#------------------------------------------------------------------------------
#$Date: 2025-04-05 14:39:26 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299189 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023379.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023379
loop_
_publ_author_name
'Upmann, Daniel'
'Jones, Peter G.'
_publ_section_title
;
 Crystal structures of six complexes of phosphane chalcogenides R
 ¹ R ² R ³PE
 (R = tert-butyl or isopropyl, E = S or Se) with the
 metal halides MX ₂ (M = Pd or Pt, X = Cl
 or Br), two halochalcogenyl-phospho-nium derivatives (
 t Bu₂
 ⁱPrPEBr)₂[Pd₂Br₆] and
 one hydrolysis product.
;
_journal_coeditor_code           YZ2063
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              183
_journal_page_last               194
_journal_paper_doi               10.1107/S2056989025000805
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          '(C11 H25 Br P S2)2 [Pd2 Br6]'
_chemical_formula_moiety         '2(C11 H25 Br P Se +), Pd2 Br6 2-'
_chemical_formula_sum            'C22 H50 Br8 P2 Pd2 Se2'
_chemical_formula_weight         1386.56
_chemical_name_systematic
;
(Bromoselanyl)di-tert-butylisopropylphosphanium
di-μ-bromido-bis[dibromidopalladium(II)]
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL2019/3
_cell_angle_alpha                90
_cell_angle_beta                 125.957(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.3550(6)
_cell_length_b                   14.8165(2)
_cell_length_c                   16.3047(5)
_cell_measurement_reflns_used    7808
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.8018
_cell_measurement_theta_min      2.5948
_cell_volume                     3784.8(3)
_computing_cell_refinement
;
CrysAlisPro, Version 1.171.35.11 (Rigaku OD, 2012)
;
_computing_data_collection
;
CrysAlisPro, Version 1.171.35.11 (Rigaku OD, 2012)
;
_computing_data_reduction
;
CrysAlisPro, Version 1.171.35.11 (Rigaku OD, 2012)
;
_computing_molecular_graphics
;
Bruker XP, Version 5.1 (Bruker, 1998)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2019/3 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS-97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            51432
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         30.871
_diffrn_reflns_theta_min         2.600
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    11.419
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2012)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2608
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.969
_refine_diff_density_min         -1.020
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         5622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0187P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0521
_refine_ls_wR_factor_ref         0.0565
_reflns_number_gt                4433
_reflns_number_total             5622
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yz2063.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 2023372--2023380.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2023379
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.209
_shelx_estimated_absorpt_t_max   0.804
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.22849(5) 0.77872(5) 0.24438(6) 0.00853(16) Uani d 1 . .
Se Se1 0.16673(2) 0.87965(2) 0.11698(2) 0.01074(7) Uani d 1 . .
Br Br1 0.28206(2) 0.91565(2) 0.11317(2) 0.01416(8) Uani d 1 . .
C C1 0.13164(18) 0.7218(2) 0.2202(2) 0.0114(6) Uani d 1 . .
C C11 0.1540(2) 0.6693(2) 0.3137(2) 0.0195(7) Uani d 1 . .
H H11A 0.171302 0.711590 0.368829 0.029 Uiso calc 1 . .
H H11B 0.201090 0.627609 0.334906 0.029 Uiso calc 1 . .
H H11C 0.104049 0.635007 0.297163 0.029 Uiso calc 1 . .
C C12 0.09563(19) 0.6565(2) 0.1310(2) 0.0145(7) Uani d 1 . .
H H12A 0.043484 0.628429 0.115900 0.022 Uiso calc 1 . .
H H12B 0.137963 0.609596 0.148605 0.022 Uiso calc 1 . .
H H12C 0.082397 0.689711 0.071368 0.022 Uiso calc 1 . .
C C13 0.06286(19) 0.7918(2) 0.1920(2) 0.0154(7) Uani d 1 . .
H H13A 0.013385 0.761667 0.182044 0.023 Uiso calc 1 . .
H H13B 0.045404 0.822396 0.129251 0.023 Uiso calc 1 . .
H H13C 0.085754 0.836281 0.246658 0.023 Uiso calc 1 . .
C C2 0.29749(19) 0.7020(2) 0.2326(2) 0.0119(6) Uani d 1 . .
H H2 0.351708 0.735864 0.260464 0.014 Uiso calc 1 . .
C C21 0.2632(2) 0.6766(2) 0.1232(2) 0.0164(7) Uani d 1 . .
H H21A 0.308543 0.647598 0.122918 0.025 Uiso calc 1 . .
H H21B 0.244019 0.731244 0.081387 0.025 Uiso calc 1 . .
H H21C 0.215056 0.634815 0.095559 0.025 Uiso calc 1 . .
C C22 0.3232(2) 0.6161(2) 0.2967(2) 0.0180(7) Uani d 1 . .
H H22A 0.273840 0.575778 0.266646 0.027 Uiso calc 1 . .
H H22B 0.343204 0.632082 0.365724 0.027 Uiso calc 1 . .
H H22C 0.369143 0.585433 0.298861 0.027 Uiso calc 1 . .
C C3 0.29514(19) 0.8399(2) 0.3681(2) 0.0121(6) Uani d 1 . .
C C31 0.2387(2) 0.8964(2) 0.3853(2) 0.0167(7) Uani d 1 . .
H H31A 0.205657 0.856415 0.398084 0.025 Uiso calc 1 . .
H H31B 0.199669 0.933141 0.325067 0.025 Uiso calc 1 . .
H H31C 0.274628 0.936049 0.443940 0.025 Uiso calc 1 . .
C C32 0.3559(2) 0.9036(2) 0.3639(2) 0.0160(7) Uani d 1 . .
H H32A 0.322466 0.947762 0.309403 0.024 Uiso calc 1 . .
H H32B 0.391368 0.868362 0.350777 0.024 Uiso calc 1 . .
H H32C 0.392649 0.935251 0.428725 0.024 Uiso calc 1 . .
C C33 0.3513(2) 0.7756(2) 0.4582(2) 0.0201(8) Uani d 1 . .
H H33A 0.381125 0.810013 0.521590 0.030 Uiso calc 1 . .
H H33B 0.393280 0.746527 0.451519 0.030 Uiso calc 1 . .
H H33C 0.315400 0.729465 0.458823 0.030 Uiso calc 1 . .
Pd Pd1 0.500000 0.86021(2) 0.250000 0.00908(7) Uani d 1 . .
Pd Pd2 0.500000 0.61741(2) 0.250000 0.01122(8) Uani d 1 . .
Br Br2 0.44677(2) 0.97324(2) 0.11858(2) 0.01413(7) Uani d 1 . .
Br Br3 0.45642(2) 0.73949(2) 0.12672(2) 0.01349(7) Uani d 1 . .
Br Br4 0.45006(2) 0.50442(2) 0.11976(3) 0.01982(8) Uani d 1 . .
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'
P P 0.1023 0.0942 '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'
Br Br -0.2901 2.4595 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 P1 C3 . . 109.11(14) ?
C2 P1 C1 . . 113.31(14) ?
C3 P1 C1 . . 114.58(14) ?
C2 P1 Se1 . . 109.72(10) y
C3 P1 Se1 . . 109.24(10) y
C1 P1 Se1 . . 100.47(10) y
P1 Se1 Br1 . . 100.30(2) y
Se1 Br1 Br2 . . 176.810(16) y
C11 C1 C13 . . 109.4(3) ?
C11 C1 C12 . . 109.3(3) ?
C13 C1 C12 . . 108.2(2) ?
C11 C1 P1 . . 110.9(2) ?
C13 C1 P1 . . 110.1(2) ?
C12 C1 P1 . . 108.9(2) ?
C1 C11 H11A . . 109.5 ?
C1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C1 C12 H12A . . 109.5 ?
C1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C1 C13 H13A . . 109.5 ?
C1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C22 C2 C21 . . 109.5(3) ?
C22 C2 P1 . . 113.9(2) ?
C21 C2 P1 . . 115.1(2) ?
C22 C2 H2 . . 105.8 ?
C21 C2 H2 . . 105.8 ?
P1 C2 H2 . . 105.8 ?
C2 C21 H21A . . 109.5 ?
C2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C2 C22 H22A . . 109.5 ?
C2 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C2 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C31 C3 C33 . . 110.1(3) ?
C31 C3 C32 . . 108.6(3) ?
C33 C3 C32 . . 106.9(3) ?
C31 C3 P1 . . 110.4(2) ?
C33 C3 P1 . . 112.5(2) ?
C32 C3 P1 . . 108.0(2) ?
C3 C31 H31A . . 109.5 ?
C3 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C3 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C3 C32 H32A . . 109.5 ?
C3 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C3 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C3 C33 H33A . . 109.5 ?
C3 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C3 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
Br2 Pd1 Br2 . 2_655 92.495(19) y
Br2 Pd1 Br3 . . 90.936(11) y
Br2 Pd1 Br3 2_655 . 175.531(13) ?
Br2 Pd1 Br3 . 2_655 175.531(13) y
Br2 Pd1 Br3 2_655 2_655 90.936(11) ?
Br3 Pd1 Br3 . 2_655 85.785(18) y
Br4 Pd2 Br4 2_655 . 92.26(2) y
Br4 Pd2 Br3 2_655 2_655 91.326(11) ?
Br4 Pd2 Br3 . 2_655 176.053(14) y
Br4 Pd2 Br3 2_655 . 176.054(14) ?
Br4 Pd2 Br3 . . 91.324(11) y
Br3 Pd2 Br3 2_655 . 85.139(18) y
Pd1 Br2 Br1 . . 75.133(10) y
Pd1 Br3 Pd2 . . 94.538(13) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C2 . 1.848(3) ?
P1 C3 . 1.870(3) ?
P1 C1 . 1.875(3) ?
P1 Se1 . 2.2505(8) y
Se1 Br1 . 2.3310(4) y
Br1 Br2 . 3.2510(5) y
C1 C11 . 1.529(4) ?
C1 C13 . 1.530(4) ?
C1 C12 . 1.532(4) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C2 C22 . 1.533(4) ?
C2 C21 . 1.541(4) ?
C2 H2 . 1.0000 ?
C21 H21A . 0.9800 ?
C21 H21B . 0.9800 ?
C21 H21C . 0.9800 ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
C3 C31 . 1.528(4) ?
C3 C33 . 1.540(4) ?
C3 C32 . 1.542(4) ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C32 H32A . 0.9800 ?
C32 H32B . 0.9800 ?
C32 H32C . 0.9800 ?
C33 H33A . 0.9800 ?
C33 H33B . 0.9800 ?
C33 H33C . 0.9800 ?
Pd1 Br2 . 2.4218(4) y
Pd1 Br2 2_655 2.4218(4) ?
Pd1 Br3 . 2.4413(4) y
Pd1 Br3 2_655 2.4413(4) ?
Pd2 Br4 2_655 2.4157(4) ?
Pd2 Br4 . 2.4157(4) y
Pd2 Br3 2_655 2.4562(4) ?
Pd2 Br3 . 2.4562(4) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C12 H12C Se1 . 0.98 3.12 3.640(3) 114.9 yes
C13 H13B Se1 . 0.98 2.61 3.181(3) 117.1 yes
C21 H21A Br3 . 0.98 3.14 3.822(3) 128.3 yes
C21 H21B Se1 . 0.98 2.90 3.511(3) 121.0 yes
C21 H21B Br1 . 0.98 2.80 3.574(3) 136.6 yes
C31 H31B Se1 . 0.98 3.16 3.740(3) 119.2 yes
C32 H32A Se1 . 0.98 2.97 3.526(3) 116.8 yes
C32 H32A Br1 . 0.98 2.85 3.452(3) 120.3 yes
C12 H12A Br2 3_445 0.98 2.98 3.877(3) 152.4 yes
C12 H12C Br3 7_565 0.98 3.04 4.009(3) 169.9 yes
C2 H2 Br3 2_655 1.00 3.03 3.928(3) 150.6 yes
C32 H32C Br2 6_576 0.98 2.95 3.885(3) 159.6 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 P1 Se1 Br1 . . . . -42.39(11) ?
C3 P1 Se1 Br1 . . . . 77.19(11) ?
C1 P1 Se1 Br1 . . . . -161.98(10) ?
C2 P1 C1 C11 . . . . 80.0(2) ?
C3 P1 C1 C11 . . . . -46.1(3) ?
Se1 P1 C1 C11 . . . . -163.1(2) ?
C2 P1 C1 C13 . . . . -158.8(2) ?
C3 P1 C1 C13 . . . . 75.1(2) ?
Se1 P1 C1 C13 . . . . -41.9(2) ?
C2 P1 C1 C12 . . . . -40.3(2) ?
C3 P1 C1 C12 . . . . -166.4(2) ?
Se1 P1 C1 C12 . . . . 76.6(2) ?
C3 P1 C2 C22 . . . . 76.0(3) ?
C1 P1 C2 C22 . . . . -52.9(3) ?
Se1 P1 C2 C22 . . . . -164.30(19) ?
C3 P1 C2 C21 . . . . -156.3(2) ?
C1 P1 C2 C21 . . . . 74.7(3) ?
Se1 P1 C2 C21 . . . . -36.6(2) ?
C2 P1 C3 C31 . . . . -174.0(2) ?
C1 P1 C3 C31 . . . . -45.8(3) ?
Se1 P1 C3 C31 . . . . 66.0(2) ?
C2 P1 C3 C33 . . . . -50.5(3) ?
C1 P1 C3 C33 . . . . 77.8(3) ?
Se1 P1 C3 C33 . . . . -170.4(2) ?
C2 P1 C3 C32 . . . . 67.3(2) ?
C1 P1 C3 C32 . . . . -164.4(2) ?
Se1 P1 C3 C32 . . . . -52.6(2) ?
