1 Pd1 97.227(7) 3_756
C18 P1 C12 104.04(7) .
C18 P1 C6 104.99(7) .
C12 P1 C6 106.98(7) .
C18 P1 Pd1 115.23(5) .
C12 P1 Pd1 113.87(5) .
C6 P1 Pd1 110.95(5) .
C3 N1 C4 116.27(16) .
C5 C1 C2 119.06(16) .
C5 C1 Se1 117.97(13) .
C2 C1 Se1 122.97(13) .
C3 C2 C1 117.92(17) .
C3 C2 H2 121.0 .
C1 C2 H2 121.0 .
N1 C3 C2 124.37(18) .
N1 C3 H3 117.8 .
C2 C3 H3 117.8 .
N1 C4 C5 124.40(18) .
N1 C4 H4 117.8 .
C5 C4 H4 117.8 .
C4 C5 C1 117.97(17) .
C4 C5 H5 121.0 .
C1 C5 H5 121.0 .
C7 C6 C11 119.40(15) .
C7 C6 P1 119.14(13) .
C11 C6 P1 121.43(13) .
C8 C7 C6 119.90(17) .
C8 C7 H7 120.0 .
C6 C7 H7 120.0 .
C9 C8 C7 120.50(18) .
C9 C8 H8 119.7 .
C7 C8 H8 119.7 .
C8 C9 C10 120.00(17) .
C8 C9 H9 120.0 .
C10 C9 H9 120.0 .
C9 C10 C11 120.24(18) .
C9 C10 H10 119.9 .
C11 C10 H10 119.9 .
C10 C11 C6 119.96(16) .
C10 C11 H11 120.0 .
C6 C11 H11 120.0 .
C17 C12 C13 119.55(15) .
C17 C12 P1 120.23(12) .
C13 C12 P1 120.20(13) .
C14 C13 C12 119.91(17) .
C14 C13 H13 120.0 .
C12 C13 H13 120.0 .
C15 C14 C13 120.22(18) .
C15 C14 H14 119.9 .
C13 C14 H14 119.9 .
C14 C15 C16 120.19(17) .
C14 C15 H15 119.9 .
C16 C15 H15 119.9 .
C15 C16 C17 119.97(16) .
C15 C16 H16 120.0 .
C17 C16 H16 120.0 .
C12 C17 C16 120.15(16) .
C12 C17 H17 119.9 .
C16 C17 H17 119.9 .
C19 C18 C23 119.09(15) .
C19 C18 P1 121.14(12) .
C23 C18 P1 119.44(12) .
C20 C19 C18 119.85(16) .
C20 C19 H19 120.1 .
C18 C19 H19 120.1 .
C21 C20 C19 120.61(17) .
C21 C20 H20 119.7 .
C19 C20 H20 119.7 .
C20 C21 C22 119.71(16) .
C20 C21 H21 120.1 .
C22 C21 H21 120.1 .
C23 C22 C21 120.20(17) .
C23 C22 H22 119.9 .
C21 C22 H22 119.9 .
C22 C23 C18 120.53(16) .
C22 C23 H23 119.7 .
C18 C23 H23 119.7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 P1 2.2908(4) .
Pd1 Cl1 2.3278(4) .
Pd1 Se1 2.4001(3) .
Pd1 Se1 2.4739(3) 3_756
Se1 C1 1.9215(16) .
Se1 Pd1 2.4740(3) 3_756
P1 C18 1.8172(16) .
P1 C12 1.8207(16) .
P1 C6 1.8223(16) .
N1 C3 1.336(3) .
N1 C4 1.337(3) .
C1 C5 1.387(2) .
C1 C2 1.388(2) .
C2 C3 1.387(3) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C5 1.385(3) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C6 C7 1.396(2) .
C6 C11 1.397(2) .
C7 C8 1.390(3) .
C7 H7 0.9500 .
C8 C9 1.382(3) .
C8 H8 0.9500 .
C9 C10 1.383(3) .
C9 H9 0.9500 .
C10 C11 1.393(2) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C17 1.389(2) .
C12 C13 1.394(2) .
C13 C14 1.393(3) .
C13 H13 0.9500 .
C14 C15 1.379(3) .
C14 H14 0.9500 .
C15 C16 1.385(3) .
C15 H15 0.9500 .
C16 C17 1.393(2) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.397(2) .
C18 C23 1.399(2) .
C19 C20 1.392(2) .
C19 H19 0.9500 .
C20 C21 1.385(3) .
C20 H20 0.9500 .
C21 C22 1.388(3) .
C21 H21 0.9500 .
C22 C23 1.384(2) .
C22 H22 0.9500 .
C23 H23 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_4
P1 Pd1 Se1 C1 -76.06(5) . .
Cl1 Pd1 Se1 C1 139.44(9) . .
Se1 Pd1 Se1 C1 102.70(5) 3_756 .
P1 Pd1 Se1 Pd1 -178.762(12) . 3_756
Cl1 Pd1 Se1 Pd1 36.74(8) . 3_756
Se1 Pd1 Se1 Pd1 0.0 3_756 3_756
Cl1 Pd1 P1 C18 -167.26(6) . .
Se1 Pd1 P1 C18 17.74(6) . .
Se1 Pd1 P1 C18 -11.8(3) 3_756 .
Cl1 Pd1 P1 C12 -47.14(6) . .
Se1 Pd1 P1 C12 137.86(6) . .
Se1 Pd1 P1 C12 108.3(3) 3_756 .
Cl1 Pd1 P1 C6 73.61(6) . .
Se1 Pd1 P1 C6 -101.38(6) . .
Se1 Pd1 P1 C6 -130.9(3) 3_756 .
Pd1 Se1 C1 C5 164.44(12) . .
Pd1 Se1 C1 C5 -94.97(13) 3_756 .
Pd1 Se1 C1 C2 -15.30(15) . .
Pd1 Se1 C1 C2 85.29(14) 3_756 .
C5 C1 C2 C3 -0.6(3) . .
Se1 C1 C2 C3 179.10(14) . .
C4 N1 C3 C2 0.8(3) . .
C1 C2 C3 N1 -0.2(3) . .
C3 N1 C4 C5 -0.8(3) . .
N1 C4 C5 C1 0.0(3) . .
C2 C1 C5 C4 0.7(3) . .
Se1 C1 C5 C4 -179.04(14) . .
C18 P1 C6 C7 -148.14(13) . .
C12 P1 C6 C7 101.72(14) . .
Pd1 P1 C6 C7 -23.03(15) . .
C18 P1 C6 C11 33.83(15) . .
C12 P1 C6 C11 -76.31(15) . .
Pd1 P1 C6 C11 158.94(12) . .
C11 C6 C7 C8 0.5(3) . .
P1 C6 C7 C8 -177.62(14) . .
C6 C7 C8 C9 -0.3(3) . .
C7 C8 C9 C10 -0.2(3) . .
C8 C9 C10 C11 0.4(3) . .
C9 C10 C11 C6 -0.2(3) . .
C7 C6 C11 C10 -0.2(3) . .
P1 C6 C11 C10 177.83(13) . .
C18 P1 C12 C17 108.27(14) . .
C6 P1 C12 C17 -140.93(13) . .
Pd1 P1 C12 C17 -17.97(15) . .
C18 P1 C12 C13 -70.28(15) . .
C6 P1 C12 C13 40.52(16) . .
Pd1 P1 C12 C13 163.48(12) . .
C17 C12 C13 C14 0.9(3) . .
P1 C12 C13 C14 179.48(16) . .
C12 C13 C14 C15 -0.6(3) . .
C13 C14 C15 C16 -0.1(3) . .
C14 C15 C16 C17 0.5(3) . .
C13 C12 C17 C16 -0.5(2) . .
P1 C12 C17 C16 -179.10(13) . .
C15 C16 C17 C12 -0.2(3) . .
C12 P1 C18 C19 -28.20(15) . .
C6 P1 C18 C19 -140.45(13) . .
Pd1 P1 C18 C19 97.17(13) . .
C12 P1 C18 C23 158.43(13) . .
C6 P1 C18 C23 46.18(14) . .
Pd1 P1 C18 C23 -76.19(13) . .
C23 C18 C19 C20 -0.4(2) . .
P1 C18 C19 C20 -173.76(14) . .
C18 C19 C20 C21 0.4(3) . .
C19 C20 C21 C22 -0.2(3) . .
C20 C21 C22 C23 0.0(3) . .
C21 C22 C23 C18 0.0(3) . .
C19 C18 C23 C22 0.2(2) . .
P1 C18 C23 C22 173.70(13) . .
