#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/52/7035208.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_7035208
loop_
_publ_author_name
'Ghavale, Ninad'
'Manjare, Sudesh T.'
'Singh, Harkesh B.'
'Butcher, Ray J.'
_publ_section_title
;
 Bis(chalcogenones) as pincer ligands: isolation and Heck activity of the
 selone-ligated unsymmetrical C,C,Se-Pd pincer complex.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11893
_journal_page_last               11900
_journal_paper_doi               10.1039/c5dt01565k
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C28 H28 N8 Pd Se4, 2(P F6)'
_chemical_formula_sum            'C28 H28 F12 N8 P2 Pd Se4'
_chemical_formula_weight         1188.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-04-25 deposited with the CCDC.
2015-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.769(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.82075(19)
_cell_length_b                   10.9648(3)
_cell_length_c                   25.1631(6)
_cell_measurement_reflns_used    3445
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      75.5175
_cell_measurement_theta_min      3.5279
_cell_volume                     1872.37(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0662
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            6718
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         75.70
_diffrn_reflns_theta_min         3.53
_exptl_absorpt_coefficient_mu    10.132
_exptl_absorpt_correction_T_max  0.471
_exptl_absorpt_correction_T_min  0.101
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.3662
_exptl_crystal_size_mid          0.1823
_exptl_crystal_size_min          0.0907
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3731
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0450
_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)+(0.0632P)²+0.4085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1167
_refine_ls_wR_factor_ref         0.1226
_reflns_number_gt                3264
_reflns_number_total             3731
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt01565k2.cif
_cod_data_source_block           16
_cod_depositor_comments
'Adding full bibliography for 7035204--7035208.cif.'
_cod_original_cell_volume        1872.38(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7035208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Pd Pd 0.5000 0.5000 0.5000 0.01985(14) Uani 1 2 d S
Se1 Se 0.29279(8) 0.51935(5) 0.41503(2) 0.02611(15) Uani 1 1 d .
Se2 Se 0.21234(7) 0.41998(4) 0.53998(2) 0.02377(15) Uani 1 1 d .
P P 0.17002(18) 0.09209(11) 0.32395(5) 0.0260(3) Uani 1 1 d .
F1 F 0.1778(6) -0.0523(3) 0.31473(16) 0.0427(8) Uani 1 1 d .
F2 F 0.1679(5) 0.0693(4) 0.38705(13) 0.0412(8) Uani 1 1 d .
F3 F 0.4065(5) 0.0953(3) 0.33078(15) 0.0377(7) Uani 1 1 d .
F4 F 0.1698(6) 0.1151(4) 0.26120(14) 0.0446(8) Uani 1 1 d .
F5 F -0.0670(5) 0.0883(3) 0.31729(14) 0.0361(7) Uani 1 1 d .
F6 F 0.1622(5) 0.2357(3) 0.33418(16) 0.0424(8) Uani 1 1 d .
N1 N 0.4573(7) 0.4827(4) 0.31719(18) 0.0299(9) Uani 1 1 d .
N2 N 0.5716(6) 0.3460(3) 0.37423(16) 0.0242(8) Uani 1 1 d .
N3 N 0.4207(6) 0.1826(4) 0.54648(16) 0.0236(8) Uani 1 1 d .
N4 N 0.2259(6) 0.2146(4) 0.60826(17) 0.0257(8) Uani 1 1 d .
C1 C 0.4525(7) 0.4455(5) 0.3676(2) 0.0259(9) Uani 1 1 d .
C2 C 0.3503(10) 0.5898(6) 0.2931(2) 0.0424(14) Uani 1 1 d .
H2A H 0.3625 0.6579 0.3185 0.064 Uiso 1 1 calc R
H2B H 0.2108 0.5691 0.2848 0.064 Uiso 1 1 calc R
H2C H 0.4067 0.6131 0.2603 0.064 Uiso 1 1 calc R
C3 C 0.5817(9) 0.4097(5) 0.2914(2) 0.0344(11) Uani 1 1 d .
H3A H 0.6108 0.4178 0.2554 0.041 Uiso 1 1 calc R
C4 C 0.6549(8) 0.3244(5) 0.3266(2) 0.0293(10) Uani 1 1 d .
H4A H 0.7456 0.2616 0.3202 0.035 Uiso 1 1 calc R
C5 C 0.6259(7) 0.2791(4) 0.4222(2) 0.0243(9) Uani 1 1 d .
C6 C 0.8191(7) 0.2416(4) 0.4324(2) 0.0269(9) Uani 1 1 d .
H6A H 0.9120 0.2597 0.4078 0.032 Uiso 1 1 calc R
C7 C 0.8769(7) 0.1767(5) 0.4792(2) 0.0295(10) Uani 1 1 d .
H7A H 1.0066 0.1446 0.4852 0.035 Uiso 1 1 calc R
C8 C 0.7445(7) 0.1593(4) 0.5168(2) 0.0263(9) Uani 1 1 d .
H8A H 0.7855 0.1200 0.5497 0.032 Uiso 1 1 calc R
C9 C 0.5522(7) 0.1995(4) 0.50628(19) 0.0234(9) Uani 1 1 d .
C10 C 0.4856(7) 0.2558(4) 0.45796(19) 0.0245(9) Uani 1 1 d .
H10A H 0.3511 0.2773 0.4497 0.029 Uiso 1 1 calc R
C11 C 0.4271(8) 0.0791(4) 0.5789(2) 0.0296(10) Uani 1 1 d .
H11A H 0.5042 0.0081 0.5749 0.035 Uiso 1 1 calc R
C12 C 0.3039(8) 0.0982(5) 0.6167(2) 0.0289(10) Uani 1 1 d .
H12A H 0.2758 0.0428 0.6440 0.035 Uiso 1 1 calc R
C13 C 0.2972(7) 0.2663(4) 0.56589(18) 0.0221(8) Uani 1 1 d .
C14 C 0.0926(8) 0.2729(5) 0.6429(2) 0.0332(11) Uani 1 1 d .
H14A H 0.1403 0.3552 0.6522 0.050 Uiso 1 1 calc R
H14B H 0.0885 0.2246 0.6755 0.050 Uiso 1 1 calc R
H14C H -0.0400 0.2778 0.6240 0.050 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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
Se1 Pd Se1 180.000(1) . 3_666
Se1 Pd Se2 91.496(18) . 3_666
Se1 Pd Se2 88.504(18) 3_666 3_666
Se1 Pd Se2 88.504(18) . .
Se1 Pd Se2 91.496(18) 3_666 .
Se2 Pd Se2 180.0 3_666 .
C1 Se1 Pd 101.33(15) . .
C13 Se2 Pd 103.41(14) . .
F6 P F4 90.4(2) . .
F6 P F1 179.0(2) . .
F4 P F1 90.5(2) . .
F6 P F3 90.62(19) . .
F4 P F3 90.2(2) . .
F1 P F3 89.39(19) . .
F6 P F5 89.60(19) . .
F4 P F5 90.0(2) . .
F1 P F5 90.38(19) . .
F3 P F5 179.7(2) . .
F6 P F2 89.5(2) . .
F4 P F2 179.4(2) . .
F1 P F2 89.6(2) . .
F3 P F2 90.35(19) . .
F5 P F2 89.44(19) . .
C1 N1 C3 110.2(5) . .
C1 N1 C2 124.9(5) . .
C3 N1 C2 124.8(5) . .
C1 N2 C4 108.7(4) . .
C1 N2 C5 128.0(4) . .
C4 N2 C5 123.0(4) . .
C13 N3 C11 108.7(4) . .
C13 N3 C9 128.2(4) . .
C11 N3 C9 122.2(4) . .
C13 N4 C12 110.3(4) . .
C13 N4 C14 125.7(4) . .
C12 N4 C14 124.0(4) . .
N1 C1 N2 106.9(4) . .
N1 C1 Se1 122.9(4) . .
N2 C1 Se1 130.2(4) . .
N1 C2 H2A 109.5 . .
N1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
N1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C4 C3 N1 107.3(5) . .
C4 C3 H3A 126.3 . .
N1 C3 H3A 126.3 . .
C3 C4 N2 106.9(5) . .
C3 C4 H4A 126.5 . .
N2 C4 H4A 126.5 . .
C6 C5 C10 121.9(5) . .
C6 C5 N2 118.1(5) . .
C10 C5 N2 120.1(4) . .
C5 C6 C7 119.4(5) . .
C5 C6 H6A 120.3 . .
C7 C6 H6A 120.3 . .
C8 C7 C6 119.9(5) . .
C8 C7 H7A 120.1 . .
C6 C7 H7A 120.1 . .
C9 C8 C7 119.7(5) . .
C9 C8 H8A 120.1 . .
C7 C8 H8A 120.1 . .
C8 C9 C10 121.7(5) . .
C8 C9 N3 118.2(4) . .
C10 C9 N3 120.0(4) . .
C9 C10 C5 117.1(4) . .
C9 C10 H10A 121.4 . .
C5 C10 H10A 121.4 . .
C12 C11 N3 107.5(4) . .
C12 C11 H11A 126.2 . .
N3 C11 H11A 126.2 . .
C11 C12 N4 106.9(4) . .
C11 C12 H12A 126.6 . .
N4 C12 H12A 126.6 . .
N4 C13 N3 106.6(4) . .
N4 C13 Se2 122.1(3) . .
N3 C13 Se2 131.1(4) . .
N4 C14 H14A 109.5 . .
N4 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N4 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd Se1 2.4508(5) .
Pd Se1 2.4508(5) 3_666
Pd Se2 2.4553(5) 3_666
Pd Se2 2.4553(5) .
Se1 C1 1.879(5) .
Se2 C13 1.877(5) .
P F6 1.597(3) .
P F4 1.599(4) .
P F1 1.601(3) .
P F3 1.605(3) .
P F5 1.609(3) .
P F2 1.609(3) .
N1 C1 1.336(7) .
N1 C3 1.376(8) .
N1 C2 1.479(7) .
N2 C1 1.360(7) .
N2 C4 1.397(6) .
N2 C5 1.429(6) .
N3 C13 1.368(6) .
N3 C11 1.396(6) .
N3 C9 1.430(6) .
N4 C13 1.341(6) .
N4 C12 1.391(6) .
N4 C14 1.467(7) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 C4 1.349(8) .
C3 H3A 0.9500 .
C4 H4A 0.9500 .
C5 C6 1.380(7) .
C5 C10 1.401(7) .
C6 C7 1.400(8) .
C6 H6A 0.9500 .
C7 C8 1.385(8) .
C7 H7A 0.9500 .
C8 C9 1.384(7) .
C8 H8A 0.9500 .
C9 C10 1.398(7) .
C10 H10A 0.9500 .
C11 C12 1.349(8) .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3A F1 0.95 2.41 3.297(7) 155.2 2_655
C4 H4A F5 0.95 2.30 3.232(6) 168.4 1_655
C12 H12A F5 0.95 2.31 3.176(6) 151.8 3_556
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
Se1 Pd Se1 C1 -126(100) 3_666
Se2 Pd Se1 C1 48.48(15) 3_666
Se2 Pd Se1 C1 -131.52(15) .
Se1 Pd Se2 C13 122.14(15) .
Se1 Pd Se2 C13 -57.86(15) 3_666
Se2 Pd Se2 C13 62(100) 3_666
C3 N1 C1 N2 -1.2(6) .
C2 N1 C1 N2 -179.1(5) .
C3 N1 C1 Se1 -178.0(4) .
C2 N1 C1 Se1 4.2(8) .
C4 N2 C1 N1 1.5(5) .
C5 N2 C1 N1 175.1(4) .
C4 N2 C1 Se1 178.0(4) .
C5 N2 C1 Se1 -8.5(7) .
Pd Se1 C1 N1 -145.8(4) .
Pd Se1 C1 N2 38.3(5) .
C1 N1 C3 C4 0.5(6) .
C2 N1 C3 C4 178.3(5) .
N1 C3 C4 N2 0.5(6) .
C1 N2 C4 C3 -1.2(6) .
C5 N2 C4 C3 -175.2(5) .
C1 N2 C5 C6 -138.4(5) .
C4 N2 C5 C6 34.4(6) .
C1 N2 C5 C10 40.1(7) .
C4 N2 C5 C10 -147.1(5) .
C10 C5 C6 C7 1.1(7) .
N2 C5 C6 C7 179.5(4) .
C5 C6 C7 C8 -5.2(7) .
C6 C7 C8 C9 4.1(7) .
C7 C8 C9 C10 1.1(7) .
C7 C8 C9 N3 -178.6(4) .
C13 N3 C9 C8 131.4(5) .
C11 N3 C9 C8 -36.8(6) .
C13 N3 C9 C10 -48.3(7) .
C11 N3 C9 C10 143.5(5) .
C8 C9 C10 C5 -5.1(6) .
N3 C9 C10 C5 174.6(4) .
C6 C5 C10 C9 4.0(7) .
N2 C5 C10 C9 -174.4(4) .
C13 N3 C11 C12 1.8(6) .
C9 N3 C11 C12 172.0(4) .
N3 C11 C12 N4 -1.4(6) .
C13 N4 C12 C11 0.6(6) .
C14 N4 C12 C11 -176.6(5) .
C12 N4 C13 N3 0.5(5) .
C14 N4 C13 N3 177.7(5) .
C12 N4 C13 Se2 176.2(3) .
C14 N4 C13 Se2 -6.7(7) .
C11 N3 C13 N4 -1.4(5) .
C9 N3 C13 N4 -170.9(4) .
C11 N3 C13 Se2 -176.5(4) .
C9 N3 C13 Se2 14.0(7) .
Pd Se2 C13 N4 151.2(4) .
Pd Se2 C13 N3 -34.4(5) .
